# US 4,395,534 A · Process for producing aromatic polyester carbonate resin

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- Number: US 4,395,534 A
- Document ID: US4395534A
- Status: Granted
- Kind: A
- Application number: 06/322,244
- Filed: 1981-11-17
- Granted: 1983-07-26
- Earliest claimed: 1981-11-17
- Assignees: Mitsubishi Gas Chemical Company, Inc.
- Inventors: Senzo Shimizu; Isao Nomura; Masahiro Harada; Motohachi Usui; Susumu Taniyama; Shigeo Yanada
- Web page: https://patentgrep.com/patent/US4395534A

## CPC

- C08G 63/64: Polyesters containing both carboxylic ester groups and carbonate groups
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

## Abstract

A process for producing an aromatic polyester carbonate resin in which the molar ratio of the dihydric phenolic compound residue to aromatic dicarboxylic acid residue to carbonate bond is in the range of 2:0.5:1.5-2:1.4:0.6 and these constituent components form an alternating configuration of high regularity, said process comprising a first step wherein in producing a hydroxyl-terminated aromatic oligocarbonate by reacting a dihydric phenolic compound with a halogenated carbonyl compound in a reaction medium consisting of water and a water-immiscible solvent in the presence of a basic inorganic compound, the reaction is carried out by using the basic inorganic compound in an amount of 0.6-1.6 moles per mole of the dihydric phenolic compound and the halogenated carbonyl compound in an amount of 0.3-0.8 mole per mole of the dihydric phenolic compound to form a reaction product mixture consisting predominantly of a phenolic hydroxyl-terminated oligocarbonate of a degree of polymerization of 1-3, and a second step in which an esterification reaction is carried out by reacting the reaction product mixture obtained in the first step with an aromatic dicarboxylic acid dichloride in the presence of a basic inorganic compound in an amount at least sufficient to neutralize the free phenolic hydroxyl groups that remain in the reaction product mixture.

## Claims

### Claim 1

A process for producing an aromatic polyester carbonate resin in which the molar ratio of dihydric phenolic compound residue to aromatic dicarboxylic acid residue to carbonate bond is in the range of 2:0.5:1.5-2:1.4:0.6 and said constituent components form a substantially completely regular alternating configuration, said process comprising a first step wherein, in producing a hydroxyl-terminated aromatic oligocarbonate by reacting a dihydric phenolic compound with a halogenated carbonyl compound in a reaction medium consisting of water and a water-immiscible solvent in the presence of a basic inorganic compound, the reaction is carried out by using the basic inorganic compound in an amount of 0.6-1.6 moles per mole of the dihydric phenolic compound and the halogenated carbonyl compound in an amount of 0.3-0.8 mole per mole of the dihydric phenolic compound to form a reaction product mixture consisting predominantly of a phenolic hydroxyl-terminated oligocarbonate having a degree of polymerization of 1-3, and a second step in which an esterification reaction is carried out by reacting the reaction product mixture obtained in the first step with an aromatic dicarboxylic acid dichloride in the presence of a basic inorganic compound in an amount at least sufficient to neutralize the free phenolic hydroxyl groups that remain in the reaction product mixture.

### Claim 2 (depends on 1)

The process of claim 1 wherein said dihydric phenolic compound is a member selected from the group consisting of the bisphenol-type compounds of the formula ##STR4## wherein X.sub.1 and X.sub.2 are each a member selected from the group consisting of hydrogen, chlorine, bromine and lower alkyl, and Z is a straight-chain or branched alkylene group of fewer than 9 carbon atoms or a bridging member selected from the group consisting of --O--, --S--, --CO-- and --SO.sub.2 --; the dihydric phenolic compounds of the formula ##STR5## where X.sub.1 and X.sub.2 are defined above; and the phenolphthalein-type compounds of the formula ##STR6## wherein X.sub.1 and X.sub.2 are as defined above.

### Claim 3 (depends on 1)

The process of claim 1 wherein said halogenated carbonyl compound is a compound selected from the group consisting of phosgene and trichloromethylchloroformate.

### Claim 4 (depends on 1)

The process of claim 1 wherein said aromatic dicarboxylic acid dichloride is a member selected from the group consisting of terephthaloyl dichloride, 2-chloroterephthaloyl dichloride, 2,5-dichloroterephthaloyl dichloride, isophthaloyl dichloride, 4-chloroisophthaloyl dichloride, 5-chloroisophthaloyl dichloride and 2,3,5,6-tetrachloroterephthaloyl dichloride.

### Claim 5 (depends on 1)

The process of claim 1 wherein said aromatic dicarboxylic acid dichloride is used in an amount such that the sum of the amounts of the aromatic dicarboxylic acid dichloride and the halogenated carbonyl compound comes within the range of 1.0 to 1.5 moles per mole of the dihydric phenolic compound.

### Claim 6 (depends on 1)

The process of claim 1 wherein said basic inorganic compound is a member selected from the group consisting of potassium hydroxide, sodium hydroxide, lithium hydroxide, calcium hydroxide, sodium carbonate and trisodium phosphate.

### Claim 7 (depends on 1)

The process of claim 1 wherein said water-immiscible solvent is an organic solvent which, when mixed with water, does not completely dissolve therein, but in which at least a part of the solvent separates from water to form two layers.

### Claim 8 (depends on 7)

The process of claim 7 wherein said organic solvent is a member selected from the group consisting of chlorinated hydrocarbons, aromatic hydrocarbons and aliphatic ether compounds.

### Claim 9 (depends on 8)

The process of claim 8 wherein said organic solvent is methylene chloride.

### Claim 10 (depends on 1)

The process of claim 1 which comprises carrying out the reaction of the first step at a temperature of 0.degree.-40.degree. C. and the reaction of the second step at a temperature of 0.degree.-75.degree. C.
