Unlock instant, AI-driven research and patent intelligence for your innovation.

A kind of 2-methylimidazole curing agent and preparation method thereof

A technology of methylimidazole and methylimidazole, applied in the field of 2-methylimidazole curing agent and its preparation, can solve the problems of short storage time, etc., and achieve the effect of easy popularization and simple and feasible preparation method

Active Publication Date: 2019-01-01
YANCHENG INST OF TECH
View PDF4 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The technical problem to be solved in the present invention is to provide a kind of 2-methylimidazole curing agent, to solve the short problem of the storage time existing in the prior art

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • A kind of 2-methylimidazole curing agent and preparation method thereof
  • A kind of 2-methylimidazole curing agent and preparation method thereof
  • A kind of 2-methylimidazole curing agent and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Example 1: Preparation of 7-methylcoumarin

[0035] Mix m-cresol (20ml, 0.19mol) with malic acid (25.4g, 0.19mol), add 98% mass fraction of concentrated sulfuric acid (20.9g) dropwise under ice water bath, stir at room temperature for 0.5h, and then heat to 120 React at °C for 3h until no gas escapes. Cool, pour into a mixture of ice and water, extract with 250ml ethyl acetate for multiple times, combine the organic layers, wash with water, and anhydrous NaSO at room temperature 4 Dry for 18h, evaporate the solvent at 80°C, and recrystallize with 95% ethanol to obtain white needle-like crystals (12.5g, yield 43%), melting point 125-128°C.

Embodiment 2

[0036] Example 2: Preparation of 7-bromomethylcoumarin

[0037] Mix 7-methylcoumarin 1b (1g, 6.25mmol), NBS (1g, 5.62mmol), benzoyl peroxide (0.01g), 20ml of dry benzene, reflux at 80°C for 6h, and evaporate to dryness at 80°C Solvent, wash with hot water, and recrystallize with glacial acetic acid to obtain white needle-like crystals (0.6 g, yield 40%), with a melting point of 178-180°C.

Embodiment 3

[0038] Example 3: Preparation of 2-methylimidazole curing agent

[0039] 2-methylimidazole (0.19g, 2.32mmol), NaH (0.18g, 7.5mmol), DMF 10ml, stir at room temperature, add 7-bromomethylcoumarin (0.5g, 2.10mol), heat to 70°C, react 2h, cool, pour into water, extract with 50ml ethyl acetate, wash with saturated sodium chloride solution, dry with anhydrous magnesium sulfate, spin dry, recrystallize from methanol to obtain a pale yellow solid (0.13g, yield 26%), melting point 198~205℃. IR(KBr)vcm-1: 3434, 1638, 1593, 1442, 1301, 744, ESI-MS: 263[M+Na]+, 1HNMR: 2.45(3H, s, -CH3), 2.90(2H, s, -CH2), 6.11 ~ 6.14 (1H, d, -CH = C), 6.47 ~ 6.49 (1H, d, ArH), 7.01 ~ 7.05 (2H, d, ArH), 7.23 ~ 7.30 (3H, m, -CH =C), 7.73 (1H, S, -CH=N), 13.45 (1H, s, -NH).

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a 2-methyl imidazole curing agent, namely, 1-(coumarin-7-methylene)-2-methylimidazole. The invention also discloses a preparation method for the 2-methyl imidazole curing agent. The preparation method comprises the following steps: firstly, synthesizing the coumarin replaced by methyl; performing NBS bromine substitution; lastly, condensing a product obtained from the former step with 2-methylimidazole. Compared with the prior art, the 2-methyl imidazole curing agent has the advantage that the curing property is better than the curing property of the present imidazole curing agent, and meanwhile, the preparation method provided by the invention is simple and feasible and is easily popularized.

Description

Technical field [0001] The invention belongs to the field of chemical synthesis, and specifically relates to a 2-methylimidazole curing agent and a preparation method thereof. Background technique [0002] Epoxy resin is widely used in adhesives, composite materials, coatings and other fields. Imidazole and its derivatives are an important type of epoxy resin curing agent with excellent performance. However, the existing imidazole curing agents cannot be stored as a one-component system for a long time due to their high curing activity. In order to overcome this shortcoming, simple imidazole compounds need to be modified to synthesize new imidazole derivatives. Summary of the invention [0003] The technical problem to be solved by the present invention is to provide a 2-methylimidazole curing agent to solve the problem of short storage time in the prior art. [0004] The technical problem to be solved by the present invention is like providing a method for preparing the above-me...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07D405/06C08G59/50
CPCC07D405/06C08G59/5073
Inventor 戴勇解明超祁刚
Owner YANCHENG INST OF TECH