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A kind of fully bio-based polyester containing double bonds and its preparation method and application

A technology of all-bio-based polyester, which is applied in the field of polyester preparation and can solve the problems of unsaturated all-bio-based polyester.

Active Publication Date: 2016-02-03
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

[0006] The above-mentioned polyesters are all saturated or branched bio-based polyesters. After searching patents and literature, it is found that there is no unsaturated fully bio-based polyester synthesized from bio-based itaconic acid and bio-based diols. report

Method used

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  • A kind of fully bio-based polyester containing double bonds and its preparation method and application
  • A kind of fully bio-based polyester containing double bonds and its preparation method and application
  • A kind of fully bio-based polyester containing double bonds and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0057] (1) Under the protection of nitrogen, 0.5mol of itaconic acid, adipic acid (HOOC-R 1 -COOH,R 1 and R in formula I 1 have the same meaning) 0.5mol, decanediol (HO-R 2 -OH, R 2 and R in formula I 2 Have the same meaning) 1.3mol, p-toluenesulfonic acid 0.001mol, triphenyl phosphate 1.86g, hydroquinone 2.33g, add into the reactor, raise the temperature of the reaction system to 150°C, and carry out the esterification reaction under the pressure of 100KPa, Fully stir during the reaction to remove the water produced by the reaction, and the reaction time is 1 h.

[0058] (2) After the esterification reaction, raise the temperature of the reaction system to 200°C, and gradually reduce the pressure to 50KPa, react for 0.5h, then continue to vacuumize to about 96Pa, continue to react for 3h, and discharge the material after the reaction to obtain the product (full bio-based polyester with double bonds).

[0059] The proton nuclear magnetic resonance spectrum of the fully b...

Embodiment 2

[0066] (1) Under the protection of nitrogen, 0.5mol of itaconic acid, adipic acid (HOOC-R 1 -COOH,R 1 and R in formula I 1 have the same meaning) 0.5mol, decanediol (HO-R 2 -OH, R 2 and R in formula I 2 Have the same meaning) 1.8mol, 0.01mol of p-toluenesulfonic acid, 0.466g of triphenyl phosphate, and 0.05g of hydroquinone are added to the reactor, the temperature of the reaction system is raised to 180°C, and the esterification reaction is carried out at a pressure of 20KPa. Fully stir during the reaction to remove the water produced by the reaction, and the reaction time is 2.5h.

[0067] (2) After the esterification reaction, raise the temperature of the reaction system to 220°C, and gradually reduce the pressure to 20KPa, react for 1h, then continue to vacuumize to about 96Pa, continue to react for 2h, and discharge the material after the reaction to obtain the product ( fully bio-based polyester with double bonds).

[0068] According to the proton nuclear magnetic ...

Embodiment 3

[0075] (1) Dimethyl itaconate 1mol, 1,4-butanediol (HO-R 2 -OH) 0.5mol, dodecanediol (HO-R 2 -OH) 0.5mol into the reactor protected by inert gas, then raise the temperature of the reaction system to 150°C, react for 0.5h, then raise the temperature to 180°C, keep the temperature at this temperature for 1h, carry out transesterification reaction at normal pressure until methanol flows out The amount reaches about 95wt% of the theoretical value.

[0076] Among them, R in 1,4-butanediol 2 for R in dodecanediol 2 for

[0077] (2) Lower the temperature of the reaction system to 150°C, connect to the vacuum system, evacuate to 50KPa, and react for 1 hour to remove unreacted monomers and small molecule by-products in the reaction system. Stop vacuuming and feed nitrogen, add 0.005 mol of tetrabutyl titanate, 0.3 g of triphenyl phosphate, 10100.5 g of antioxidant and make them completely dispersed, stop nitrogen, continue vacuuming to below 100 Pa, and raise the temperature to...

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Abstract

The invention discloses double-bond-containing all-bio-based polyesters disclosed as Formula I, wherein R1 and R2 are respectively an alkyl or aryl group, m and n are average polymerization degree, 1<=n<=1000, and 0<=m<=1000. The double-bond-containing all-bio-based polyesters contain double-bond active groups, can be subjected to subsequent crosslinking or modification, widen the possible application range, and are used for preparing polyurethane. The invention also discloses a preparation method of the double-bond-containing all-bio-based polyesters, which adopts an esterification-polycondensation two-stage process route and an ester exchange process route. The preparation method is simple and easy to implement and beneficial to industrialized large-scale production, and has high operability and wide application prospects.

Description

technical field [0001] The invention belongs to the technical field of polyester preparation, and in particular relates to a fully bio-based polyester containing double bonds and a preparation method and application thereof. Background technique [0002] Polyesters are heterochain polymers with -COO-ester groups on the main chain. There are many types of polyesters, including aliphatic and aromatic polyesters, saturated and unsaturated polyesters, linear and bulk polyesters. Polyester is also widely used. Linear aliphatic polyester can be used as prepolymer of polyurethane; linear aromatic polyester, such as polyester polyester, can be used as synthetic fiber and engineering plastics; unsaturated polyester, in the main chain There are double bonds left, which can be copolymerized with other active monomers containing double bonds to reinforce plastics; alkyd resins are linear or branched random prepolymers, and the residual groups can be further cross-linked and cured, so t...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G63/52C08G63/78C08K3/32C08K5/521C08K5/523C08K5/526C08K5/18C08G18/68
Inventor 张立生朱锦黄骏成虞瑞雷
Owner NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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