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Modified polycarbodiimide compound, curing agent, and thermosetting resin composition

一种聚碳化二亚胺、热固化性的技术，应用在聚脲/聚氨酯涂料、涂层等方向，能够解决溶解性低、长期保存困难等问题

Active Publication Date: 2018-01-02
NISSHINBO CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the solubility of polycarbodiimide in various solvents is low, and since the reaction of the carbodiimide group in the solution state and the aggregation of the polymer proceed slowly to gel even in the shade, there are Difficulties in long-term storage

Method used

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  • Modified polycarbodiimide compound, curing agent, and thermosetting resin composition
  • Modified polycarbodiimide compound, curing agent, and thermosetting resin composition
  • Modified polycarbodiimide compound, curing agent, and thermosetting resin composition

Examples

Experimental program
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Effect test

preparation example Construction

[0039] (Method for producing polycarbodiimide compound)

[0040]The polycarbodiimide compound used in the modified polycarbodiimide compound of the present invention can be produced by various methods using a diisocyanate compound as a raw material. For example, a method for preparing isocyanate-terminated polycarbodiimide by decarbonation condensation reaction accompanied by decarbonation of an aromatic diisocyanate compound (US Patent No. 2941956 specification or Japanese Patent Publication No. 47-33279, J. Org. Chem, 28, 2069-2075 (1963), Chemical Review 1981, Vol.81, No.4, p619-621, etc.).

[0041] The decarboxylation condensation reaction of the above-mentioned aromatic diisocyanate compound is performed in the presence of a carbodiimidization catalyst. Examples of the carbodiimidization catalyst include 1-phenyl-2-phosphole-1-oxide, 3-methyl-1-phenyl-2-phosphole-1 -oxide, 1-ethyl-2-phosphole-1-oxide, 3-methyl-2-phosphole-1-oxide and their 3-phosphole iso Constructed p...

Embodiment

[0061] Hereinafter, although an Example and a comparative example are given and this invention is demonstrated more concretely, this invention is not limited to these. In addition, the following "%" is based on mass unless otherwise stated.

[0062] [Production of modified polycarbodiimide compounds]

[0063] The modified polycarbodiimide compounds of Examples and Comparative Examples were produced as follows.

Synthetic example 1

[0065] 100 parts by mass of toluene diisocyanate (composition: 80% of 2,4-toluene diisocyanate, 20% of 2,6-toluene diisocyanate), 71.8 parts by mass of polyalkylene carbonate diol (Asahi Kasei Chemical ( Co., Ltd., DURANOL T-5651, molecular weight 1000), 17.1 parts by mass of phenylisocyanate, 245 parts by mass of cyclohexanone, and 1.0 parts by mass of a carbodiimidization catalyst (3-methyl-1-phenyl- 2-phosphole-1-oxide) into a reaction vessel with a reflux tube and a stirrer, and stirred at 100° C. for 3 hours under a nitrogen stream, and confirmed that the wavelength was 2270 cm by infrared absorption (IR) spectroscopy. -1 The absorption peaks derived from the isocyanate group before and after almost disappeared, and the wavelength 2150cm was confirmed at the same time -1 The polycarbodiimide compound of Synthesis Example 1 was obtained according to the absorption peaks derived from the carbodiimide group before and after.

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Abstract

This modified polycarbodiimide compound is obtained by modifying a polycarbodiimide compound derived from a diisocyanate compound with an aromatic heterocyclic compound having a secondary amine nitrogen within the ring thereof. A curing agent according to the present invention contains the modified polycarbodiimide compound. As a result, it is possible to provide: a modified polycarbodiimide compound in which the dissociation of amine starts at a lower temperature compared to modified polycarbodiimide compounds obtained by modifying a polycarbodiimide compound derived from a diisocyanate compound with diisopropylamine; and a curing agent that contains the modified polycarbodiimide compound.

Description

technical field [0001] The present invention relates to a modified polycarbodiimide compound obtained by modifying a polycarbodiimide compound derived from a diisocyanate compound, a curing agent containing the modified polycarbodiimide compound, and a heat treatment agent containing the curing agent. curable composition. Background technique [0002] Conventionally, polycarbodiimide has been used as an adhesive and encapsulation material for electronic material parts due to its high adhesiveness and heat resistance. This polycarbodiimide is used as an adhesive or a sealing material by casting in a solution state. In addition, polycarbodiimide can also be used as a curing agent for resin compositions such as photosensitive resin compositions and curable aqueous resin compositions. However, the solubility of polycarbodiimide in various solvents is low, and since the reaction of the carbodiimide group in the solution state and the aggregation of the polymer proceed slowly to...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/83C08L63/00C08L101/08
CPCC08G18/83C08L63/00C08L101/08C08G18/71C08G18/7621C08G18/797C08G18/095C08G18/168C09D175/04C08G18/44C08G18/833C08L79/08C08G18/025C08G59/4042C08L101/02C08J2300/24
Inventor 高桥郁夫伊藤贵彦佐佐木雄大
Owner NISSHINBO CHEM
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