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Anthracene dimer compound and its preparation and use

A prepolymer and catalyst technology, which is applied in ether preparation, polyurea/polyurethane adhesive, organic chemistry, etc. The effect of photorepair performance

Active Publication Date: 2022-06-21
GUANGZHOU BAIYUN CHEM IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, the current photoremediation polyurethane adhesives often have the problem of incompatibility between photorepair performance, hardness, adhesive performance, and flame retardancy.

Method used

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  • Anthracene dimer compound and its preparation and use
  • Anthracene dimer compound and its preparation and use
  • Anthracene dimer compound and its preparation and use

Examples

Experimental program
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preparation example Construction

[0044] This embodiment also provides a preparation method of the above-mentioned anthracene dimer compound, and the preparation method includes the following steps:

[0045] (1) X-R-OH and dihydropyran are reacted under catalyst M, X is halogen.

[0046] (2) Anthrone is added in organic solvent a, the reaction product obtained in step (1), and alkali are added to react;

[0047] (3) the reaction product obtained in step (2) is dissolved in organic solvent b, and irradiated with ultraviolet light;

[0048] (4) Dissolving the product obtained in step (3) in organic solvent c, adding catalyst N to react.

[0049] In step (1) of this embodiment, the catalyst M is an aluminum phosphate catalyst; the reaction temperature is 85-95° C., and the reaction time is 0.8-1.6 h; in parts by weight, per 100 parts by weight X-R-OH requires 150-250 parts of dihydropyran and 3-7 parts of catalyst M. It can be understood that, in order to obtain a reaction product with a higher yield, after th...

Embodiment 1

[0075] Example 1: Preparation of anthracene dimer compounds

[0076] This embodiment provides an anthracene dimer compound and a preparation method thereof. The preparation method is carried out as follows:

[0077]

[0078] The preparation method specifically includes the following steps:

[0079] Step 1: 100 parts of 4-bromo-1-butanol was added to 200 parts of dihydropyran, followed by 5 parts of aluminum phosphate catalyst, and the mixture was stirred at 90° C. in a reflux device for 1 hour. After the reaction was completed, the aluminum phosphate catalyst was removed by filtration, and the filtrate was evaporated under reduced pressure to remove dihydropyran and concentrated to obtain the product with a yield of 95%.

[0080] Step 2: Dissolve 100 parts of anthrone in 300 parts of tetrahydrofuran, add 20 parts of potassium hydroxide and 120 parts of the synthetic product in step 1, and stir at 75° C. for 24 hours under reflux. After the reaction was completed, the te...

Embodiment 2

[0085] Example 2: Preparation of Photo-responsive Prepolymer (A)

[0086] Take 100 parts of Wanhua Chemical MDI-100LL liquefied MDI, add 5 parts of the anthracene dimer compound prepared in Example 1, add 0.1 part of stannous octoate catalyst, accelerate the stirring reaction at 50 ° C for 2 hours, and vacuum defoaming .

[0087] The viscosity of the above prepolymer is 40000-50000 cps (25°C).

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Abstract

The invention relates to an anthracene dimer compound and its preparation and use. The structural formula of the anthracene dimer compound is as follows: In the formula, R is a linear or branched alkyl group. The polyurethane adhesive prepared from the photoresponsive prepolymer prepared by using the anthracene dimer compound as a photoresponsive chain extender has good photorepair performance, and its curing hardness, bonding performance and flame retardancy are not negative. influences.

Description

technical field [0001] The invention belongs to the technical field of adhesives, and particularly relates to an anthracene dimer compound and its preparation and use. Background technique [0002] Polyurethane adhesives are widely used in automobile, woodworking, packaging, construction and other fields because of their advantages of strong adhesion, large initial adhesion and outstanding low temperature resistance. However, in the process of use, due to frequent exposure to the environment, it will inevitably suffer from external effects such as collision, kink, scratch, chemical corrosion, etc., resulting in cracks and defects. If we can repair the damage or crack in the early stage of the adhesive, it is of great significance to eliminate the hidden danger and prolong the service life of the product. [0003] To solve this problem, the use of self-healing polyurethane adhesives is one of the most effective methods. Polyurethanes have been shown to be self-healing shape...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C43/196C07C41/01C09J175/04C08G18/32
CPCC07C43/196C09J175/04C08G18/3215C07C2603/92
Inventor 宋骏唐龙陈建军黄恒超
Owner GUANGZHOU BAIYUN CHEM IND