Claims
- 1. A process for the preparation of an aromatic polyhydroxy compound at least about 60 mole percent of the isomers of which are described as follows ##STR2## wherein each R or R" is independently an inert substituent or is joined with one or more other R's, one or more other R"'s, or a mixture thereof to form a cycloaliphatic or aromatic group; R"' is --CN, (R")p-phenyl-OH, --CHR'.sub.2 or --CH.sub.2 R'; each R' is independently H or an aliphatic group; y is an integer from 0 to 5; and each p is independently an integer from 0 to 4; said process comprising (a) reacting a phenolic compound with at least one halo compound selected from (i) aromatic dihalo-compounds described as follows ##STR3## wherein R, R' and y are as set forth above, and each X is independently chlorine or bromine; (ii) halo-styrene compounds described above as follows ##STR4## wherein R, R', X and y are as set forth above; and (iii) halotoluene compounds described as follows ##STR5## wherein R, X and y are as set forth above, and Z is chlorine, bromine or --CN; at a temperature of about -20.degree. C. to about 100.degree. C. and at greater than atmospheric pressure, where the molar ratio of the phenolic compound to the halo-compound is about 2:1 to about 40:1; and (b) recovering the aromatic polyhydroxy compound.
- 2. The process of claim 1 wherein the halo-compound is selected from aromatic dihalo-compounds, halo-styrene compounds, halotoluene compounds, and mixtures thereof.
- 3. The process of claim 2 wherein the phenolic compound is phenol, the halo-compound is selected from 1,1-dichloroethylbenzene, .alpha.-chlorostyrene and mixtures thereof, and the aromatic polyhydroxy compound is bis-1,1-(4-hydroxyphenyl)-1-phenylethane.
- 4. The process of claim 2 wherein the molar ratio of phenolic compound to halo-compound is in excess of the stoichiometric amount.
- 5. The process of claim 4 wherein the molar ratio of phenolic compound to halo-compound is from 5/1 to about 25/1.
- 6. The process of claim 2 wherein a solvent is employed.
- 7. The process of claim 6 wherein the solvent is excess phenol.
- 8. The process of claim 6 wherein the solvent is a chlorinated hydrocarbon.
- 9. The process of claim 8 wherein the chlorinated hydrocarbon is a chlorinated aliphatic hydrocarbon having one or two carbons.
- 10. The process of claim 9 wherein the chlorinated aliphatic hydrocarbon is carbon tetrachloride.
- 11. The process of claim 6 wherein the solvent is an aromatic hydrocarbon.
- 12. The process of claim 11 wherein the aromatic hydrocarbon is ethylbenzene.
- 13. The process of claim 2 wherein the temperature of reaction is maintained at from about 20.degree. C. to about 50.degree. C.
- 14. The process of claim 2 wherein the halo-compound is added to the phenolic compound.
- 15. The process of claim 14 wherein an acid catalyst is used.
- 16. The process of claim 15 wherein the phenolic compound is admixed with a hydrogen halide prior to addition of the halo-compound.
- 17. The process of claim 15 wherein the acid catalyst is hydrogen chloride.
- 18. The process of claim 14 wherein the reaction is conducted under a pressure of from about 1 to about 100 atmospheres.
- 19. The process of claim 18 wherein the pressure is provided by a hydrogen halide.
- 20. The process of claim 19 wherein the hydrogen halide is hydrogen chloride.
- 21. The process of claim 2 wherein the structure describes at least 75 mole percent of the isomers of the aromatic polyhydroxy compound.
- 22. The process of claim 21 wherein the structure describes at least 90 mole percent of the isomers of the aromatic polyhydroxy compound.
- 23. The process of claim 22 wherein the structure describes at least 95 mole percent of the isomers of the aromatic polyhydroxy compound.
- 24. The process of claim 2 wherein the halo-compound is a chloro-compound.
- 25. The process of claim 24 wherein the chloro-compound is selected from 1-chlorostyrene and 1,1-dichloroethylbenzene and mixtures thereof.
- 26. The process of claim 24 wherein the chloro-compound is a trichlorotoluene or dichlorocyanotoluene, which is unsubstituted or inertly substituted, or mixtures thereof.
- 27. The process of claim 2 wherein Z is chlorine or bromine and the phenolic compound is phenol.
- 28. A process for the preparation of bis-1,1-(4-hydroxyphenyl)-1-phenylethane which comprises
- (a) saturating phenol or a solution thereof with anhydrous HCl,
- (b) adding thereto a chloro-compound selected from the group consisting of 1,1-dichloroethylbenzene, .alpha.-chlorostyrene and mixtures thereof, the molar ratio of phenol to the chloro-compound being about 2:1 to about 40:1,
- (c) allowing the reaction to proceed, at a temperature of about -20.degree. C. to about 100.degree. C. and at greater than atmospheric pressure, to a preselected degree of completion,
- (d) removing HCl and excess phenol, and
- (e) recovering the desired product.
CROSS-REFERENCE TO RELATED APPLICATION
This application is a continuation-in-part of application serial number 472,508, filed Jan. 29, 1990, now abandoned.
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Entry |
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Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
472508 |
Jan 1990 |
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