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A kind of polyurethane containing naphthalene ring structure and its preparation method

A polyurethane and naphthalene ring technology, applied in the field of polyurethane, can solve the problems of insufficient hydrogen bonding in rigid segments and the decline in mechanical properties of polyurethane, and achieve the effect of improved mechanical properties and simple preparation methods

Active Publication Date: 2018-08-07
NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, polyurethane materials are synthesized by a two-step method of diisocyanate and oligomer polyols. The special structure produced by microphase separation endows polyurethane with good mechanical properties, but the lack of hydrogen bonding in the rigid segment often leads to a decline in the mechanical properties of polyurethane. question

Method used

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  • A kind of polyurethane containing naphthalene ring structure and its preparation method
  • A kind of polyurethane containing naphthalene ring structure and its preparation method
  • A kind of polyurethane containing naphthalene ring structure and its preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Add 10g of 1,5-naphthalene diisocyanate and 5.81g of ethanolamine into 100ml of N,N-dimethylformamide, continue to stir and react at room temperature for 0.5h, filter with suction and dry to obtain a hydroxyl-terminated naphthalene ring chain extender.

[0038] Characterized by H NMR spectrum, the NMR data are as follows:

[0039] δ / ppm=3.16-3.25(m,2H),3.45-3.58(m,2H),4.76-4.84(m,2H),6.71-6.79(m,2H),7.39-7.48(m,2H),7.71 -7.77(d,J=8.55Hz,2H),7.99-8.05(d,J=7.77Hz,2H),8.55(s,2H).

[0040] The product obtained is of formula I:

[0041]

[0042] 4g polytetrahydrofuran ether glycol (molecular weight is 650), 2.07g hexamethylene diisocyanate is added in 30g N, N-dimethylformamide, and drop 3-5 dibutyltin dilaurate catalyst, at 65 Reaction at ℃ for 4h.

[0043] Measure the content of -NCO in the above system, add a hydroxyl-terminated naphthalene ring chain extender whose amount of -NCO is 1 / 2, raise the temperature to 80°C, and continue the reaction for 2 hours.

[0044...

Embodiment 2

[0047] Add 10g of 1,5-naphthalene diisocyanate and 7.14g of ethanolamine into 100ml of N,N-dimethylacetamide, continue to stir and react at room temperature for 0.5h, filter with suction and dry to obtain a hydroxyl-terminated naphthalene ring chain extender.

[0048] The obtained product is as formula II

[0049]

[0050] Add 6.2g of polytetrahydrofuran ether glycol (molecular weight is 1000), 2.07g of hexamethylene diisocyanate into 30g of N,N-dimethylformamide, and drop 3-5 drops of dibutyltin dilaurate catalyst, at 65 Reaction at ℃ for 4h.

[0051] Measure the content of -NCO in the above system, add a hydroxyl-terminated naphthalene ring chain extender whose amount of -NCO is 1 / 2, raise the temperature to 80°C, and continue the reaction for 2 hours.

[0052]Add the above reactants into methanol to precipitate the product, filter the product, dissolve it in an appropriate amount of N.N-dimethylformamide, pour the solution into a mold, dry and form it to obtain a polyur...

Embodiment 3

[0055] Add 10g of 1,5-naphthalene diisocyanate and 5.81g of ethanolamine into 100ml of dimethyl sulfoxide, continue to stir and react at room temperature for 0.5h, filter with suction and dry to obtain a hydroxyl-terminated naphthalene ring chain extender, as shown in formula III:

[0056]

[0057] Add 12.3g of polytetrahydrofuran ether diol (molecular weight: 2000), 2.73g of isophorone diisocyanate into 30g of dimethyl sulfoxide, and drop 3-5 drops of dibutyltin dilaurate catalyst, react at 65°C for 4h .

[0058] Measure the content of -NCO in the above system, add a hydroxyl-terminated naphthalene ring chain extender whose amount of -NCO is 1 / 2, raise the temperature to 80°C, and continue the reaction for 2 hours.

[0059] Add the above-mentioned reactants into methanol to precipitate the product, filter the product, dissolve it in an appropriate amount of N,N-dimethylformamide, pour the solution into a mold, dry and form it to obtain a polyurethane polymer film containin...

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Abstract

The invention relates to polyurethane containing a naphthalene ring structure. Polyurethane containing the naphthalene ring structure is prepared by taking 1,5-naphalene diisocyanate, diisocyanate, hydramine, oligomer dihydric alcohol and the like as the raw materials. Compared with a traditional elastomer material, according to polyurethane containing the naphthalene ring structure, the mechanical properties such as elasticity, modulus, strength and elongation at break are greatly improved, and polyurethane has potential application in the fields of machinery, chemical industry and the like. The invention further relates to a preparation method. The method is simple, easy to carry out and control and high in production efficiency.

Description

technical field [0001] The invention relates to the field of polyurethane, in particular to a polyurethane containing a naphthalene ring structure and a preparation method thereof. Background technique [0002] Polyurethane material is currently the best performance insulation material in the world. A class of polymers whose main chain contains -NHCOO- repeating structural units. It is polymerized from isocyanate (monomer) and hydroxyl compound. Due to the strong polar carbamate group, insoluble in non-polar groups, it has good oil resistance, toughness, wear resistance, aging resistance and adhesion. Materials suitable for a wide temperature range (-50 to 150°C) can be prepared with different raw materials, including elastomers, thermoplastic resins and thermosetting resins. It is not resistant to hydrolysis at high temperature, nor to alkaline medium. [0003] Commonly used monomers such as toluene diisocyanate, diisocyanate diphenylmethane, etc. Polyols are divided i...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G18/10C08G18/48C08G18/66C08G18/73C08G18/38
CPCC08G18/10C08G18/4854C08G18/6696C08G18/73C08G18/3829
Inventor 王玉彬徐伟刘伟王静刚张若愚朱锦
Owner NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI