Process for preparing highly polymerized aromatic polycarbonate resin

Patent metadata

Field	Value
Publication number	US-9546249-B2
Application number	US-201314442911-A
Country	US
Kind code	B2
Filing date	Nov 15, 2013
Priority date	Nov 17, 2012
Publication date	Jan 17, 2017
Grant date	Jan 17, 2017

Abstract

The present invention is to provide a process for preparing a highly polymerized aromatic polycarbonate resin, which comprises the steps of a highly polymerizing step for reacting an aromatic polycarbonate prepolymer and an aliphatic diol compound in the presence of a transesterification catalyst to obtain a highly polymerized aromatic polycarbonate resin, a cyclic carbonate removal step for removing at least part of the cyclic carbonate by-produced in the above highly polymerizing step out of the reaction system, and a recycle step of hydrolyzing the cyclic carbonate removed in the cyclic carbonate removal step to obtain an aliphatic diol compound and using the obtained aliphatic diol compound as at least a part of the aliphatic diol compound to be used in the highly polymerizing step.

First claim

The invention claimed is:

1. A process for preparing a highly polymerized aromatic polycarbonate resin, which comprises:
highly polymerizing an aromatic polycarbonate prepolymer and an aliphatic diol compound represented by the following formula (g2), the highly polymerizing including reacting the aromatic polycarbonate prepolymer and the aliphatic diol compound in the presence of a transesterification catalyst to obtain a highly polymerized aromatic polycarbonate resin;
removing at least part of cyclic carbonate by-product produced in the highly polymerizing to obtain removed cyclic carbonate, the removing including removing a distillate containing at least a part of the cyclic carbonate formed in the highly polymerizing; and
hydrolyzing the removed cyclic carbonate to obtain an obtained aliphatic diol compound and recycling the obtained aliphatic diol compound as at least a part of the aliphatic diol compound in the highly polymerizing:

wherein, in the formula (g2), Ra and Rb each independently represent a hydrogen atom, a halogen atom, a linear or branched alkyl group having 1 to 30 carbon atoms which may contain an oxygen atom or a halogen atom, a cycloalkyl group having 3 to 30 carbon atoms which may contain an oxygen atom or a halogen atom, an aryl group having 6 to 30 carbon atoms which may contain an oxygen atom or a halogen atom, or an alkoxy group having 1 to 15 carbon atoms which may contain an oxygen atom or a halogen atom, or Ra and Rb may be bonded to each other to form a ring; R 1 to R 4 each independently represent a hydrogen atom, a halogen atom or a linear or branched alkyl group having 1 to 5 carbon atoms; and n represents an integer of 0 to 30.

2. The process for preparing according to claim 1 , wherein the hydrolyzing comprises obtaining a hydrolysate solution by subjecting the distillate to hydrolysis treatment, and purifying the hydrolysate solution to separate the obtained aliphatic diol compound.

3. The process for preparing according to claim 2 , wherein the purifying comprises separating the hydrolysate solution to an aqueous layer and an oil layer containing aliphatic diol compound, and purifying the oil layer to separate the obtained aliphatic diol compound.

4. The process for preparing according to claim 3 , wherein the separating the hydrolysate solution comprises adding an acid or an alkali to the hydrolysate solution.

5. The preparation process according to claim 3 , wherein the separating the hydrolysate solution comprises adding an organic solvent to the hydrolysate solution.

6. The process for preparing according to claim 3 , wherein the separating the hydrolysate solution comprises heating the hydrolysate solution.

7. The process for preparing according to claim 2 , wherein the hydrolysis treatment is carried out by using 0.1 to 1.5-fold weight of alkali water based on an amount of the distillate.

8. The process for preparing according to claim 1 , wherein the aliphatic diol compound is an aliphatic diol compound represented by the following formula (g3):

wherein, in the formula (g3), Ra and Rb each independently represent a hydrogen atom, a linear or branched alkyl group having 1 to 30 carbon atoms which may contain an oxygen atom or a halogen atom, a cycloalkyl group having 3 to 30 carbon atoms which may contain an oxygen atom or a halogen atom, an aryl group having 6 to 30 carbon atoms which may contain an oxygen atom or a halogen atom, or an alkoxy group having 1 to 15 carbon atoms which may contain an oxygen atom or a halogen atom, and Ra and Rb may be bonded to each other to form a ring.

9. The process for preparing according to claim 8 , wherein the aliphatic diol compound is selected from the group consisting of 2-butyl-2-ethylpropane-1,3-diol, 2,2-diisobutylpropane-1,3-diol, 2-ethyl-2-methylpropane-1,3-diol, 2,2diethylpropane-1,3-diol and 2-methyl-2-propylpropane-1,3-diol.

10. The process for preparing according to claim 1 , wherein the cyclic carbonate is a compound represented by the following formula (h2):

wherein, in the formula (h2), Ra and Rb each independently represent a hydrogen atom, a halogen atom, a linear or branched alkyl group having 1 to 30 carbon atoms which may contain an oxygen atom or a halogen atom, a cycloalkyl group having 3 to 30 carbon atoms which may contain an oxygen atom or a halogen atom, an aryl group having 6 to 30 carbon atoms which may contain an oxygen atom or a halogen atom, or an alkoxy group having 1 to 15 carbon atoms which may contain an oxygen atom or a halogen atom, or Ra and Rb may be bonded to each other to form a ring; R 1 to R 4 each independently represent a hydrogen atom, a halogen atom or a linear or branched alkyl group having 1 to 5carbon atoms; and n represents an integer of 0 to 30.

11. The process for preparing according to claim 10 , wherein the cyclic carbonate is a compound represented by the following formula (h3):

wherein, in the formula (h3), Ra and Rb each independently represent a hydrogen atom, a linear or branched alkyl group having 1 to 30 carbon atoms which may contain an oxygen atom or a halogen atom, a cycloalkyl group having 3 to 30 carbon atoms which may contain an oxygen atom or a halogen atom, an aryl group having 6 to 30 carbon atoms which may contain an oxygen atom or a halogen atom, or an alkoxy group having 1 to 15 carbon atoms which may contain an oxygen atom or a halogen atom, or Ra and Rb may be bonded to each other to form a ring.

12. The process for preparing according to claim 1 , wherein an amount of the aliphatic diol compound in the highly polymerizing is 0.01 to 1.0 mol based on 1 mol of total terminal amount of the aromatic polycarbonate prepolymer.

13. The process for preparing according to claim 1 , wherein 50 to 100% by weight of the obtained aliphatic diol compound is recycled as the at least a part of the aliphatic diol compound in the highly polymerizing.

14. The process for preparing according to claim 1 , wherein the hydrolyzing is an alkali hydrolysis.

15. The process for preparing according to claim 1 , wherein the hydrolyzing is carried out at a temperature range of 25 to 120° C.

Assignees

• Mitsubishi Gas Chemical Co

Inventors

• Isahaya Yoshinori
• Hirashima Atsushi
• Harada Hidefumi
• Ito Maki
• HAYAKAWA Jun-ya
• Isobe Takehiko
• Tokutake Taichi
• Liu Hongyu
• Shinkai Yousuke

Classifications

• Y02P20/582

  Recycling of unreacted starting or intermediate materials · CPC title

• C08J3/00 Primary

  Processes of treating or compounding macromolecular substances · CPC title

• C08J2369/00

  Characterised by the use of polycarbonates; Derivatives of polycarbonates · CPC title

• C08G64/307

  and phenols · CPC title

• C08G64/06 Primary

  not containing aliphatic unsaturation · CPC title