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Dianhydride monomer and polyimide with side-chain radicals and preparation methods of dianhydride monomer and polyimide

A dianhydride monomer, polyimide technology, applied in the direction of organic chemistry, can solve the problems of poor solubility and reduce the processability of polyimide, and achieve the effect of good solubility

Inactive Publication Date: 2014-09-03
UNIMICRON TECH CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, polyimide has poor solubility to organic solvents, thus reducing the processability of polyimide

Method used

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  • Dianhydride monomer and polyimide with side-chain radicals and preparation methods of dianhydride monomer and polyimide
  • Dianhydride monomer and polyimide with side-chain radicals and preparation methods of dianhydride monomer and polyimide
  • Dianhydride monomer and polyimide with side-chain radicals and preparation methods of dianhydride monomer and polyimide

Examples

Experimental program
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Effect test

Embodiment 1

[0040] The dianhydride monomer (e) of the first embodiment of the present invention is 1,4-bis(3,4-dicarboxyphenoxy)-2-adamantylphthalic anhydride, and its structure is as follows:

[0041]

[0042] The preparation method of this dianhydride monomer includes four main steps: forming 2-adamantyl hydroquinone (2-adamantyl hydroquinone), 1,4-bis(3,4-dicyanophenoxy)- 2-adamantylbenzene (1,4-bis(3,4-dicyanophenoxy)-2-adamantyl benzene), 1,4-bis(3,4-dicarboxyphenoxy)-2-adamantylbenzene ( 1,4-bis(3,4-dicarboxyphenoxy)-2-adamantyl benzene) and 1,4-bis(3,4-dicarboxyphenoxy)-2-adamantylphthalic anhydride (1,4-bis (3,4-dicarboxyphenoxy)-2-adamantyl benzene dianhydride).

[0043] The step of forming 2-adamantyl hydroquinone comprises, at first 15 grams (69.77mmol) of 1-bromoadamantane, 15.35 grams (139.5mmol) of hydroquinone and 75 milliliters of benzene are added into 250 milliliters of there-necked flasks with nitrogen gas In, heating to reflux for 72 hours, the reaction temperatur...

Embodiment 2

[0067] The polyimide compound of the second embodiment of the present invention uses 1,4-bis(3,4-dicarboxyphenoxy)-2-adamantylphthalic anhydride as the dianhydride monomer (e) of the present invention, And take the III group as the main chain of the diamine monomer (f III). It is worth noting that the group III is used as the group of the diamine monomer here, so the compound with the III group is, for example, a diamine monomer (f III), a polyamic acid compound (gIII) and a polyimide (h III), III will be marked after the lowercase English letter mark. The structure of the polyimide (h III) of the second embodiment of the present invention is as follows:

[0068]

[0069] In addition, the preparation method of the polyamic acid compound (g III), that is, the method of thermal cyclization, has been described in detail above, so it will not be repeated here.

[0070] Next, we will introduce the preparation of polyimide compounds by chemical cyclization. This preparation inc...

Embodiment 3

[0077] The polyimide compound of the third embodiment of the present invention uses 1,4-bis(3,4-dicarboxyphenoxy)-2-adamantylphthalic anhydride as the dianhydride monomer (e) of the present invention, And the I group is used as the main chain of the diamine monomer (f I). And its structure of the polyimide (h I) of the third embodiment of the present invention is as follows:

[0078]

[0079] It is worth mentioning that the preparation method of polyimide (h I), that is, chemical cyclization, has been described in detail above, so it will not be repeated here. In addition, the I group is used as the group of the diamine monomer here, so the compound with the I group is, for example, a diamine monomer (f), a polyamic acid compound (g) and a polyimide compound (h ), and I will be marked behind the lowercase English letter mark to make a distinction. The subsequent II groups and IV-VIII groups can be deduced in the same way, and will not be described in detail later.

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Abstract

The invention discloses a dianhydride monomer and polyimide with side-chain radicals and preparation methods of the dianhydride monomer and polyimide. The dianhydride monomer has the side-chain radical R, so that the structural asymmetry and arrangement irregularity of the dianhydride monomer can be improved. The dianhydride monomer has a structural formula as shown in the specification; the side-chain radical R is selected from a group consisting of the following radicals: cycloalkenes with alpha substituent of at least one tertiary carbon, cycloalkanes with a tertiary carbon, cycloalkenes with at least one tertiary carbon, benzene of alpha substituent, benzene, naphthalene of alpha substituent, naphthalene, anthracene of alpha substituent, anthracene, phenanthrene of alpha substituent, phenanthrene, aromatic hydrocarbon derivatives of alpha substituent, aromatic hydrocarbon derivatives, adamantane, adamantane of alpha substituent, cliademane and cliademane of alpha substituent.

Description

technical field [0001] The invention relates to a dianhydride monomer, a polyimide and a preparation method thereof, in particular to a dianhydride monomer with a side chain group, a polyimide and a preparation method thereof. Background technique [0002] Polyimide (Polyimide) is a common industrial plastic at present. It has good mechanical properties, high glass transition temperature and high thermal cracking temperature, so it is widely used in semiconductor industry, optoelectronic industry and mechanical industry. . However, polyimide has poor solubility to organic solvents, thus reducing the processability of polyimide. Therefore, there are currently many studies on the properties of polyimide, hoping to increase the solubility of polyimide molecules while maintaining certain thermal properties. Contents of the invention [0003] The present invention provides a dianhydride monomer (dianhydride), which has a side chain group. [0004] The invention provides a me...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/89C08G73/10
CPCC07D307/89C08G73/1007C08G73/1046
Inventor 黄瀚霈
Owner UNIMICRON TECH CORP
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