Distillation method

The present application relates to a distillation device. The distillation device of the present application can minimize energy loss occurring in a purification process of the olefin monomer, the solvent, and the raw material including, for example, 1-octene, iso-octene, and n-hexane, used in a polymerization process of the polyolefin elastomer, and can increase economic efficiency by isolating a high-purity product.

The present application is a National Stage Application No. PCT/KR2015/011654, filed Nov. 2, 2015, and claims the benefit of priority based on Korean Patent Application No. 10-2014-0150672 dated Oct. 31, 2014 and Korean Patent Application No. 10-2015-0153088 dated Nov. 2, 2015, all of which are hereby incorporated by reference in their entirety for all purposes as if fully set forth herein.

TECHNICAL FIELD

The present application relates to a distillation device for isolating and collecting a solvent and an unreacted monomer used in a polymerization process of a polyolefin elastomer.

BACKGROUND ART

Polyolefin elastomers are used as materials having reinforcing properties, such as impact strength and flexural strength, of interior/exterior materials of automobiles. Additionally, polyolefin elastomers are used in various industries, such as the high-tech textiles industry and the sports industry, due to their superior elasticity, toughness, etc.

For example, polyolefin elastomers are polymerized according to a solution polymerization method wherein an olefin monomer is dissolved in a solvent and then polymerization is carried out using a catalyst, and a solvent is collected from a resultant polymerized solution, after which it is subjected to a drying process and packaged. When a polyolefin elastomer is prepared according to such a solution polymerization method, a large amount of solvent is used with respect to the amount of an added olefin monomer, and thus a large amount of energy is consumed in a process of collecting the solvent and an unreacted monomer after polymerization. Conventionally, a solvent and an unreacted monomer were collected from a polymerized solution including the solvent and the unreacted monomer after solution polymerization by means of a distillation device composed of two sequentially connected distillation columns. However, in this process, a large amount of energy is disadvantageously consumed.

Therefore, there is a need for a process of collecting a solvent and an unreacted monomer to reduce distillation device installation costs and isolate a high-purity compound.

DISCLOSURE

Technical Problem

The present application is directed to providing a distillation device for isolating and collecting a solvent and an unreacted monomer used in a polymerization process of a polyolefin elastomer with high purity and efficiency.

Technical Solution

One aspect of the present application provides a distillation device. A distillation device according to exemplary embodiments of the present application may increase economic efficiency of a process by minimizing energy loss occurring in a purification process of an olefin monomer, a solvent, and a raw material including, for example, 1-octene, iso-octene, and n-hexane used in the polymerization process of the polyolefin elastomer and isolating a product in high purity. In particular, the distillation device of the present application provides optimized temperature and pressure for isolating 1-octene, iso-octene, and n-hexane using two distillation units, thus isolating the solvent and the unreacted olefin monomer used in the polyolefin elastomer polymerization process with high purity and efficiency by means of the distillation device of the present application.

Hereinafter, the distillation device of the present application will be described with reference to the accompanying drawing. The drawing is, however, provided as an exemplary embodiment and the distillation device should not be understood as limited to the accompanying drawing.

The FIGURE exemplarily illustrates a distillation device according to an embodiment of the present application. As illustrated in the FIGURE, the distillation device according to an exemplary embodiment includes two distillation units10and20and a heat exchanger30. For example, the distillation device includes the first and second distillation units10and20and the heat exchanger30. The first distillation unit10includes a first distillation column100, a first condenser101, a storage tank102, and a first reboiler103. The second distillation unit20includes a second distillation column200, a second condenser201, a storage tank202, and a second reboiler203.

The first and second distillation columns100and200are devices for isolating various ingredients included in a raw material using boiling point differences thereamong. In the distillation device of the present application, distillation columns with various shapes may be used, considering ingredients of an introduced raw material or the boiling points of the ingredients to be separated. A distillation column type which may be used in the distillation device of the present application is not specifically limited and may be, for example, a distillation column with a general structure as illustrated in the FIGURE or a dividing wall-type distillation column including a dividing wall therein. In an example, the interiors of the first and second distillation columns100and200may be divided into upper sections110and210, lower sections130and230, and intermediate sections120and220, as illustrated in the FIGURE. The expression “upper section,” as used in the present specification, means a relatively upper portion of each of the first and second distillation columns100and200. For example, when each of the first and second distillation columns100and200is divided into three parts in a height or length direction thereof, the upper section may be the uppermost section thereof. In addition, the expression “lower section” means a relatively lower portion of each of the first and second distillation columns100and200. For example, when each of the first and second distillation columns100and200is divided into three parts in a height or length direction thereof, the lower section may be the lowest section thereof. In addition, when each of the first and second distillation columns100and200is divided into three parts in a height or length direction thereof, the expression “intermediate section” as used in the present specification may mean an intermediate section among the divided sections and a section between the upper section110or210and the lower section130or220of each of the first and second distillation columns100and200. In the present specification, the upper section, the lower section and the intermediate section of the distillation column are relative concepts. The tops of the first and second distillation columns100and200are included in the upper sections, and the bottoms of the first and second distillation columns100and200are included in the lower sections thereof. Unless mentioned otherwise, “upper section” is synonymous with “the top of a column,” and “lower section” is synonymous with “the bottom of a column.” The first and second distillation columns100and200may be distillation columns with a theoretical plate number of 10 to 30, 12 to 28, or 15 to 25. The expression “theoretical plate number” means the number of hypothetical areas or plates, in which two phases such as a vapor phase and a liquid phase establish equilibrium with each other, of the first and second distillation columns100and200.

In an embodiment, as illustrated in the FIGURE, the first distillation unit10includes the first distillation column100and the first condenser101, the storage tank102, and the first reboiler103connected to the first distillation column100. The second distillation unit20includes the second distillation column200and the second condenser201, the storage tank202, and the second reboiler203connected to the second distillation column200, as illustrated in FIG. the FIGURE. For example, the first distillation column100, the first condenser101, the storage tank102, and the first reboiler103may be fluidically connected to each other such that fluid introduced into the first distillation column100flows thereinto. The second distillation column200, the second condenser201, the storage tank202, and the second reboiler203may be fluidically connected to each other such that fluid introduced into the second distillation column200flows thereinto. In addition, the first distillation columns100and200may be fluidically connected to each other such that a bottom stream of the first distillation columns100is introduced into and flows in the intermediate section of the second distillation column200. The condenser is separately installed on the outside of the distillation column and performs cooling using, for example, a method of bringing a stream discharged from the top of the distillation column into contact with cooling water introduced from the outside. For example, the first condenser101of the first distillation column100may condense the first top stream F1-2discharged from the upper section110of the first distillation column100, and the second condenser201of the second distillation column200may condense a second top stream F2-2discharged through the upper section210of the second distillation column200. In addition, the expression “reboiler” means a heating device separately installed on the outside of the distillation column. Alternatively, the reboiler may be a device for re-heating and evaporating a stream including ingredients with a high boiling point discharged through the bottom of the distillation column. For example, the first reboiler103of the first distillation column100may be a device for heating a column bottom stream F1-3discharged through the lower section130of the first distillation column100, and the second reboiler203of the second distillation column200to be described below may be a device for heating a column bottom stream F2-3discharged through the lower section230of the second distillation column200. “Storage tank” means a tank or a bath for temporarily storing a stream discharged from the distillation column and may be any tank or bath known in the art. For example, the first top stream F1-2discharged from the upper section110of the first distillation column100is condensed in the first condenser101, after which it is introduced into the storage tank102and stored therein. The second top stream F2-2discharged from the upper section210of the second distillation column200may be condensed in the second condenser201and then introduced into the storage tank202and stored therein.

The first distillation column100includes a first supply port121, and the second distillation column200includes a second supply port221. In an embodiment, the first supply port121is located at an intermediate section120of the first distillation column100, and the second supply port221is located at an intermediate section220of the second distillation column200.

As illustrated in the FIGURE, a raw material F1-1including compounds represented by Formulas 1 and 2 below and the isomer of the compound is introduced into the first supply port121of the first distillation column100:

In Formula 2, R5is a C1to C4alkyl group, and n is 1 to 4.

In an example, the compound represented by Formula 1 may be at least one selected from the group consisting of, for example, 1-octene, iso-octene, and a mixture thereof, and the compound represented by Formula 2 may be n-hexane, although the present application is not limited thereto.

In an example, as illustrated in the FIGURE, the raw material F1-1introduced into the first supply port121of the first distillation column100is introduced into the intermediate section120of the first distillation column100, and a raw material F1-1introduced into the intermediate section120of the first distillation column100is separately discharged into each of a column top stream discharged through the upper section110of the first distillation column100and a column bottom stream discharged from the lower section130of the first distillation column100. In this case, the column bottom stream discharged from the lower section130of the first distillation column100may be separately discharged into at least one stream. For example, the raw material F1-1introduced into the first distillation column100may be separately discharged into each of the first top stream F1-2, and the first, second and third bottom streams F1-3, F1-4, and F1-5discharged from the lower section130of the first distillation column100.

The first top stream F1-2discharged from the upper section110of the first distillation column100is introduced into the first condenser101, and a portion or all of the first top stream F1-2passing through the first condenser101may be refluxed into the upper section110of the first distillation column100or stored as a product. In an example, a stream discharged from the first condenser101may be introduced into the storage tank102and stored therein, and then refluxed into the first distillation column100or stored as a product. In addition, the first bottom stream F1-3discharged from the lower section130of the first distillation column100is introduced into the first reboiler103. The first bottom stream F1-3passing through the first reboiler103may be introduced into the lower section130of the first distillation column100. The first bottom stream F1-3introduced into the first reboiler103may be heated by high-pressure stream passing through the first reboiler103. The amount of this high-pressure stream may be properly controlled by the heat exchanger30to be described below. For example, when heat exchange in the heat exchanger30is sufficiently carried out, the high-pressure stream may not be used at all. However, when heat exchange is not smoothly carried out due to a large discharge of a raw material or disturbance during a process, isolation efficiency may rapidly decrease. Accordingly, a proper amount of the high-pressure stream may be temporarily used so that robust isolation efficiency can be maintained despite disturbance.

The second bottom stream F1-4discharged from the lower section130of the first distillation column100is introduced into the second supply port221of the second distillation column200. The second bottom stream F1-4introduced into the second supply port221of the second distillation column200is introduced into the intermediate section220of the second distillation column200. The second bottom stream F1-4introduced into the intermediate section220of the second distillation column200is separately discharged into a column top stream discharged from the upper section210of the second distillation column200and a column bottom stream discharged from the lower section230of the second distillation column200. In this case, the column bottom stream discharged from the lower section230of the second distillation column200may be separately discharged into at least one stream. For example, a stream introduced into the second distillation column200may be separately discharged into the second top stream F2-2, and a fourth bottom stream F2-3and a fifth bottom stream F2-4discharged from the lower section230of the second distillation column200.

The fourth bottom stream F2-3discharged from the lower section230of the second distillation column200is introduced into the second reboiler203. The fourth bottom stream F2-3passing through the second reboiler203is introduced into the lower section230of the second distillation column200, and the fifth bottom stream F2-4discharged from the lower section230of the second distillation column200may be stored as a product in storage unit204.

The heat exchanger30may be directly or indirectly connected to pipes through which the third bottom stream F1-5of the first distillation column100and the second top stream F2-2of the second distillation column200pass. In an example, the heat exchanger30is directly connected to the pipes through which the third bottom stream F1-5of the first distillation column100and the second top stream F2-2of the second distillation column200pass, whereby heat exchange between the third bottom stream F1-5and the second top stream F2-2may be efficiently performed.

Heat exchange between the third bottom stream F1-5and the second top stream F2-2introduced into the heat exchanger30is carried out, the third bottom stream F1-5passing through the heat exchanger30is refluxed into the lower section130of the first distillation column100, the second top stream F2-2passing through the heat exchanger30is introduced into the second condenser201, and a portion or all of the second top stream F2-2passing through the second condenser201may be refluxed into the upper section210of the second distillation column200or stored as a product. In an example, a stream discharged from the second condenser201is introduced in the storage tank202and stored therein. Subsequently, the stored stream may be refluxed into the second distillation column200or stored as a product.

In the heat exchanger30, the third bottom stream F1-5may exchange heat with the second top stream F2-2before the third bottom stream F1-5is refluxed into the first distillation column100, and the second top stream F2-2may exchange heat with the third bottom stream F1-5before the second top stream F2-2is introduced into the second condenser201. For example, the second top stream F2-2including an ingredient with a low boiling point discharged from the upper section210of the second distillation column200transits the heat exchanger30before being refluxed into the upper section210of the second distillation column200. At this time, heat is supplied to the heat exchanger30. Accordingly, the second top stream F2-2discharged from the second distillation column200may be refluxed at a relatively low temperature in the second distillation column200. Accordingly, the quantity of heat necessary to condense the second top stream F2-2discharged from the upper section210of the second distillation column200may be decreased, and costs necessary for the condensation process may be reduced by decreasing the amount of cooling water used in the condensation process in which the second condenser201is used. In addition, the third bottom stream F1-5, is a stream including an ingredient with a high boiling point discharged from the lower section130of the first distillation column100, and transits the heat exchanger30before being refluxed into the lower section130of the first distillation column100. At this time, heat transferred by the second top stream F2-2may be supplied to the third bottom stream F1-5. Accordingly, the second top stream F2-2supplies heat to the lower section130of the first distillation column100and thus the amount of the stream used in the first reboiler103in order to heat the first bottom stream F1-3discharged from the lower section130of the first distillation column100is reduced, thereby reducing costs.

Hereinafter, a process of isolating an olefin monomer, a solvent, and a raw material such as, for example, 1-octene/iso-octene, n-hexane, etc. used in polymerizing the polyolefin elastomer by means of the distillation device according to an embodiment of the present application will be described in detail.

In an example, the raw material F1-1including 1-octene or iso-octene represented by Formula 1 or a mixture thereof, and n-hexane represented by Formula 2 as main ingredients is introduced into the first supply port121of the first distillation column100.

In this case, a stream including a large amount of n-hexane with a relatively low boiling point among ingredients that are included in the raw material F1-1introduced into the first supply port121may be discharged as the first top stream F1-2from the upper section110of the first distillation column100, and a stream including a large amount of 1-octene or iso-octene with a relatively high boiling point may be discharged as the first top stream F1-2, and the first, second and third bottom streams F1-3, F1-4, and F1-5from the lower section130of the first distillation column100. The first top stream F1-2discharged through the upper section110of the first distillation column100is introduced into the storage tank102via the first condenser101. A portion of the stream discharged from the storage tank102is refluxed into the upper section110of the first distillation column100, and a portion of the remainder of the stream may be stored as a product. The product may be high-purity n-hexane. Meanwhile, the first bottom stream F1-3discharged from the lower section130of the first distillation column100may be refluxed into the lower section130of the first distillation column100via the first reboiler103, and the second bottom stream F1-4may be introduced into the second supply port221of the second distillation column200. In addition, the third bottom stream F1-5may exchange heat with the second top stream F2-2of the second distillation column200in the heat exchanger30, and then be refluxed into the lower section130of the first distillation column100.

In addition, the second bottom stream F1-4introduced into the second supply port221includes 1-octene and/or iso-octene and ingredients with a high boiling point. Accordingly, a stream including a large amount of 1-octene and/or iso-octene with a relatively low boiling point among ingredients included the second bottom stream F1-4may be discharged as the second top stream F2-2from the upper section210of the second distillation column200, and a stream including ingredients with a relatively high boiling point may be discharged as the fourth and fifth bottom streams F2-3and F2-4from the lower section230of the second distillation column200. The discharged second top stream F2-2exchanges heat with the third bottom stream F1-5of the first distillation column100in the heat exchanger30and is then introduced into the storage tank202via the second condenser201. A portion of the stream discharged from the storage tank202may be refluxed into the upper section210of the second distillation column200, and another portion of the stream may be stored as a product. The product may be high-purity 1-octene and/or iso-octene. In addition, a stream including an ingredient with a relatively high boiling point among ingredients included in the second top stream F2-2may be discharged as the fourth and fifth bottom streams F2-3and F2-4from the lower section230of the second distillation column200. The fourth bottom stream F2-3may be refluxed into the lower section230of the second distillation column200via the second reboiler203and the fifth bottom stream F2-4may be utilized as fuel. The fifth bottom stream F2-4may be, for example, an octene-based ingredient and/or an ingredient with a high boiling point.

In the present specification, the expression “stream including an ingredient with a low boiling point” means a stream including a large amount of an ingredient with a relatively low boiling point of the raw material stream F1-1including an ingredient with a low boiling point and an ingredient with a high boiling point. For example, streams including ingredients with low boiling points are streams discharged from the upper sections110and210of the first and second distillation columns100and200. In addition, the expression “stream including an ingredient with a high boiling point” means a stream including a large amount of an ingredient with a relatively high boiling point of the raw material stream F1-1including an ingredient with a low boiling point and an ingredient with a high boiling point. For example, a stream including an ingredient with a high boiling point is a stream including a large amount of an ingredient with a relatively high boiling point discharged from the lower sections130and230of the first and second distillation columns100and200. The expression “stream including a large amount of an ingredient” means a stream in which the content of each of an ingredient with a low boiling point included in a stream discharged from the upper sections110and210of the first and second distillation columns100and200and an ingredient with a high boiling point included in a stream discharged from the lower sections130and230of the first and second distillation columns100and200is higher than the content of each of the ingredient with a low boiling point and the ingredient with a high boiling point included in the raw material F1-1. For example, the content of each of the ingredient with a low boiling point included in the first top stream F1-2of the first distillation column100and the ingredient with a low boiling point included in the second top stream F2-2of the second distillation column200may be 50% by weight or more, 80% by weight or more, 90% by weight or more, 95% by weight or more or 99% by weight or more. Alternatively, the contents of an ingredient with a high boiling point included in each of the first top stream F1-2, and the first, second and third bottom streams F1-3, F1-4, and F1-5of the first distillation column100and an ingredient with a high boiling point included in each of the fourth and fifth bottom streams F2-3and F2-4of the second distillation column200may each be 50% by weight or more, 80% by weight or more, 90% by weight or more, 95% by weight or more, or 99% by weight or more.

In an example, a portion of the fifth bottom stream F2-4discharged from the lower section230of the second distillation column200may be introduced into the lower section130of the first distillation column100, for example, a 13th to 23rd plate of the first distillation column100with a theoretical plate number of 15 to 25. Accordingly, 1-octene and/or iso-octene that may remain in the fifth bottom stream F2-4may be supplied to the lower section130of the first distillation column100, and thereby 1-octene and/or iso-octene with higher purity may be prepared. In this case, a ratio of the discharge rate (kg/hr) of the stream introduced into the lower section130of the first distillation column100to a discharge rate (kg/hr) of the fifth bottom stream F2-4discharged from the lower section230of the second distillation column200may be 1:0.8 to 1:0.95. By controlling a discharge ratio of the stream introduced into the lower section130of the first distillation column100within this range, 1-octene and/or iso-octene with higher purity may be prepared.

In an embodiment, the distillation device of the present application satisfies Equation 1 below.
Tt-2−Tb-3≥8° C.  [Equation 1]

wherein Tt-2indicates the temperature of the second top stream F2-2, and Tb-3indicates the temperature of the third bottom stream F1-5.

When the distillation device of the present application satisfies Equation 1, the compounds represented by Formulas 1 and 2, particularly 1-octene/iso-octene and n-hexane, may be isolated with superior efficiency and high purity using the distillation device with the aforementioned series structure. That is, by controlling the distillation device such that a temperature difference between the second top stream F2-2and the third bottom stream F1-5satisfies Equation 1, heat exchange efficiency between the second top stream F2-2and the third bottom stream F1-5may be maximized. Accordingly, the compounds represented by Formulas 1 and 2, particularly 1-octene, iso-octene, or a mixture thereof and n-hexane, may be isolated with superior efficiency and high purity.

In an example, as long as a temperature difference between the second top stream F2-2discharged from the upper section210of the second distillation column200and the third bottom stream F1-5discharged from the lower section130of the first distillation column100satisfies Equation 1, there is no specific limitation. For example, the temperature difference may be 8° C. or more, 9° C. or more, 10° C. or more, 13° C. or more, or 15° C. or more. Since heat exchange efficiency is superior when the temperature difference between the second top stream F2-2discharged from the upper section210of the second distillation column200and the third bottom stream F1-5discharged from the lower section130of the first distillation column100increases, the maximum value of the temperature difference value is not specifically limited. For example, a temperature difference between the second top stream F2-2discharged from the upper section210of the second distillation column200and the third bottom stream F1-5discharged from the lower section130of the first distillation column100may be 100° C. or less, considering process efficiency.

In an example, the distillation device of the present application satisfies Equation 2 below:
P2/P1≥3.0  [Equation 2]

wherein P1indicates the pressure (kg/cm2g) of the upper section110of the first distillation column100, and P2indicates the pressure (kg/cm2g) of the upper section210of the second distillation column200.

When the distillation device of the present application satisfies Equation 1, 1-octene or iso-octene represented by Formula 1 or a mixture thereof and n-hexane represented by Formula 1 may be isolated in superior efficiency and high purity using the distillation device with the aforementioned series structure. That is, by controlling the distillation device such that a ratio of the pressure of the upper section210of the second distillation column200to the pressure of the upper section110of the first distillation column100satisfies Equation 2, heat exchange efficiency between the second top stream F2-2and the third bottom stream F1-5may be maximized. Accordingly, 1-octene or iso-octene represented by Formula 1 or a mixture thereof and n-hexane represented by Formula 2 may be isolated with superior efficiency and high purity.

For example, in order to increase the heat exchange efficiency of the heat exchanger30, the interior temperature of the first distillation column100may be kept lower than the interior temperature of the second distillation column200, and thus the pressure of the upper section110of the first distillation column100may be kept lower than that of the upper section210of the second distillation column200.

In an example, as long as a ratio of the pressure of the upper section210of the second distillation column200to the pressure of the upper section110of the first distillation column100satisfies Equation 2, there is no specific limitation. For example, the ratio may be 3.0 or more, 4.0 or more, 5.0 or more, or 8.0 or more. Since heat exchange efficiency improves when the ratio of the pressure of the upper section210of the second distillation column200to the pressure of the upper section110of the first distillation column100increases, the maximum value of the ratio is not specifically limited. For example, the ratio of the pressure of the upper section210of the second distillation column200to the pressure of the upper section110of the first distillation column100may be 200 or less, or 100 or less, considering process efficiency.

The temperature of the second top stream F2-2discharged from the upper section210of the second distillation column200is not specifically limited as long as Equation 1 is satisfied. The temperature may be 125 to 170° C., for example, 130° C. to 168° C. or 140° C. to 165° C. In addition, the temperature of the third bottom stream F1-5discharged from the lower section130of the first distillation column100is not specifically limited as long as Equation 1 is satisfied. The temperature may be 120° C. to 145° C., for example, 122° C. to 140° C. or 125° C. to 135° C. In this case, the pressure of the upper section110of the first distillation column100is not specifically limited as long as Equation 2 is satisfied. The pressure may be 0.05 to 0.2 kg/cm2g, 0.08 to 0.18 kg/cm2g, or 0.1 to 0.16 kg/cm2g. In addition, the pressure of the upper section210of the second distillation column200is not specifically limited as long as Equation 2 is satisfied. The pressure may be 1.0 to 2.0 kg/cm2g, 1.1 to 1.8 kg/cm2g, or 1.2 to 1.6 kg/cm2g.

In an example, the temperature of the upper section110of the first distillation column100may be 60° C. to 80° C., for example, 62° C. to 78° C. or 64° C. to 76° C., and the temperature of the lower section130of the first distillation column100may be 120° C. to 145° C., for example, 122° C. to 140° C. or 124° C. to 135° C., although the present application is not limited thereto. In this case, the temperature of the upper section210of the second distillation column200may be 125° C. to 170° C., for example, 130° C. to 168° C. or 140° C. to 165° C., and the temperature of the lower section230of the second distillation column200may be 130° C. to 180° C., for example, 135° C. to 175° C. or 140° C. to 170° C., although the present application is not limited thereto.

The present disclosure also relates to a distillation method of isolating the solvent used in the polyolefin elastomer polymerization process from the unreacted olefin monomer.

The distillation method according to an exemplary embodiment of the present application may be carried out using the aforementioned distillation device, and thus the same content as the description of the aforementioned distillation device is omitted.

In an embodiment, the distillation method of the present application includes a) a step of introducing the raw material F1-1including the compounds represented by Formulas 1 and 2 below into the first supply port121of the first distillation column100; b) a step of discharging the introduced raw material F1-1to each of the first top stream F1-2discharged from the upper section110of the first distillation column100; and the first top stream F1-2, and the first, second and third bottom streams F1-3, F1-4, and F1-5discharged from the lower section130of the first distillation column100; c) a step of introducing the first bottom stream F1-3into the second supply port221of the second distillation column200; d) a step of discharging the stream introduced into the second supply port221to each of the second top stream F2-2discharged from the upper section210of the second distillation column200, and the fourth and fifth bottom streams F2-3and F2-4discharged from the lower section230of the second distillation column200; e) a step of exchanging heat between the second top stream F2-2and the third bottom stream F1-5; and f) a step of isolating the compound represented by Formula 2 from the upper section110of the first distillation column100, and the compound represented by Formula 1 from the upper section210of the second distillation column200:

In Formula 2, R5is a C1to C4alkyl group, and n is 1 to 4.

The distillation method may be carried out using the aforementioned distillation device. Description of the distillation device is the same as that given above, and is thus omitted.

As described above, steps a) to f) are each independently organically connected, and thus boundaries therebetween are not clearly divided according to chronological order. Each of steps a) to f) may be carried out sequentially or independently at the same time.

The distillation method satisfies Equations 1 and 2 below. Description thereof is the same as that given above, and is thus omitted.
Tt-2−Tb-3≥8° C.  [Equation 1]
P2/P1≥3.0  [Equation 2]

In Equation 1, Tt-2indicates the temperature of the second top stream F2-2, and Tb-3indicates the temperature of the third bottom stream F1-5.

In Equation 2, P1indicates the pressure (kg/cm2g) of the upper section110of the first distillation column100, and P2indicates the pressure (kg/cm2g) of the upper section210of the second distillation column200.

Advantageous Effects

As apparent from the foregoing, the distillation device of the present application can minimize energy loss occurring in a purification process of the olefin monomer, the solvent, and the raw material including, for example, 1-octene/iso-octene and n-hexane, used in a polymerization process of the polyolefin elastomer, and can increase economic efficiency by isolating a high-purity product.

MODES OF THE INVENTION

Now, the present invention will be described in more detail with reference to examples according to the present invention and comparative examples. These examples are provided for illustrative purposes only and should not be construed as limiting the scope and spirit of the present invention.

1-Octene, iso-octene, and n-hexane were isolated by means of a distillation device illustrated in the FIGURE. In particular, a raw material including 1-octene, iso-octene, and n-hexane was introduced into a first supply port located at a 15th plate of a first distillation column with a theoretical plate number of 21.

A portion of a first top stream discharged from an upper section of the first distillation column was refluxed into the upper section of the first distillation column via a first condenser. A portion of the remainder of the first top stream was isolated as a product including n-hexane and stored. A portion of a first bottom stream discharged from a lower section of the first distillation column was refluxed into the lower section of the first distillation column via a first reboiler. A second bottom stream discharged from the lower section of the first distillation column was introduced into a second supply port located at a 7thplate of a second distillation column with a theoretical plate number of 12. A third bottom stream discharged from the lower section of the first distillation column was introduced into a heat exchanger and heat-exchanged with a second top stream of the second distillation column introduced into the heat exchanger, and then was refluxed into the lower section of the first distillation column via the heat exchanger. In this case, operation pressure of the upper section of the first distillation column was adjusted to 0.16 kg/cm2g and an operation temperature thereof was adjusted to 75° C. An operation temperature of the lower section of the first distillation column was adjusted to 130° C.

Meanwhile, the second top stream discharged from an upper section of the second distillation column was introduced into the heat exchanger and heat-exchanged with the third bottom stream. Subsequently, a portion of the second top stream having passed through the heat exchanger and the second condenser was refluxed into the upper section of the second distillation column, and a portion of the remainder of the second top stream was isolated as an octene-based product including 1-octene and iso-octene. In this case, the purity of each of the 1-octene and iso-octene was 94%. A fourth bottom stream discharged from a lower section of the second distillation column was refluxed into the lower section of the second distillation column via a second reboiler, and a fifth bottom stream discharged from the lower section of the second distillation column was isolated as a product for fuel including some octene-based materials and an ingredient with a high boiling point. In this case, operation pressure of the upper section of the second distillation column was adjusted to 1.4 kg/cm2g, and an operation temperature thereof was adjusted to 155° C. An operation temperature of the lower section of the second distillation column was adjusted to 160° C.

In isolating 1-octene, iso-octene, and n-hexane by means of the distillation device of Example 1, a used energy amount, a recovery amount, a reduction amount, a reduction rate, and the purities of a mixture of 1-octene and iso-octene, and an n-hexane product were as summarized in Table 1 below.

1-Octene, iso-octene, and n-hexane were isolated in the same manner as in Example 1, except that the operation conditions of the first and second distillation columns were changed as disclosed in Table 1 below.

In isolating 1-octene, iso-octene, and n-hexane by means of a distillation device of Example 2, a used energy amount, a recovery amount, a reduction amount, a reduction rate, and the purities of a mixture of 1-octene and iso-octene, and an n-hexane product were as summarized in Table 1 below.

1-Octene, iso-octene, and n-hexane were isolated in the same manner as in Example 1, except that the operation conditions of the first and second distillation columns were changed as disclosed in Table 1 below.

In isolating 1-octene, iso-octene, and n-hexane by means of a distillation device of Example 3, a used energy amount, a recovery amount, a reduction amount, a reduction rate, and the purities of a mixture of 1-octene and iso-octene, and an n-hexane product were as summarized in Table 1 below.

1-Octene, iso-octene, and n-hexane were isolated in the same manner as in Example 1, except that the operation conditions of the first and second distillation columns were changed as disclosed in Table 1 below.

In isolating 1-octene, iso-octene, and n-hexane by means of a distillation device of Example 4, a used energy amount, a recovery amount, a reduction amount, a reduction rate, and the purities of a mixture of 1-octene and iso-octene, and an n-hexane product were as summarized in Table 1 below.

Comparative Example 1

1-Octene, iso-octene, and n-hexane were isolated in the same manner as in Example 1, except that the operation conditions of the first and second distillation columns were changed as disclosed in Table 2 below.

In isolating 1-octene, iso-octene, and n-hexane by means of a distillation device of Comparative Example 1, a used energy amount, a recovery amount, a reduction amount, a reduction rate, and the purities of a mixture of 1-octene and iso-octene, and an n-hexane product were as summarized in Table 2 below.

Comparative Example 2

1-Octene, iso-octene, and n-hexane were isolated in the same manner as in Example 1, except that the operation conditions of the first and second distillation columns were changed as disclosed in Table 2 below.

In isolating 1-octene, iso-octene, and n-hexane by means of a distillation device of Comparative Example 2, a used energy amount, a recovery amount, a reduction amount, a reduction rate, and the purities of a mixture of 1-octene and iso-octene, and n-hexane were as summarized in Table 2 below.

Comparative Example 3

1-Octene, iso-octene, and n-hexane were isolated in the same manner as in Example 1, except that the operation conditions of the first and second distillation columns were changed as disclosed in Table 2 below.

In isolating 1-octene, iso-octene, and n-hexane by means of a distillation device of Comparative Example 3, a used energy amount, a recovery amount, a reduction amount, a reduction rate, and the purities of a mixture of 1-octene and iso-octene, and an n-hexane product were as summarized in Table 2 below.

Comparative Example 4

1-Octene, iso-octene, and n-hexane were isolated in the same manner as in Example 1, except that the operation conditions of the first and second distillation columns were changed as disclosed in Table 3 below.

In isolating 1-octene, iso-octene, and n-hexane by means of a distillation device of Comparative Example 4, a used energy amount, a recovery amount, a reduction amount, a reduction rate, and the purities of a mixture of 1-octene and iso-octene, and an n-hexane product were as summarized in Table 3 below.

Comparative Example 5

1-Octene, iso-octene, and n-hexane were isolated in the same manner as in Example 1, except that the operation conditions of the first and second distillation columns were changed as disclosed in Table 3 below.

In isolating 1-octene, iso-octene, and n-hexane by means of a distillation device of Comparative Example 5, a used energy amount, a recovery amount, a reduction amount, a reduction rate, and the purities of a mixture of 1-octene and iso-octene, and an n-hexane product were as summarized in Table 3 below.

As shown in Tables 1 to 3, it can be confirmed that, when 1-octene, iso-octene, and n-hexane are isolated according to each of Examples 1 to 4, a total energy consumption amount is greatly decreased, compared to the comparative examples. Accordingly, when the raw material is isolated by means of the distillation device according to each of Examples 1 to 4 of the present application, energy reduction effect up to 44.7% can be achieved, compared to the cases in which the distillation devices according to the comparative examples are used.

In addition, it can be confirmed that, as shown in the examples and the comparative examples, 1-octene, iso-octene, and n-hexane can be isolated with high purity and efficiency by controlling a temperature difference between the lower section of the first distillation column and the upper section of the second distillation column and the pressures of the upper sections of the first and second distillation columns within a specific range.