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Organic-solvent-soluble polyimide comprising PMDA, DADE, BPDA, and BCD

A technology of polyimide and organic solvent, applied in the field of bicyclooctene tetracarboxylic dianhydride

Active Publication Date: 2012-06-13
SOLPIT IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the acid catalyst remains in the solution to cause deterioration of the polyimide, therefore, the polyimide and the catalyst need to be kept separately [Patent Document 3; A. Berger, U.S. Patent No. 4,011,279; U.S. Patent No. 4,395,527 ]

Method used

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  • Organic-solvent-soluble polyimide comprising PMDA, DADE, BPDA, and BCD
  • Organic-solvent-soluble polyimide comprising PMDA, DADE, BPDA, and BCD
  • Organic-solvent-soluble polyimide comprising PMDA, DADE, BPDA, and BCD

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Experimental program
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Effect test

corresponding Embodiment 1

[0090] Corresponding to the manufacturing method of embodiment 1

[0091] Contains the following three stages:

[0092] (a) In the first stage, 2 molar equivalents of pyromellitic dianhydride (PMDA) and bis(3-amino-4-hydroxyphenyl)sulfone (HOAB·SO 2 ) 1 molar equivalent reacts at 160~200 DEG C in the presence of a catalyst in a polar organic solvent to generate an oligomer whose two ends are PMDA,

[0093] (b) In the second stage, the oligomer generated in the first stage reacts with 2 molar equivalents of bicyclooctene tetracarboxylic dianhydride (BCD) and 4 molar equivalents of 3,4'-diaminodiphenyl ether (mDADE) , generating oligomers with mDADE at both ends, and

[0094] (c) In the third stage, add 2 molar equivalents of biphenyltetracarboxylic dianhydride (BPDA) and 1 molar equivalent of 1,3-bis(4-aminophenoxy)benzene (mTPE), react, polycondensate, and synthesize Polyimide copolymer soluble in polar organic solvents.

corresponding Embodiment 2

[0095] Corresponding to the manufacturing method of embodiment 2

[0096] Contains the following three stages:

[0097] (a) In the first stage, 2 molar equivalents of pyromellitic dianhydride (PMDA) and bis(3-amino-4-hydroxyphenyl)sulfone (HOAB·SO 2 ) 1 molar equivalent reacts at 160~200 DEG C in the presence of a catalyst in a polar organic solvent to generate an oligomer whose two ends are PMDA,

[0098] (b) In the second stage, the oligomer generated in the first stage reacts with 2 molar equivalents of bicyclooctene tetracarboxylic dianhydride (BCD) and 4 molar equivalents of 3,4'-diaminodiphenyl ether (mDADE) , generating oligomers with mDADE at both ends, and

[0099] (c) In the third stage, add 2 molar equivalents of benzophenone tetracarboxylic dianhydride (BTDA) and 1 molar equivalent of 1,3-bis(4-aminophenoxy)benzene (mTPE), react and polycondense, Synthesis of polyimide copolymers soluble in polar organic solvents.

[0100] In the reaction of embodiment 1 and ...

Embodiment 1

[0106] The composition ratio of embodiment 1 is (PMDA) 2 (mDADE) 4 (BCD) 2 (HOAB SO 2 ) 1 (mTPE) 1 (BPDA) 2 .

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Abstract

Disclosed is an organic-solvent-soluble, heat-resistant polyimide that comprises (a) a pyromellitic dianhydride (PMDA), (b) a biphenyl tetracarboxylic dianhydride (BPDA), (c) a bicyclooctene tetracarboxylic dianhydride (BCD), and (d) a diaminodiphenyl ether (DADE) as components. The organic-solvent-soluble, heat-resistant polyimide has a thermal decomposition initiation temperature in the range of 530 DEG C to 570 DEG C and is synthesized by means of a three-step hydrogenation reaction: in the first step, a low molecular weight imide compound is generated by the reaction of an acid dianhydride and an aromatic diamine; in the second step, a low molecular weight imide compound is generated by further reacting an acid dianhydride and an aromatic diamine with the low molecular weight imide compound generated in the first step; and in the third step, a polycondensation reaction is performed.

Description

technical field [0001] The solvent-soluble polyimide of the present invention is to comprise pyromellitic dianhydride (PMDA), diaminodiphenyl ether (DADE), biphenyltetracarboxylic dianhydride (BPDA) and bicyclic (2.2.2) octane- 7-ene-2,3,5,6-tetracarboxylic dianhydride (BCD, commonly known as bicyclooctene tetracarboxylic dianhydride.) is a functional solvent-soluble polyimide. It is a solvent-soluble polyimide produced by a three-stage reaction in the presence of an acid catalyst. [0002] Here, DADE includes 4,4'-diaminodiphenyl ether (4,4'-DADE) or 3,4'-diaminodiphenyl ether (mDADE). Background technique [0003] As polyimide, there is known KAPTON manufactured and sold by DuPont in the 1960s, which consists of pyromellitic dianhydride (called PMDA) and 4,4'-diaminodiphenyl ether (4,4'- DADE) composition. [0004] KAPTON has the characteristics of a glass transition temperature (Tg) of 420°C and a pyrolysis initiation temperature (Tm) of 500°C or higher, and is widely ...

Claims

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Application Information

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IPC IPC(8): C08G73/10
CPCC08G73/1042C08G73/10C08L79/08
Inventor 板谷博
Owner SOLPIT IND
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