Claims
- 1. A process for the preparation of oxydiphthalic anhydride of the formula ##STR8## comprising the neat reaction of a halophthalic anhydride of the formula ##STR9## where Hal is F, Cl, Br or I with potassium carbonate in a reaction medium comprising a molar ratio of halophthalic anhydride:potassium carbonate of greater than 2:1.
- 2. A process according to claim 1 wherein the halogen radical of the halophthalic anhydride is chlorine.
- 3. A process according to claim 1 wherein the halogen radical of the halophthalic anhydride is bromine.
- 4. A process according to claim 1 wherein the halogen radical of the halophthalic anhydride is fluorine.
- 5. A process according to claim 1 carried out at a temperature of about 170.degree. to about 250.degree. Celsius.
- 6. A process according to claim 1 carried out at atmospheric pressure.
- 7. A process according to claim 1 w herein the ratio of halophthalic anhydride:potassium carbonate is about 2.5:1 to about 5:1.
- 8. A process according to claim 1 wherein the process is carried out in the presence of a catalyst for the reaction.
- 9. A process according to claim 1 wherein the process is carried out in the presence of a catalytic amount of tetraphenylphosphonium bromide, tetraphenylphosphonium chloride, tetrabutylphosphonium bromide, triphenyl phosphine or triphenyl phosphite.
- 10. A process according to claim 1 wherein the halogen radical of the halophthalic anhydride is chlorine, bromine or iodine and the process is carried out in the presence of a catalytic amount of potassium fluoride and/or cesium fluoride.
- 11. A process for the preparation of 4,4'-oxydiphthalic anhydride comprising reacting a 4-halophthalic anhydride with potassium carbonate, in a neat reaction wherein the molar ratio of 4-halophthalic anhydride:potassium carbonate is greater than 2:1.
- 12. A process according to claim 11 wherein the 4-halophthalic anhydride is 4-chlorophthalic anhydride.
- 13. A process according to claim 12 carried out at a temperature of about 190.degree. to about 230.degree. Celsius at atmospheric pressure.
- 14. A process according to claim 13 wherein the ratio of 4-chlorophthalic anhydride:potassium carbonate is about 2.5:1 to about 5:1.
- 15. A process according to claim 14 carried out in the presence of a catalytic amount of potassium fluoride.
- 16. A process according to claim 14 carried out in the presence of a catalytic amount of cesium fluoride.
- 17. A process according to claim 14 carried out in the presence of a catalytic amount of tetraphenylphosphonium bromide or tetraphenylphosphonium chloride.
- 18. A process according to claim 14 carried out in the presence of a catalytic amount of tetrabutylphosphonium bromide.
- 19. A process according to claim 14 carried out in the presence of a catalytic amount of triphenyl phosphine.
- 20. A process according to claim 14 carried out in the presence of a catalytic amount of triphenyl phosphite.
- 21. A process for the preparation of 3,3'-oxydiphthalic anhydride comprising reacting a 3-halophthalic anhydride with potassium carbonate, in a neat reaction wherein the molar ratio of 3-halophthalic anhydride:potassium carbonate is greater than 2:1.
- 22. A process according to claim 21 wherein the 3-halophthalic anhydride is 3-chlorophthalic anhydride.
- 23. A process according to claim 22 carried out at a temperature of about 180.degree. to about 210.degree. Celsius at atmospheric pressure.
- 24. A process according to claim 23 wherein the ratio of 3-chlorophthalic anhydride:potassium carbonate is about 2.5:1 to about 5:1.
- 25. A process according to claim 24 carried out in the presence of a catalytic amount of potassium fluoride.
- 26. A process according to claim 24 carried out in the presence of a catalytic amount of cesium fluoride.
- 27. A process according to claim 24 carried out in the presence of a catalytic amount of tetraphenylphosphonium bromide or tetraphenylphosphonium chloride.
- 28. A process according to claim 24 carried out in the presence of a catalytic amount of tetrabutylphosphonium bromide.
- 29. A process according to claim 24 carried out in the presence of a catalytic amount of triphenyl phosphine.
- 30. A process according to claim 24 carried out in the presence of a catalytic amount of triphenyl phosphite.
- 31. A process for the preparation of oxydiphthalic anhydride of the formula ##STR10## comprising the reaction of a halophthalic anhydride of the formula ##STR11## where Hal is F, Cl, Br or I with potassium carbonate in the presence of a catalytic amount of a catalyst for the reaction, and a reaction medium comprising a solvent that is a liquid at a temperature in the range of about 30.degree. C. to the reaction temperature, that is non-deleterious to the reaction, that is a good solvent for the anhydride product of the reaction temperature, but is a poor solvent for the anhydride product at about 30.degree. C. said solvent being selected from the group consisting of 1,2-dichlorobenzene, 1,3-dichlorobenzene and 1,2,4-trichlorobenzene.
- 32. The process of claim 21 wherein the reaction medium comprises 1,2,4-trichlorobenzene and the molar ratio of halophthalic anhydride:potassium carbonate is about 1.5:1 or greater.
- 33. A process according to claim 31 wherein the halogen radical of the halophthalic anhydride is chlorine.
- 34. A process according to claim 31 wherein the halogen radical of the halophthalic anhydride is bromine.
- 35. A process according to claim 31 wherein the halogen radical of the halophthalic anhydride is fluorine.
- 36. A process according to claim 31 carried out at a temperature of about 170.degree. to about 250.degree. Celsius.
- 37. A process according to claim 31 carried out at atmospheric pressure.
- 38. A process according to claim 31 wherein the ratio of halophthalic anhydride:potassium carbonate is about 2:1 to about 5:1.
- 39. A process according to claim 31 wherein the process is carried out in the presence of a catalytic amount of tetraphenylphosphonium bromide, tetraphenylphosphonium chloride, tetrabutylphosphonium bromide, triphenyl phosphine or triphenyl phosphite.
- 40. A process according to claim 31 wherein the process is carried out in the presence of a catalytic amount of tetraphenylphosphonium bromide.
- 41. A process for the preparation of 4,4'-oxydiphthalic anhydride comprising reacting a 4-halophthalic anhydride with potassium carbonate, in a liquid reaction medium comprising 1,2,4-trichlorobenzene and wherein the molar ratio of 4-halophthalic anhydride to potassium carbonate is about 2:1 or greater.
- 42. A process according to claim 41 wherein the 4-halophthalic anhydride is 4-chlorophthalic anhydride.
- 43. A process according to claim 42 carried out at a temperature of about 190.degree. to about 230.degree. Celsius at atmospheric pressure.
- 44. A process according to claim 43 wherein the ratio of 4-chlorophthalic anhydride:potassium carbonate is about 2:1 to about 5:1.
- 45. A process according to claim 44 carried out in the presence of a catalytic amount of tetraphenylphosphonium bromide.
- 46. A process according to claim 44 carried out in the presence of a catalytic amount of tetraphenylphosphonium chloride.
- 47. A process according to claim 44 carried out in the presence of a catalytic amount of triphenyl phosphine.
- 48. A process according to claim 44 carried out in the presence of a catalytic amount of triphenyl phosphite.
- 49. A process for the preparation of 3,3'-oxydiphthalic anhydride comprising reacting a 3-halophthalic anhydride with potassium carbonate, in a liquid reaction medium comprising 1,2,4-trichlorobenzene and wherein the molar ratio of 3-halophthalic anhydride to potassium carbonate is about 2:1 or greater.
- 50. A process according to claim 49 wherein the 3-halophthalic anhydride is 3-chlorophthalic anhydride.
- 51. A process according to claim 50 carried out at a temperature of about 180.degree. to about 210.degree. Celsius at atmospheric pressure.
- 52. A process according to claim 51 wherein the ratio of 3-chlorophthalic anhydride:potassium carbonate is about 2:1 to about 5:1.
- 53. A process according to claim 52 carried out in the presence of a catalytic amount of tetraphenylphosphonium bromide, or tetraphenylphosphonium chloride.
- 54. A process according to claim 52 carried out in the presence of a catalytic amount of tetrabutylphosphonium bromide.
- 55. A process according to claim 52 carried out in the presence of a catalytic amount of triphenyl phosphine.
- 56. A process according to claim 52 carried out in the presence of a catalytic amount of triphenyl phosphite.
BACKGROUND OF THE INVENTION AND INFORMATION DISCLOSURE STATEMENT
This is a division of application Ser. No. 07/160,036, filed Feb. 24, 1988, now U.S. Pat. No. 4,870,194, which in turn is a continuation-in-part of application Ser. No. 102,055, filed Sept. 28, 1987, now abandoned.
US Referenced Citations (1)
Number |
Name |
Date |
Kind |
4697023 |
Schwartz et al. |
Sep 1987 |
|
Non-Patent Literature Citations (2)
Entry |
Chemical Abstracts, vol. 94 (1981) 83799g. |
Chemical Abstracts, vol. 94(1981) 191.942g. |
Divisions (1)
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Number |
Date |
Country |
Parent |
160036 |
Feb 1988 |
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Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
102055 |
Sep 1987 |
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