Processing

Please wait...

Settings

Settings

Goto Application

1. WO2002018312 - 1,1-BIS(4-HYDROXYPHENYL)-3-ALKYLCYCLOHEXANES, METHOD FOR THEIR PREPARATION AND POLYCARBONATES PREPARED THEREFROM

Note: Text based on automatic Optical Character Recognition processes. Please use the PDF version for legal matters

[ EN ]

What is claimed is:

1. A 1,1- bis(4-hydroxyphenyl)-3-alkylcyclohexane compound having the formula


wherein R is an alkyl radical containing at least 10 carbon atoms.

2. A compound according to claim 1 wherein R is pentadecyl.

3. A method for preparing a 1,1- bis(4-hydroxyphenyl)-3-alkylcyclohexane which comprises:

(A) hydrogenating a composition comprising substituted phenols of the formula


wherein R1 is an alkyl or alkenyl radical containing at least 10 carbon atoms, to the corresponding substituted cyclohexanols;

(B) oxidizing said substituted cyclohexanols to the corresponding substituted cyclohexanones; and

(C) contacting said substituted cyclohexanones with phenol in the presence of an acidic catalyst.

4. A method according to claim 3 wherein R1 is preferably pentadecyl or a C15 mono-, di- or triolefinic radical, or a mixture of any of these.

5. A method according to claim 4 wherein the composition of step A is prepared from cashew nut shell liquid.

6. A method according to claim 3 wherein step A is performed at a temperature in the range of about 175-250°C and a pressure in the range of about 5-15.2 MPa, in the presence of a Group VIII metal catalyst.

7. A method according to claim 6 wherein the Group VIII metal is nickel or ruthenium.

8. A method according to claim 3 wherein the oxidizing agent in step

B is a hexavalent chromium compound, a hypochlorite, a peroxide or molecular oxygen.

9. A method according to claim 8 wherein the oxidizing agent is sodium dichromate.

10. A method according to claim 9 wherein the temperature in step B is in the range of about 35-80°C.

11. A method according to claim 3 wherein the acidic catalyst in step C is an ion exchange resin in the acid form, an acidic clay, sulfated zirconia or excess anhydrous hydrogen chloride.

12. A method according to claim 11 wherein the acidic catalyst is anhydrous hydrogen chloride in combination with a mercaptan.

13. A method according to claim 12 wherein the mercaptan is mercaptopropionic acid.

14. A method according to claim 11 wherein the temperature in step C is in the range of about 10-40°C.

15. A method for preparing 1,1- bis(4-hydroxyphenyl)-3-pentadecylcyclohexane which comprises:

(A) hydrogenating, in the presence of a nickel or ruthenium catalyst, a composition comprising 3-pentadecylphenol prepared from cashew nut shell liquid to 3-pentadecylcyclohexanol;

(B) oxidizing said 3-pentadecylcyclohexanol to 3-pentadecylcyclohexanone with a hexavalent chromium compound, a hypochlorite, a peroxide or molecular oxygen; and

(C) contacting said 3-pentadecylcyclohexanone with phenol in the presence of excess anhydrous hydrogen chloride in combination with a mercaptan..

16. A polycarbonate comprising structural units of the formula


wherein R is an alkyl radical containing at least 10 carbon atoms.

17. A polycarbonate according to claim 16 wherein R is pentadecyl.

18. A polycarbonate according to claim 16 which is a
homopolycarbonate.

19. A polycarbonate according to claim 16 which is a copolycarbonate.

20. A copolycarbonate according to claim 20 further comprising structural units having the formula o

(HI) -Y- -A O- O- wherein each of A1 and A2 is a monocyclic divalent aromatic radical and Y is a bridging radical in which one or two atoms separate A1 from A2.

21. A copolycarbonate according to claim 20 wherein each of A1 and A2 is p-phenylene and Y is isopropylidene.