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Polyalkenyl polytetrahydrofuran adhesive and synthesis method thereof

A technology of polyalkenyl polytetrahydrofuran and alkenyl polytetrahydrofuran, which is applied in the direction of polyether adhesives, adhesive types, adhesives, etc., can solve the problems of harsh curing conditions, high curing temperature, and water sensitivity, and achieve improved Regularity and crosslink density, effects of high mechanical properties

Active Publication Date: 2019-06-04
XIAN MODERN CHEM RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

HTPB adhesives can be cured with isocyanate curing agents to form polyurethane elastomers. However, when curing isocyanate curing agents, there are problems such as harsh curing conditions, sensitivity to water, and high curing temperature.

Method used

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  • Polyalkenyl polytetrahydrofuran adhesive and synthesis method thereof
  • Polyalkenyl polytetrahydrofuran adhesive and synthesis method thereof
  • Polyalkenyl polytetrahydrofuran adhesive and synthesis method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] (1) Synthesis of PTMEMG

[0030] In a 250ml four-neck flask equipped with mechanical stirring, reflux condenser, thermometer and dropping funnel, add 50g (0.05mol) of polytetrahydrofuran diol, 100ml of 1,2-dichloroethane and 4.2g of boron trifluoride in sequence ·Tetrahydrofuran complex, stirred for 1h, cooled to 2°C, began to slowly add 11.6g of 3-hydroxymethyl-3-ethyloxetane dropwise, the dropwise time was 2h, after the dropwise addition, continue the insulation reaction 12h, after the reaction is completed, use NaHCO 3 The aqueous solution was neutralized, then washed three times with distilled water, poured into a separatory funnel, separated the organic phase, and distilled off 1,2-dichloroethane under reduced pressure to obtain 61.2 g of light yellow waxy solid.

[0031] Structural identification: IR, ν max (cm- 1 ): 3440(-OH), 2846, 2965(-CH 3 、-CH 2 -), 1106 (C-O-C).

[0032] 1 H NMR (CDCl 3 , 500MHz): 0.86, 1.65, 1.82, 3.33~3.51.

[0033] The number av...

Embodiment 2

[0041] (1) Synthesis of PTMEMG

[0042] In a 500ml four-neck flask equipped with mechanical stirring, reflux condenser, thermometer and dropping funnel, add 100g (0.05mol) of polytetrahydrofuran diol, 200ml of 1,2-dichloroethane and 4.5g of boron trifluoride in sequence ·Tetrahydrofuran complex, stir for 1h, cool down to 2°C, start to slowly add 11.6g of 3-hydroxymethyl-3-ethyloxetane dropwise, the dropping time is 3h, after the dropwise addition, continue to keep warm 12h, after the reaction is completed, use NaHCO 3 The aqueous solution was neutralized, then washed three times with distilled water, poured into a separatory funnel, and the organic phase was separated, and 1,2-dichloroethane was distilled off under reduced pressure to obtain 111.1 g of a pale yellow waxy solid.

[0043] The number average molecular weight was 2230, and the hydroxyl value was 98.1 mgKOH / g.

[0044] (2) Synthesis of PTMEMUG

[0045]In a three-neck flask equipped with mechanical stirring and a...

Embodiment 3

[0048] (1) Synthesis of PTMEMG

[0049] In a 500ml four-neck flask equipped with mechanical stirring, reflux condenser, thermometer and dropping funnel, add 100g (0.05mol) of polytetrahydrofuran diol, 200ml of 1,2-dichloroethane and 4.5g of boron trifluoride in sequence ·Tetrahydrofuran complex, stirred for 1h, cooled to 2°C, started to slowly add 23.2g of 3-hydroxymethyl-3-ethyloxetane dropwise, the dropwise time was 3h, after the dropwise addition, continue the heat preservation reaction 12h, after the reaction is completed, use NaHCO 3 The aqueous solution was neutralized, then washed three times with distilled water, poured into a separatory funnel, separated the organic phase, and distilled off 1,2-dichloroethane under reduced pressure to obtain 122.8 g of light yellow waxy solid.

[0050] The number average molecular weight was 2450, and the hydroxyl value was 132.8 mgKOH / g.

[0051] (2) Synthesis of PTMEMUG

[0052] In a three-neck flask equipped with mechanical stir...

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Abstract

The invention discloses a polyalkenyl polytetrahydrofuran adhesive and a synthesis method thereof, the structural formula of the polyalkenyl polytetrahydrofuran adhesive is shown in a formula I. The synthesis process comprises the following steps: polytetrahydrofuran glycol triggers ring opening polymerization of 3-hydroxymethyl-3-ethyl-oxetane to obtain polyhydroxyl polytetrahydrofuran, the polyhydroxyl polytetrahydrofuran and allyl isocyanate are subjected to addition reaction to obtain the polyalkenyl polytetrahydrofuran. The synthesis method is simple, and the two ends of the polyalkenyl polytetrahydrofuran adhesive contain a plurality of alkenyl groups and carbamate groups, and can endow a polyisoxazoline elastomer with relatively high mechanical property. In the formula I, x + y is equal to 1-6, and is an integer; m is equal to 8-60, and is an integer.

Description

technical field [0001] The invention relates to a polyene-based polytetrahydrofuran adhesive and a synthesis method thereof. The compound can be used as a raw material of a solid propellant and belongs to the technical field of polymer materials. Background technique [0002] Hydroxyl-terminated polybutadiene (HTPB) is a "telechelic" polymer compound with active terminal hydroxyl groups. It has good physical and chemical properties, low glass transition temperature and viscosity, good process and mechanical properties, and high capacity. It is the most widely researched and applied binder for solid propellants at present. HTPB adhesives can be cured with isocyanate curing agents to form polyurethane elastomers. However, when curing isocyanate curing agents, there are problems such as harsh curing conditions, sensitivity to water, and high curing temperature. [0003] In order to solve the above-mentioned problems in the curing of HTPB adhesives, researchers have developed a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09J171/02C08G65/331C08G65/333
Inventor 莫洪昌卢先明刘萌徐明辉刘宁葛忠学李笑江
Owner XIAN MODERN CHEM RES INST
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