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High-heat resistant aliphatic polycarbonate based on 1,4:3,6-dianhydro-hexanehexol, and preparation method and application thereof

A technology of polycarbonate and hexanol, which is used in medical science, surgery, etc., can solve the problems of difficulty in removing by-product phenol, etc.

Active Publication Date: 2012-10-24
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] In order to improve the color of isosorbide polycarbonate, the patent [US2010081784] has studied the influence of the content of sorbitol in the raw material isosorbide on the color of the polymer; The introduction of a cyclic phosphite stabilizer into the copolymer improves the color of isosorbide copolycarbonate, but it is difficult to remove the by-product phenol; Non-toxic polycarbonate and new preparation method to solve the existing problems

Method used

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  • High-heat resistant aliphatic polycarbonate based on 1,4:3,6-dianhydro-hexanehexol, and preparation method and application thereof
  • High-heat resistant aliphatic polycarbonate based on 1,4:3,6-dianhydro-hexanehexol, and preparation method and application thereof
  • High-heat resistant aliphatic polycarbonate based on 1,4:3,6-dianhydro-hexanehexol, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0065] Embodiment 1, copolymer shown in preparation formula I

[0066] In a 250ml glass flask, under nitrogen atmosphere, add 180g dimethyl carbonate, 44g (0.3mol) isosorbide shown in formula II, 9g (0.1mol) aliphatic diol 1,4-butane shown in formula V Diol and 0.054g transesterification catalyst dibutyltin oxide (the molar ratio of dimethyl carbonate to diol is 5:1), stirring at 120°C for 4 hours, gradually raising the temperature to 220°C until the reaction is complete, no longer Methanol is distilled out to obtain the copolycarbonate prepolymer, then add 0.030g polycondensation catalyst sodium carbonate, polycondensate for 10h at 240°C and the pressure is lower than 200Pa, and finally obtain 45g copolycarbonate shown in formula I, its characteristics The viscosity number is 0.44dl / g, and the number average molecular weight is 28000. The H NMR spectrum of the polymer is figure 1 shown. The carbon nuclear magnetic spectrum proves that the copolycarbonate is distributed in ...

Embodiment 2

[0068] Embodiment 2, copolymer shown in preparation formula I

[0069] In a 250ml glass flask, under a nitrogen atmosphere, add 65g dimethyl carbonate, 47g (0.32mol) isosorbide shown in formula II, 4.5g (0.04mol) aliphatic diol 1,5- Pentylene glycol and 0.002g transesterification catalyst potassium carbonate (the molar ratio of dimethyl carbonate to diol is 2:1) (the molar ratio of dimethyl carbonate to diol is 5:1), stirring at 120°C to start the reaction 6h, gradually increase the temperature to 220°C until the reaction is complete, no more methanol will be distilled out to obtain a copolycarbonate prepolymer; add 0.030 polycondensation catalyst sodium carbonate, polycondense at 240°C for 15h under the condition of a pressure lower than 200Pa, and finally obtain 45g of copolycarbonate represented by formula I has an intrinsic viscosity of 0.43dl / g, a number average molecular weight of 27000, and Tg=106°C.

[0070] Among them, 1,4:3,6-dihexanol is isosorbide, formula Ⅴ is 1,...

Embodiment 3

[0071] Embodiment 3, copolymer shown in preparation formula I

[0072] In a 250ml glass flask, under nitrogen atmosphere, add 135g dimethyl carbonate, 22g (0.15mol) isosorbide shown in formula II, 22g (0.15mol) isoidide shown in formula IV and 0.022g transesterification catalyst Potassium carbonate (the molar ratio of dimethyl carbonate to diol is 5:1), start the reaction with stirring at 120°C for 7h, gradually increase the temperature to 220°C, until the reaction is complete, no methanol will distill out, and the copolycarbonate pre- Polymer;

[0073] In a 250ml glass flask, under a nitrogen atmosphere, add 90g dimethyl carbonate, 9g (0.1mol) 1,4-butanediol and 0.009g tetrabutyl titanate (the molar ratio of dimethyl carbonate to butanediol 10:1), stirred at 85°C to start the reaction for 4 hours, and gradually raised the temperature to 210°C until the reaction was complete, no methanol was distilled out, and poly-1,4-butanediol carbonate prepolymer was obtained;

[0074] M...

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Abstract

The invention discloses high-heat resistant aliphatic polycarbonate based on 1,4:3,6-dianhydro-hexanehexol, and a preparation method and application thereof. According to the method, 1,4:3,6-dianhydro-hexanehexol and aliphatic diol respectively react with, or are mixed and then react with carbonic ester under the action of a catalyst in an inert gas atmosphere to realize ester interchange, and a resultant prepolymer undergoes polycondensation under the action of a polycondensation catalyst so as to obtain a product. The method costs little, can effectively improve transparency and the color of 1,4:3,6-dianhydro-hexanehexol type polycarbonate, uses a small amount of catalysts during reaction process and avoids complex separating process for the catalysts. The obtained product is a colorless or faint yellow transparent solid and has a number-average molecular weight of 1.5*10<4> to 2.0*10<5> and a glass-transition temperature of 100 to 175 DEG C. Prepared from biological raw materials and aliphatic diol, the product does not contain any residual phenyl ring and has no toxicity, usable as a food package material like a water cup and a water bottle or as a medical material.

Description

technical field [0001] The invention relates to a high heat-resistant aliphatic polycarbonate based on 1,4:3,6-diglycidylhexanol, and a preparation method and application thereof. Background technique [0002] Bisphenol A polycarbonate (PC) is one of the six major engineering plastics and is widely used in transportation, electronics, machinery, optics and household appliances, as well as energy and other fields. However, its raw material, Bisphenol A (BPA), has estrogenic effects and chronic toxic effects, which greatly limit the use of bisphenol A polycarbonate as food packaging materials, medical devices and biopolymer materials. [0003] It will be a great challenge to find new rigid nontoxic monomers to replace bisphenol A, and 1,4:3,6-diglycidylhexanol is such a promising bio-based chemical raw material. 1,4:3,6-diglycidylhexanol is decomposed into polysaccharides by enzymatic catalysis of starch in cereals, and polysaccharides are hydrogenated to obtain hexavalent al...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G64/30C08G64/02C08L69/00A61L31/06
Inventor 李倩李春成朱文祥管国虎肖耀南郑柳春张栋
Owner INST OF CHEM CHINESE ACAD OF SCI
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