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Bio-based photochromic thermoplastic polyurethane elastomer as well as preparation method and application technology thereof

A thermoplastic polyurethane and polyurethane elastomer technology, applied in the field of thermoplastic polyurethane elastomer, can solve the problems of low reactivity, non-recyclability, compatibility, migration and precipitation, etc., and achieve excellent high temperature resistance and high reactivity Effect

Pending Publication Date: 2022-04-08
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Chinese patent CN 108102064 A discloses a cross-linked polyurethane containing photochromic spirooxazine and its application. The spirooxazine used in the patent has a phenolic hydroxyl structure and has low reactivity. Secondly, the prepared polyurethane is cross-linked and cannot recycle and re-use
However, the above-mentioned patented photochromic raw materials are all blended and added, and there are problems such as compatibility and migration and precipitation.

Method used

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  • Bio-based photochromic thermoplastic polyurethane elastomer as well as preparation method and application technology thereof
  • Bio-based photochromic thermoplastic polyurethane elastomer as well as preparation method and application technology thereof
  • Bio-based photochromic thermoplastic polyurethane elastomer as well as preparation method and application technology thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Preparation of Hydroxyspirooxazine.

[0038] Add 40g of 2,7-dihydroxynaphthalene to 500mL of 0.5M NaOH aqueous solution, ice-water bath for 30 minutes, add 18g of NaNO 2 , after stirring to dissolve, add 30mL of concentrated sulfuric acid, and continue to stir for 1 hour. The precipitate was filtered and washed with 0.1M HCl solution to give 1-nitroso-2,7-dihydroxynaphthalene. Dissolve 30g of 1-nitroso-2,7-dihydroxynaphthalene in 100mL of ethanol, reflux, slowly add 36g of 1,3,3-trimethyl-2-methylene-indoline ethanol solution dropwise, Reflux for 2 hours. Further purified and separated by silica gel column, the eluent is (ethyl acetate / n-hexane=1:1) to obtain hydroxyspirooxazine. Typical vibration peak of infrared spectrum of hydroxyspirooxazine: 1080cm -1 ,1185cm -1 ,1445cm -1 ,1488cm -1 ,1632cm -1 ,2970cm -1 ,3171cm -1 ,3306cm -1 .

Embodiment 2

[0040] Preparation of Photochromic Small Molecule Chain Extenders.

[0041]In 20g hydroxyspirooxazine, 16g potassium carbonate and 300mL DMF mixed solution, add 3-bromo-1,2-propanediol, wherein 3-bromo-1,2-propanediol:hydroxyspirooxazine=1.1:1 (molar ratio ), heated and stirred at 100°C overnight. After cooling, add 10% hydrochloric acid and shake well. The suspension was extracted with ethyl acetate, the organic phases were combined, washed 3 times with deionized water and brine, and then the organic phase was dried over anhydrous sodium sulfate. Filtrate, take the filtrate, remove ethyl acetate by rotary evaporation, and recrystallize in ethyl acetate:n-hexane (V:V=3:1) to obtain a photochromic small molecule chain extender.

Embodiment 3

[0043] Preparation of bio-based polyisosorbide propylene glycol succinate diol (PISPS).

[0044] Under the protection of nitrogen, add 11.8kg of bio-based 1,4-butanedioic acid, 5.85kg of isosorbide, and 5.33kg of bio-based 1,3-propanediol into the reaction kettle, raise the temperature to 200°C for reaction, when the acid value drops to 15mg When KOH / g, add n-butyl titanate (100ppm), evacuate to -0.09MPa, heat up to 220°C to continue the reaction, stop the reaction when the acid value is less than 1.5mg KOH / g, and the hydroxyl value is 112.34mg KOH / g , the number average molecular weight is 1000g / mol.

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Abstract

The invention relates to a photochromic bio-based thermoplastic polyurethane elastomer as well as a preparation method and application thereof, and the preparation method of the thermoplastic polyurethane elastomer comprises the following steps: adding macromolecular polyol, a bio-based micromolecule chain extender, a photochromic micromolecule chain extender, polyisocyanate and a catalyst into a reactor; and fully mixing and reacting to prepare the thermoplastic polyurethane elastomer. The thermoplastic polyurethane elastomer disclosed by the invention is of a bio-based type and has photochromic performance. The thermoplastic polyurethane disclosed by the invention can be applied to the fields of photochromic films, photochromic laminated glass, photochromic clothes, optoelectronic devices, decorative materials and the like.

Description

[0001] field [0002] The invention belongs to the field of thermoplastic polyurethane elastomers, and in particular relates to a bio-based photochromic thermoplastic polyurethane elastomer and its preparation method and application. Background technique [0003] Petroleum-based thermoplastic polyurethane elastomer raw materials are non-renewable resources, while bio-based thermoplastic polyurethane is prepared from renewable raw materials, generally derived from biomass resources, or obtained through microbial synthesis, and has the characteristics of green and environmental protection. [0004] Photochromic materials generally contain groups such as spirooxazine, azobenzene, phenoxynaphthoquinone, spiropyran, and diarylethene. Photochromic materials can be used in optical information storage, optical switches, photochromic glasses, photochromic clothing, optical anti-counterfeiting and other fields. [0005] Chinese patent CN 108102064 A discloses a cross-linked polyurethan...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/66C08G18/32C08G18/42C09K9/02
Inventor 李鹏云陈卓陈云汉付小亮何勇
Owner WANHUA CHEM GRP CO LTD
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