Claims
- 1. A composition comprising:
- A. an acid hardenable phenolic resin;
- B. an aryl phosphite having the formula ##STR7## wherein each of R and X is aryl of 6 to 12 carbon atoms, and Y is a member selected from the group consisting of hydrogen, aryl of 6 to 12 carbon atoms, and alkyl of 1 to 12 carbon atoms, said phosphite being in an amount sufficient on hydrolysis thereof to harden the resin; and
- C. an additive selected from the group consisting of an organic nitrogen containing material having a pK.sub.a of 0 to 3, a material having an internal epoxide, and mixtures thereof, wherein the quantity of the additive is from about 1% to 10% by weight of the resin.
- 2. The composition of claim 1 wherein the additive has an internal epoxide.
- 3. The composition of claim 1 wherein the nitrogen containing organic material is a member selected from the group consisting of a carboxylic acid amide, urea, dicyandiamide, an N-methylolated amide, an N-methylolated urea, an N-alkyl 2-pyrrolidinone having from 1 to 4 carbon atoms in the alkyl group, a Schiff base and a mixture of the foregoing.
- 4. The composition of claim 1 wherein the resin is a phenolic resole resin having a pH of about 4 to 7, and said additive is selected from the group consisting of a carboxylic acid amide, urea, dicyandiamide, an N-methylolated amide, an N-methylolated urea, an N-alkyl 2-pyrrolidinone having from 1 to 4 carbon atoms in the alkyl group, a material having an internal epoxide, a Schiff base, and mixtures of the foregoing.
- 5. A method for hardening a phenolic resin while providing an extended work time at ambient temperature which comprises preparing a composition by contacting:
- A. a phenolic resin which is acid hardenable;
- B. an aryl phosphite in an amount sufficient to harden the resin, said phosphite having the formula ##STR8## wherein each of R and X is aryl of 6 to 12 carbon atoms, and Y is a member selected from the group consisting of aryl of 6 to 12 carbon atoms, alkyl of about 1 to 12 carbon atoms, and hydrogen;
- C. a material in a quantity sufficient to retard the hardening of said resin at ambient temperature said material selected from the group consisting of an organic nitrogen containing material having a pK.sub.a of 0 to 3, a material having an internal epoxide, and mixtures thereof; and
- D. wherein the composition has a total water content in an amount sufficient to hydrolyze the phosphite.
- 6. The method of claim 5 wherein the material is selected from the group consisting of a carboxylic acid amide, urea, dicyandiamide, an N-methylolated amide, an N-methylolated urea, an N-alkyl 2-pyrrolidinone having from 1 to 4 carbon atoms in the alkyl group, a material having an internal epoxide, a Schiff base, and mixtures of the foregoing retarders.
- 7. The method of claim 6 wherein the resin is a resole resin prepared by condensing phenol and formaldehyde in an alkaline medium.
- 8. The method of claim 5 wherein the material is an internal epoxide.
- 9. A composition comprising:
- A. an acid hardenable phenolic resin;
- B. about 1% to 10% by weight of ethylene urea based on the weight of the resin; and
- C. an aryl phosphite having the formula ##STR9## wherein each of R and X is aryl of 6 to 12 carbon atoms, and Y is a member selected from the group consisting of hydrogen, aryl of 6 to 12 carbon atoms, and alkyl of about 1 to 12 carbon atoms, said phosphite being in an amount sufficient on hydrolysis thereof to harden the resin.
- 10. The method of claim 5 wherein the temperature is 16.degree. C. to 35.degree. C.
- 11. The method of claim 5 wherein R and X is phenyl, p-cresyl, or m-cresyl, Y is hydrogen and the quantity of aryl phosphite is from about 3% to 20% based on the weight of resin.
- 12. The method of claim 5 wherein the pH of the phenolic resin is from about 4 to 7.
- 13. The method of claim 5 wherein the quantity of the said material is from about 1% to 10% by weight of the resin.
- 14. The method of claim 5 wherein the nitrogen containing material has a pK.sub.a of about 0 to 2.
- 15. The method of claim 5 wherein each of R and X is phenyl, p-cresyl, or m-cresyl, and Y is alkyl of about 1 to 12 carbon atoms.
- 16. The method of claim 5 wherein each of R, X and Y is phenyl, p-cresyl, or m-cresyl, and the resin is a resole resin.
- 17. The composition of claim 9 wherein the phenolic resin is a resole resin.
- 18. The composition of claim 9 wherein R and X is phenyl, p-cresyl, or m-cresyl, and Y is hydrogen and the quantity of aryl phosphite is from about 3% to 20% based on the weight of the resin.
- 19. The composition of claim 9 wherein the phenolic resin has a pH of about 4 to 7.
- 20. The composition of claim 9 wherein the quantity of ethylene urea is from about 2% to 7% by weight of the resin.
Parent Case Info
This is a divisional of copending application Ser. No. 08/166,096 filed on Dec. 13, 1993, now U.S. Pat. No. 5,317,050, which in turn is a continuation-in-part of Ser. No. 07/988,247 which was filed on Dec. 9, 1992 U.S. Pat. No. 5,296,520.
US Referenced Citations (17)
Foreign Referenced Citations (5)
Number |
Date |
Country |
0141345 |
May 1985 |
EPX |
0171670 |
Feb 1986 |
EPX |
51-004373 |
Jun 1976 |
JPX |
59-19050 |
Jan 1984 |
JPX |
1029210 |
Jul 1983 |
SUX |
Non-Patent Literature Citations (2)
Entry |
G. Brode et al., ACS Polymer Preprints 24(2), 192, (1983). |
"Organic Chemicals/Ethyloxazoline", Dow's New Award Winning Intermediate-Development, Dow, Chem. |
Divisions (1)
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Number |
Date |
Country |
Parent |
166096 |
Dec 1993 |
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Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
988247 |
Dec 1992 |
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