Viscosity reduction of high viscosity fluid flame retardants for polyurethanes

Abstract: Triphenyl phosphate can be used to reduce the viscosity of fluid flame retardants (polybrominated aryl oxides, oligomeric phosphate esters, etc.) which are useful in flame retarding polyurethane compositions.

Description: Background of the invention Polyurethane foams, coatings and elastomers are commonly admixed with flame retardants to achieve the desired degree of flame retardancy for the final material desired. Pumpable fluid (or liquid) flame retardant compositions are a preferred class since such pumpable formulations are needed in environments where automation and machine mixing of the various components are used. Examples of the chemical classes for such fluid or liquid flame retardants include brominated aryl flame retardants, such as polybromodiphenyl oxide, and various viscous organophosphorus flame retardants such as the oligomeric phosphate esters, such as the chlorinated oligomeric phosphate esters (e.g. FYROL 99 brand) and the reaction product of 2-chloro-1-propanol phosphate (3:1) with ethylene oxide and phosphorus pentoxide (FYROL PCF brand). High viscosity in such fluid or liquid flame retardant compositions can be disadvantageous since it makes the pumping and movement of such compositions more difficult thereby complicating manufacturing operations. For example, it is known that polybrominated diphenyl oxide flame retardants are very viscous. U.S. Patent No. 4,746,682 to J. Green indicates that either alkyl diphenyl phosphates or alkylated triaryl phosphates can be used to achieve blends having acceptably low viscosity as compared to the polybrominated aryl flame retardant itself. It is known from JP 57/207,641 to blend together, by kneading, a polyether, a polystyrene, triphenyl phosphate, and a polyphosphate, in order to produce a fire proof resin. The disclosure does not address the above problem of producing a pumpable flame retardant formulation, nor does it provide such a formulation. Description of the invention It has now been found that triphenyl phosphate, a solid at room temperature, is an effective viscosity reducing agent in the aforementioned types of liquid, but viscous, flame retardant compositions. In this respect the invention pertains to the use of triphenyl phosphate for reducing the viscosity of a fluid flame retardant composition, according to apended claim 1, suitable for use in forming a flame retardant polyurethane composition which comprises a normally viscous flame retardant. The level of use of triphenyl phosphate with a particular flame retardant will depend upon its initial compatibility or miscibility with the flame retardant component whose viscosity is initially high and in need of reduction. The level of triphenyl phosphate to use is dependent upon the ultimate viscosity that is desired for the composition containing it. The level of triphenyl phosphate needed to achieve such a viscosity result is, in turn, dependent upon the miscibility characteristics between the flame retardant chosen and the triphenyl phosphate. Generally, the amount of triphenyl phosphate that needs to be added will range from about 5% to about 25%, by weight of the fluid or liquid flame retardant whose viscosity is to be reduced. The liquid flame retardants to which the instant invention can be added include those containing a major amount of a polybrominated diphenyl oxide and a minor amount of an aromatic bisphosphate (e.g., resorcinol bis(diphenyl phosphate) or the bis(diphenyl phosphate ester) of neopentyl glycol) as shown in Examples 1-6 below. Generally speaking, it has been found that up to about 25%, by weight of triphenyl phosphate, based on the weight of the entire composition, can be used in such systems. The triphenyl phosphate viscosity reducing additive of the instant invention can also be used in similar amount with flame retardant compositions which contain oligomeric phosphate esters as the sole or predominant component. This is shown in Examples 10-12, below. The instant invention allows for the obtaining of low enough viscosities to achieve pumpable flame retardant compositions, which are required to satisfactorily process flexible and rigid polyurethane foams, for example. Easier machine mixing and miscibility are achieved by bringing the viscosities of the components closer and preferably lower. Coatings and elastomers also require low viscosities for better flowability and processing. Examples 1-3 The following illustrate the viscosity characteristics (mPa.s (cps) at 25°C) of various blends containing pentabromodiphenyl oxide (PBDPO) and resorcinol bis(diphenyl phosphate) flame retardant with (Examples 2-3) and without (Example 1) triphenyl phosphate (TPP). The TPP-containing blend was heated slightly above the melting point of the TPP to achieve its dissolution: Components Wt.% Viscosity 1. PBDPO 70 9000 Bisphosphate 30 2. PBDPO 70 2500 Bisphosphate 20 TPP 10 3. PBDPO 70 900 Bisphosphate 10 TPP 20 EXAMPLES 4-6 These Examples are analogous to those in Examples 1-3 with the bisphosphate being the bis(diphenyl phosphate ester) of neopentyl glycol as more particularly described in EP-A-0406934: Components Wt % Viscosity 4. PBDPO 70 4000 Bisphosphate 30 5. PBDPO 70 2040 Bisphosphate 20 TPP 10 6. PBDPO 70 800 Bisphosphate 10 TPP 20 EXAMPLES 7-9 These Examples are analogous to the foregoing with the flame retardant being (isopropylated phenyl diphenyl phosphate PHOSFLEX 41P brand from Akzo Chemicals Inc.): Components Wt % Viscosity 7. PBDPO 70 2500 PHOSFLEX 41P brand 30 8. PBDPO 70 950 PHOSFLEX 41P brand 20 TPP 10 9. PBDPO 70 625 PHOSFLEX 41P brand 10 TPP 20 EXAMPLES 10-12 In these Examples the pentabromodiphenyl oxide of Examples 1-9 is replaced by the reaction product (3:1) of 2-propanol-1- chlorophosphate with ethylene oxide and phosphoric oxide [CAS Registry No. 72102-42-2), referred to below as "RP": Components Wt % Viscosity 10. RP 100 7700 11. RP 90 4900 PHOSFLEX 41P brand 10 12. RP 90 3000 TPP 10 Examples 13-15 Tris(dichloropropyl) phosphate (Fyrol FR-2 brand from Akzo Chemicals Inc.), a successful commercial flame retardant, is even more desirable if its viscosity of 2000 mPa.s (cps) at 25°C could be reduced to around 1000 mPa.s (cps) with a minimum use level of a compatible additive which would not severely reduce its flame retardancy effectiveness. The following illustrates the desired effect, in accordance with the present invention in Example 15: Components Wt.% Viscosity 13. Fyrol FR-2 brand 100 2000 14. Fyrol FR-2 brand 95 1200 PHOSFLEX 41P brand 5 15. Fyrol FR-2 brand 95 950 TPP 5

Claims: A fluid flame retardant composition suitable for use in forming flame retarded polyurethane composition which comprises a normally viscous flame retardant, with a viscosity of 2000 mPa.s or greater at 25°C, and from 5 to 25 percent by weight, based on the weight of the normally viscous flame retardant, of triphenyl phosphate, provided that the composition does not contain a polyphenylene ether resin. A composition as claimed in Claim 1 wherein the flame retardant is polybrominated diphenyl oxide or a mixture containing a major amount of a polybrominated diphenyl oxide and a minor amount of an aromatic bisphosphate. A composition as claimed in Claim 2 wherein the flame retardant is pentabromodiphenyl oxide. A composition as claimed in Claim 1 wherein the flame retardant is an oligomeric phosphate ester or a mixture containing a major amount of an oligomeric phosphate ester. Use of a composition as claimed in any one of the preceding Claims in the process to make flame retardant polyurethane compositions.

Inventors: AARONSON ALAN MICHAEL, FESMAN GERALD, AARONSON, ALAN MICHAEL, FESMAN, GERALD
Applicants: AKZO NOBEL NV, AKZO NOBEL N.V.
Application year: 1990
Main classification: C08K5
IPC codes: C08K5