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A kind of alkenyl-terminated polycaprolactone adhesive and its synthesis method

A technology of polycaprolactone and alkene-terminated groups, applied in the direction of adhesives, etc., can solve the problems of high curing temperature, harsh curing conditions, sensitivity to water, etc., and achieve high mechanical properties and improve regularity.

Active Publication Date: 2021-02-23
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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  • A kind of alkenyl-terminated polycaprolactone adhesive and its synthesis method
  • A kind of alkenyl-terminated polycaprolactone adhesive and its synthesis method
  • A kind of alkenyl-terminated polycaprolactone adhesive and its synthesis method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] In a three-neck flask equipped with mechanical stirring and a thermometer, add 18g (0.02mol) of polycaprolactone triol, heat to 88°C, remove water under reduced pressure with an oil pump for 1h, then cool down to 75°C, add 0.03g of di Butyltin dilaurate, 5.49g (0.066mol) allyl isocyanate, continue to react for 8h, and distill off excess allyl isocyanate under reduced pressure to obtain 22.9g of light yellow solid.

[0029] Characterization data:

[0030] IR, ν max (cm -1 ): 3336 (-NH-), 2945, 2865, 2797 (-CH 2 -), 1734, 1192, 1097 (ester group), 1646 (-CH=CH 2 ).

[0031] 1 H NMR (CDCl 3 , 500MHz): 1.49~1.55, 1.63~1.73, 2.30~2.39, 3.75~3.85, 4.02~4.09, 5.08~5.22, 5.85~5.95.

[0032] The number average molecular weight is 1140, and the alkenyl content is 2.60 mmol / g.

[0033] The above data indicate that the synthesized compound is an alkenyl-terminated polycaprolactone binder.

Embodiment 2

[0035] In a three-necked flask equipped with mechanical stirring and a thermometer, add 40g (0.02mol) of polycaprolactone triol, heat to 90°C, use an oil pump to depressurize and remove water for 1.5h, then cool down to 78°C, and add 0.06g Dibutyltin dilaurate, 5.65g (0.068mol) allyl isocyanate, continue to react for 10h, and distill off excess allyl isocyanate under reduced pressure to obtain 44.9g of light yellow solid.

[0036] The number average molecular weight is 2245, and the alkenyl content is 1.32 mmol / g.

Embodiment 3

[0038] In a three-necked flask equipped with mechanical stirring and a thermometer, add 60g (0.02mol) of polycaprolactone triol, heat to 95°C, use an oil pump to depressurize and remove water for 2 hours, then cool down to 80°C, add 0.09g of di Butyltin dilaurate, 5.82g (0.07mol) allyl isocyanate, continue to react for 12h, and distill off excess allyl isocyanate under reduced pressure to obtain 64.9g of light yellow solid.

[0039] The number average molecular weight is 3241, and the alkenyl content is 0.91 mmol / g.

[0040] Application performance of alkenyl-terminated polycaprolactone adhesive of the present invention

[0041] (1) Compatibility evaluation with nitrile oxide curing agent

[0042] Tetramethylterephthalonitrile oxide (TTNO) was selected as the curing agent, and the compatibility and reactivity of the AUTPCL adhesive with the curing agent were investigated.

[0043] The AUTPCL adhesive of the present invention and the TTNO curing agent have good miscibility in...

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Abstract

The invention discloses a alkenyl-terminated polycaprolactone adhesive and a synthesis method thereof. The structural formula of the alkenyl-terminated polycaprolactone adhesive is shown as a formula(I); a synthesis process of the alkenyl-terminated polycaprolactone adhesive comprises the following steps: taking polycaprolactone triol and allyl isocyanate as raw materials, taking dibutyltin dilaurate as a catalyst and carrying out additive reaction to obtain the alkenyl-terminated polycaprolactone adhesive. The synthesis method is simple and the alkenyl-terminated polycaprolactone adhesive can endow the polyisoanthrazoline elastomer with higher mechanical property. (The formula is shown in the description), wherein x plus y plus z is equal to 6 to 60 and belongs to an integer.

Description

technical field [0001] The invention relates to an alkenyl-terminated polycaprolactone adhesive and a synthesis method thereof. The compound can be used as an adhesive for solid propellants 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 Patents(China)
IPC IPC(8): C09J167/07C08G63/91
CPCC08G63/912C09J167/07
Inventor 莫洪昌卢先明徐明辉王晓川刘萌李笑江汪伟
Owner XIAN MODERN CHEM RES INST