AQUEOUS OXYGEN BARRIER COMPOSITION FOR USE IN POLYMERIZING RADIATION CURABLE COMPOSITION

Abstract: An aqueous oxygen barrier composition for use in polymerizing a radiation curable composition, which does not deteriorate an acid-vulnerable substrate (e.g., steel) even when used for a radiation curable composition embedded in the acid-vulnerable substrate. The composition comprises: (a) a water-soluble oxygen barrier polymer; (b) a water-soluble reducing agent; and (c) a surfactant.

Description: AQUEOUS OXYGEN BARRIER COMPOSITION FOR USE IN POLYMERIZING RADIATION CURABLE COMPOSITION FIELD OF THE INVENTION The present invention relates to an aqueous oxygen barrier composition for use in radically polymerizing a radiation curable composition. More particularly, the present invention relates to an aqueous oxygen barrier composition for use in radically polymerizing a radiation curable composition placed on a metallic substrate which is vulnerable to an acid. BACKGROUND OF THE INVENTION In the art of sheet metal repairing of an automobile, a three-dimensional surface of a body of the automobile is usually restored by embedding and curing a curable composition in a dent which has accidentally been made. However, when the curable composition is radically polvmerizable and when it is polymerized in air, a surface of the cured composition which is exposed to air becomes tacky. The reason is that oxygen in air bonds to a radiation curable composition and form a peroxide radical at a surface of the curable composition which is exposed to air, and the peroxide radical inhibits a progress of polymerization. In order to provide a cured resin material having no tackiness on a surface, there has hitherto been used a method that an oxygen barrier polymer film is placed on a molded radiation curable composition in order to prevent air from contacting a surface of the radiation curable composition, and then the radiation curable composition is radically polymerized. However, when a cured resin material is formed along a surface having a complicated curve such as the body of an automobile, the polymer film must be conformed corresponding to a complicated shape, and it is difficult to carry out the method practically. Japanese Laid-Open Patent Publication Nos. 6-73110 and 2-310025 describe a polymerization method using a chamber equipped with a vacuum mechanism or an inert gas substitution mechanism. However, a cost for such a large-scale equipment becomes high, and it is difficult to carry out the method practically. In Japanese Laid-Open Patent Publication No. 1-195445, there is described a method which comprises a step of polymerization while blowing an inert gas such as nitrogen gas, etc. to exclude oxygen from around the curing reaction. However, a special and expensive equipment is required. In Japanese Laid-Open Patent Publication No. 5-142766, there is described a topcoating composition for a photosensitive layer, which contains an oxygen barrier water-soluble polymer and a water-soluble phosphate salt compound. However, the topcoating composition contains a phosphate salt compound and is acidic, therefore, it deteriorates a material which is vulnerable to an acid such as a steel material. Accordingly, when such a topcoating composition is used for a radiation curable composition which is embedded in a steel material, such as a restored part of a sheet metal, a surface of the steel material will rust. On the other hand, there has widely been used in the art a method in which an oxygen consuming agent such as an amine, a thiosulfite compound described in Japanese Laid-Open Patent Publication No. 59-202458, etc. is contained in a radiation curable composition to consume dissolved oxygen in a radical chain reaction mechanism. However, the contact between air and a radiation curable composition is not prohibited in this method. It is difficult to provide a cured resin material having no tackiness on its surface. When a large amount of an oxygen consuming agent is added, problems such as deterioration of radiation reactivity, decrease in pot life, decrease in adhesiveness of the resulting cured resin material, etc. are experienced. In case of an unsaturated polyester radiation curable composition, it is known a method that a wax is included in the composition in order to form a film of the wax on a surface of the composition and to prevent an influence of oxygen. However, it is difficult to select a favorable wax which is compatible with the curable composition before curing and leaches out on the surface thereof and forms an oxygen barrier film at the time of curing. The leached wax may also exert a harmful influence on storage stability or adhesiveness of the surface to be coated. SUMMARY OF THE INVENTION The present invention solves the above conventional problems. The present invention provides an aqueous oxygen barrier composition for use in polymerizing a radiation curable composition, which does not deteriorate an acid-vulnerable substrate even when it is used for a radiation curable composition embedded in the acid-vulnerable substrate. The present invention solves these problems by providing an aqueous oxygen barrier composition for use in polymerizing a radiation curable composition comprising: (a) a water-soluble oxygen barrier polymer; (b) a water-soluble reducing agent; and (c) a surfactant, and achieves the objects. Detailed Description of the Invention Embodiments of the Invention As a water-soluble oxygen barrier polymer, there can be used a water-soluble polymer which is solid at room temperature and which has low oxygen permeability even under a wet condition. Examples thereof include gelatin having a number average molecular weight of 15000 to 250000 (e.g. "Gelatin" manufactured by Wako Junyaku Kogyo Co., Ltd.), polyvinyl alcohol having a number average molecular weight of 20000 to 200000, polyvinyl acetate having a number average molecular weight of 20000 to 200000, polyvinyl pyrrolidone having a number average molecular weight of 20000 to 200000, polyethylene oxide having a number average molecular weight of 10000 to 100000, copolymer of alkyl vinyl ether with maleic anhydride having a number average molecular weight of 10000 to 100000 and gum arabic, etc. A particularly preferred one is gelatin. A water-soluble oxygen barrier polymer is contained in the aqueous oxygen barrier composition in an amount of 1 to 10% by weight, preferably 3 to 5% by weight. When an amount of the water-soluble oxygen barrier polymer is smaller than 1% by weight, the oxygen barrier effect becomes poor. On the other hand, when it exceeds 10% by weight, the aqueous composition may become gel at room temperature. A reducing agent is used for trapping oxygen which exists in the aqueous composition or in an surface layer of the radiation curable composition. A reducing agent used in the present invention is water-soluble so as to provide a homogeneous composition. It is neutral or basic so as not to deteriorate an acid-vulnerable substrate. Examples thereof include sodium sulfite, sodium bisulfite, sodium thiosulfate, sodium phosphite, sodium biphosphite, etc. Preferred reducing agents are sodium sulfite and sodium biphosphite, because these show good solubility in water. Particularly preferred one is sodium biphosphite. A reducing agent is contained in the aqueous oxygen barrier composition in an amount of 0.5 to 10% by weight, preferably 1 to 5% by weight. When an amount of the reducing agent is smaller than 0.5% by weight, the addition effect becomes poor. On the other hand, when it exceeds 10% by weight, the reducing agent becomes hard to dissolve in the aqueous composition. A surfactant is used so that an aqueous oxygen barrier composition of the present invention spreads uniformly on a surface of the radiation curable composition when the aqueous oxygen barrier composition is applied on the surface. The surfactant, which does not repel a coating composition placed on a surface of a cured resin material even if it is left on the surface of the resin material for an extended time, is preferred. An anionic, cationic or nonionic surfactant can be used for an aqueous oxygen barrier composition of the present invention. Examples thereof include anionic surfactants such as fatty acid salt, alkyl sulfate salt, alkyl benzenesulfonate salt, alkyl naphthalenesulfonate salt, alkyl sulfosuccinate salt, alkyl phosphate salt, etc.; nonionic surfactants such as polyoxyethylene alkyl ether, polyoxyethylene alkyl allyl ether, sorbitan fatty acid ester, polyoxyethylene sorbitol fatty acid ester, glycerin fatty acid ester, etc.; cationic surfactants such as alkylamine salt, quaternary a jimonium salt, etc. Preferred surfactant is the nonionic surfactant which is commercially available from Nisshin Kagaku Kogyo Co., Ltd. under a trade mark of "Surfinol GA" and the anionic sodium dioctyl sulfosuccinate which is commercially available from Aldrich Chemical company under a trade mark of "Triton GR-5M". Particularly preferred is "Surfinol GA". A surfactant is contained in the aqueous oxygen barrier composition in an amount of 0.5 to 5% by weight, preferably 1 to 3% by weight. When an amount of the surfactant is smaller than 0.5% by weight, the surface wetting effect of the aqueous composition becomes small and, therefore, coating of the aqueous oxygen barrier composition becomes uneven. On the other hand, even if the surfactant is contained in an amount of more than 5% by weight, a greater wetting effect corresponding to addition is not obtained. An aqueous oxygen barrier composition of the present invention is obtained by mixing the above described water-soluble oxygen barrier polymer, reducing agent, surfactant and water according to a suitable method known to those skilled in the art. An aqueous oxygen barrier composition of the present invention can also contain various additives known to those skilled in the art. A colorant which does not prohibit light absorption of a photoinitiator contained in the radiation curable composition may be used in, the aqueous oxygen barrier composition. When camphorquinone is used as a photoinitiator of the radiation curable composition, since the absorption peak thereof is a wavelength of 470 nm, 0.001 to 0.01% of Food Blue No. 1 (which is a food additive of blue color, which does not prohibit transmittance of the wavelength and which exerts no harmful influence on the human body) can be contained in the aqueous oxygen barrier composition of the present invention. It is preferred that viscosity of an aqueous oxygen barrier composition of the present invention is controlled so that the radiation curable composition does not flow when the inventive composition is applied to a substrate. Therefore, a viscosity modifier (thickener or thixotrope) can be contained in the aqueous oxygen barrier composition of the present invention. For example, 0.1 to 5% by weight of an alkali swelling type emulsion "Acrylic Resin TT-615 Acrysol" manufactured by Rohm and Haas Japan Co. and 0.1 to 3% by weight of triethanolamine can be used. A preservative can also be added so as to obtain storage stability. For example, "Slaoff AY" manufactured by Takeda Yakuhin Kogyo Co., Ltd. can be used in an amount of about 0.1% by weight. When the radiation curable composition is used as an adhesive for iron or steel plate substrate, the inventive composition should not rust the substrate. Accordingly, sodium phosphite is preferred as a reducing agent for the inventive composition in view of its reducing potential. In addition, pH of the inventive composition should be controlled from 7 to 10, preferably 8 to 9, by using, for example, triethanolamine. When about 0.75% of triethanolamine is added in the inventive composition, pH of the composition can generally be controlled to 9. An aqueous oxygen barrier composition of the present invention is suitable for curing a radiation curable composition applied to an acid-vulnerable substrate. Since the inventive composition is neutral or basic, it does not deteriorate the acid-vulnerable substrate. In that case, the radiation curable composition is firstly molded in a certain shape on the acid-vulnerable substrate. A shape of the radiation curable composition may be not only plane, but also may be complicated three-dimensional. A kind of the radiation curable composition employed is not specifically limited, but preferred are those used in the art of sheet metal processing/repairing of an automobile. Then, the inventive aqueous oxygen barrier composition is applied on a surface which is exposed to air of the radiation curable composition molded in a certain shape. A coating method is not specifically limited, and any method known to those skilled in the art, such as a spray coating method, a brush coating method, etc. may be used. It is preferred to use the spray coating method, because the method can apply the aqueous oxygen barrier composition to a complicated three-dimensional shape uniformly. An amount to be coated is generally about 0.1 to 5 g/m 2 , preferably about 1 to 2 g m 2 based on coating solids. When the amount exceeds 5 g/m 2 , light transmittance becomes poor and a reaction of the radiation curable composition may be prohibited. On the other hand, when it is smaller than 0.1 g m 2 , oxygen barrier ability becomes poor. Thereafter, the aqueous oxygen shutting composition which is applied on the radiation curable composition may be dried to form an oxygen barrier layer. Otherwise, the radiation curable composition may be radically polymerized as soon as the aqueous oxygen shutting composition is applied and before the composition is dried. The radiation curable composition coated with the oxygen barrier layer is irradiated to radically polymerize. Radiation can be carried out according the method and conditions which are generally used by those skilled in the art for radiation curing, depending on a kind of the radiation curable composition employed. In case of a radiation curable composition containing camphorquinone as a photoinitiator, for example, a halogen lamp (360 W) is used as a radiation source and is irradiated from a distance of 10 to 50 cm for 1 to 10 minutes. In case of radiation curable composition containing 2-hydroxy-2-methyl propiophenone as a photoinitiator, for example, a UV lamp (80 W/cm) is used as a radiation source and is irradiated from a distance of 10 to 30 cm for 10 seconds to 5 minutes. After radiation, the oxygen barrier layer is removed from a surface of a cured resin material which was formed by radically polymerizing the radiation curable composition. The oxygen barrier layer is removed by washing with water for 60 to 300 seconds. It may be wiped off using a wet cloth. Examples The following Examples and Comparative Examples further illustrate the present invention in detail but are not to be construed to limit the scope thereof. In the Examples and Comparative Examples, all "parts" are based on weight unless otherwise stated. Example 1 3 g of Gelatin, 1 g of sodium sulfite and 1 g of acetylene glycol surfactant "Surfinol GA" (manufactured by Nisshin Kagaku Kogyo Co., Ltd.) were charged in a vessel and water was added to make 100 g, and the resultant was stirred sufficiently to prepare an aqueous oxygen barrier composition. 70 Parts of bisphenol A diglycidyl methacrylate, 30 parts of hydroxyethyl methacrylate, 0.25 parts of camphorquinone and 0.5 parts of ethyl p-dimethylaminobenzoate were mixed using a stirrer to obtain a radiation curable composition. The resulting radiation curable composition was molded on a steel plate (0.2% C) using a spatula. Then, the aqueous oxygen barrier composition and dimethyl ether as a propellant were charged in a sprayer, and the aqueous oxygen barrier composition was sprayed on an exposed surface of the molded radiation curable composition in a coating weight of 1 g/m 2 based on coating solids. The radiation curable composition coated with the oxygen barrier layer was irradiated at 250C from a distance of 30 cm, using a halogen lamp (360 W). The internal curing time was 45 seconds. The oxygen barrier layer was removed by wiping a surface of the resulting cured resin material with a wet cloth several times. Whether tackiness is present or not on a surface of the cured resin material was examined by touching. Tackiness was not recognized. Separately, the same steel plate was coated directly with the aqueous oxygen barrier composition and allowed to stand in air for 5 minutes. At that time, it was visually evaluated to determine whether rust is present on the coated surface or not. Rust was not observed on the surface of the steel plate. The results are shown in Table 1. Example 2 3 g of Gelatin, 1 g of sodium bisulfite and 1 g of sodium dioctyl sulfosuccinate were charged in a vessel and water was added to make 100 g, and the resultant was stirred sufficiently to prepare an aqueous oxygen barrier composition. A cured resin material was obtained and was evaluated to determine whether tackiness is present or not on the surface thereof, in essentially the same manner as described in Example 1 except that the new aqueous oxygen barrier composition was used. The internal curing time was 45 seconds, and tackiness on the surface was not found. In addition, rust was not observed on a surface of the steel plate coated with the inventive composition. The results are shown in Table 1. Example 3 3 g of gelatin, 1 g of sodium thiosulfate, 1 g of surfactant "Surfinol GA" (manufactured by Nisshin Kagaku Kogyo Co., Ltd.), 0.01 g of Food Blue No. 1, 1 g of viscosity controlling agent "TT-615" (manufactured by Rohm and Haas Japan Co.) and 1 g of triethanolamine were charged in a vessel and water was added to make 100 g, and the resultant was stirred sufficiently to prepare an aqueous oxygen barrier composition. A cured resin material was obtained and was evaluated to determine whether tackiness is present or not on the surface thereof, in essentially the same manner as described in Example 1 except that the new aqueous oxygen barrier composition was used. The internal curing time was 45 seconds, and tackiness on the surface was not found. In addition, rust was not observed on a surface of the steel plate coated with the inventive composition. The results are shown in Table 1. Example 4 5 g of polyvinyl alcohol, 1 g of sodium sulfite and 1 g of surfactant "Surfinol GA" (manufactured by Nisshin Kagaku Kogyo Co., Ltd.) were charged in a vessel and water was added to make 100 g, and the resultant was stirred sufficiently to prepare an aqueous oxygen barrier composition. A cured resin material was obtained and was evaluated to determine whether tackiness is present or not on the surface thereof, in essentially the same manner as described in Example 1 except that the new aqueous oxygen barrier composition was used. The internal curing time was 45 seconds, and tackiness on the surface was slightly found. In addition, rust was not observed on a surface of the steel plate coated with the inventive composition. The results are shown in Table 1. Comparative Example 1 70 Parts of bisphenol A diglycidyl methacrylate, 30 parts of hydroxyethyl methacrylate, 0.25 parts of camphorquinone, 0.5 parts of ethyl p-dimethylaminobenzoate and 5 parts of an unsaturated polyester air-drying ability imparting agent (unsaturated polyester containing 25% to 35% of styrene available from Nippon Gosei Kagaku Co., Ltd as a trade mark of "2379") were mixed using a stirrer to obtain a radiation curable composition. The resulting radiation curable composition was molded on a steel plate (0.2% C) using a spatula. The radiation curable composition was irradiated at 250C from a distance of 30 cm, using a halogen lamp (360 W). The internal curing time was one minute and 50 seconds. Whether tackiness is present or not on a surface of the cured resin material was determined by touching. As a result, remarkable tackiness was found. Rust was not observed on a surface of the steel plate. The results are shown in Table 1. Comparative Example 2 A radiation curable composition was prepared, and then it was cured to obtain a cured resin material, in essentially the same manner as described in Example 1 except that 5 parts of an urethane acrylic air-drying ability imparting agent "UV-10" manufactured by Nippon Gosei Kagaku Co., Ltd. was used instead of the unsaturated polyester air drying ability imparting agent "2379". The internal curing time was one minute and 20 seconds. Remarkable tackiness was found on the surface thereof. Rust was not observed on a surface of the steel plate. The results are shown in Table 1. Comparative Example 3 A radiation curable composition was prepared, and then it was cured to obtain a cured resin material, in essentially the same manner as described in Example 1 except that 1 part of Michler's ketone was used instead of the unsaturated polyester air drying ability imparting agent "2379". The internal curing time was two minutes. Remarkable tackiness was found on the surface thereof. Rust was not observed on a surface of the steel plate. The results are shown in Table 1. Comparative Example 4 A radiation curable composition was prepared, and then it was cured to obtain a cured resin material, in essentially the same manner as described in Example 1 except that 5 parts of glycerol α-monoallyl ether and 1 part of cobalt naphthenate were used instead of the unsaturated polyester air drying ability imparting agent "2379". The internal curing time was more than two minutes. Remarkable tackiness was found on the surface thereof. Rust was not observed on a surface of the steel plate. The results are shown in Table 1. Comparative Example 5 A radiation curable composition was prepared, and then it was cured to obtain a cured resin material, in essentially the same manner as described in Example 1 except that 5 parts of triphenyl phosphite was used instead of the unsaturated polyester air drying ability imparting agent "2379". The internal curing time was two minutes. Remarkable tackiness was found on the surface thereof. Rust was not observed on a surface of the steel plate. The results are shown in Table 1. Comparative Example 6 A radiation curable composition was prepared, and then it was cured to obtain a cured resin material, in essentially the same manner as described in Example 1 except that 1 parts of dibutyltin diacetyl acetonate was used instead of the unsaturated polyester air drying ability imparting agent "2379". The internal curing time was 40 seconds. Remarkable tackiness was found on the surface thereof In addition, rust was not observed on a surface of the steel plate. The results are shown in Table 1. Comparative Example 7 10 g of polyvinyl alcohol (hydrolysis degree of 70% by mole, polymerization degree Pn of 500), 1 g of sodium dodecyl sulfonate, 3 g of phosphoric acid were charged in a vessel, and water was added to make 100 g, and the resultant was stirred sufficiently to prepare an aqueous oxygen barrier composition. A cured resin material was obtained, in essentially the same manner as described in Example 1 except that the new aqueous oxygen barrier composition was used. The internal curing time was 45 seconds. Tackiness was not found on the surface thereof. Rust was observed on a surface of the steel plate coated with the aqueous oxygen barrier composition. The results are shown in Table 1. Comparative Example 8 70 Parts of bisphenol A diglycidyl methacrylate, 30 parts of hydroxyethyl methacrylate, 0.25 parts of camphorquinone and 0.5 parts of ethyl p-dimethylaminobenzoate were mixed using a stirrer to obtain a radiation curable composition. The resulting radiation curable composition was molded on a steel plate (0.2% C) using a spatula. Then, a PET film having a thickness of lOOμm ("Handwriting Film 20P for OHP" manufactured by Minnesota Mining and Manufacturing Company) was placed on an exposed surface of the molded radiation curable composition to form an oxygen barrier layer. The radiation curable composition coated with the PET film was irradiated at 250C from a distance of 30 cm, using a halogen lamp (360 W). The internal curing time was 45 seconds. The PET film was peeled off from the surface of the resulting cured resin material. Whether tackiness is present or not on a surface of the cured resin material was determined by touching. As a result, tackiness was not found. In addition, no rust was observed on a surface of the steel plate. The results are shown in Table 1. Comparative Example 9 70 Parts of bisphenol A diglycidyl methacrylate, 30 parts of hydroxyethyl methacrylate, 0.25 parts of camphorquinone and 0.5 parts of ethyl p-dimethylaminobenzoate were mixed using a stirrer to obtain a radiation curable composition. The resulting radiation curable composition was molded on a steel plate (0.2% C) using a spatula. The radiation curable composition was irradiated at 250C from a distance of 30 cm, using a halogen lamp (360 W). The internal curing time was one minute and 50 seconds. Whether tackiness is present or not on a surface of the cured resin material was determined by touching. As a result, remarkable tackiness was found. Rust was not observed on a surface of the steel plate. The results are shown in Table 1. Table 1 Example No. Internal curing Surface Shape Rust of the time tackiness 1 adaptability surface 1 45" • Yes No 2 45" • Yes No 3 45" • Yes No 4 45" O Yes No C. Ex. 1 1'50" X - No C. Ex. 2 1'20" X - No C. Ex. 3 2' X - No C. Ex. 4 >2' X - No C. Ex. 5 2' X - No C. Ex. 6 40" X - No C. Ex. 7 45" • Yes Yes C. Ex. 8 45" • No No C. Ex. 9 50" X - No a) • : Tackiness was not found by touching; An amount of resin adhered to an abrasive paper is not more than 0.5 g when the cured resin material was abraded with an abrasive paper #80 (5 cm x 10 cm) for 10 seconds. O : Tackiness was slightly found by touching; An amount of resin adhered to an abrasive paper is from 0.5 to 1.0 g when the cured resin material was abraded with an abrasive paper #80 (5 cm x 10 cm) for 10 seconds x: Tackiness was remarkably found by touching; An amount of resin adhered to an abrasive paper is more than 1.0 g when the cured resin material was abraded with an abrasive paper #80 (5 cm x 10 cm) for 10 seconds. Comparative Example 8 indicates a conventional method for preventing contact with air by placing a polymer film on a molded radiation curable composition. According to this method, the internal curing time is short and a non-tacky surface can be obtained, but there is a problem that the polymer film can not be applied if a shape of the radiation curable composition is not planar. A surface of the cured resin material prepared using the inventive composition shown in Examples 1 to 4 was almost non-tacky. By comparison, a surface of the cured resin material containing a oxygen consuming agent, obtained in Comparative Examples 1 to 6, was remarkably tacky. Furthermore, Comparative Examples 1 to 5 show the disadvantage of long internal curing time. In Comparative Example 7, rust was generated on a surface of the steel plate used as a substrate. Comparative Example 9 indicates an embodiment in which a radiation curable composition is irradiated without any surface treatment nor additive treatment. Technical Effect of the Invention An aqueous oxygen barrier composition for use in polymerizing a radiation curable composition, which does not deteriorate an acid-vulnerable substrate even when it is used for a radiation curable composition embedded in the acid-vulnerable substrate, was provided. The inventive composition is liquid, and has improved workability. It may conveniently be applied on a surface of a radiation curable composition even if the shape thereof is complicated, and may be removed readily after polymerization. Furthermore, it does not leave contaminants in the cured resin material.

Claims: Claims: 1. An aqueous oxygen barrier composition for use in polymerizing a radiation curable composition comprising: (a) a water-soluble oxygen barrier polymer; (b) a water-soluble reducing agent; and (c) a surfactant. 2. An aqueous oxygen barrier composition for use in polymerizing a radiation curable composition comprising: (a) at least one water-soluble oxygen barrier polymer selected from the group consisting of gelatin, polyvinyl alcohol, partially hydrolyzed polyvinyl acetate, polyvinyl pyrrolidone, polyethylene oxide, copolymer of alkyl vinyl ether with maleic anhydride and gum arabic; (b) at least one water-soluble reducing agent selected from the group consisting of sodium sulfite, sodium bisulfite, sodium thiosulfate, sodium phosphite and sodium biphosphite; and (c) at least one surfactant selected from the group consisting of fatty acid salt, alkyl sulfate salt, alkyl benzenesulfonate salt, alkyl naphthalenesulfonate salt, alkyl sulfosuccinate salt, alkyl phosphate salt, polyoxyethylene alkyl ether, polyoxyethylene alkyl allyl ether, sorbitan fatty acid ester, polyoxyethylene sorbitol fatty acid ester, glycerin fatty acid ester, alkylamine salt and quaternary ammonium salt. 3. The aqueous oxygen barrier composition according to claim 1, wherein the radiation curable composition is placed on an acid-vulnerable substrate. 4. The aqueous oxygen barrier composition according to claim 2, wherein the radiation curable composition is placed on an acid-vulnerable substrate.

Inventors: HARA FUJIO, SONODA HIROTUMI, HARA, FUJIO, SONODA, HIROTUMI
Applicants: HARA FUJIO, MINNESOTA MINING & MFG, SONODA HIROTUMI, HARA, FUJIO, MINNESOTA MINING AND MANUFACTURING COMPANY, SONODA, HIROTUMI
Application year: 1997
Main classification: C08K3
IPC codes: C08F2, C08K3, C08K5, C08L29, C08L39, C08L71, C08L89, C08L101, C09D4, C09D5, C09D201