Rosin-based chain extender and preparation method thereof

A technology based on chain extender and rosin, which is applied in the field of rosin-based chain extender and its preparation to achieve high recovery effect

Active Publication Date: 2013-05-22
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] However, so far, the synthesis of thermoplastic shape memory polymers with high recovery performance using biomass resources as raw materials has not been reported.

Method used

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  • Rosin-based chain extender and preparation method thereof
  • Rosin-based chain extender and preparation method thereof
  • Rosin-based chain extender and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0057] Rosin diacid (formula III, R 1 benzene ring segment) 51.926g, ethylene glycol (HO-R 2 -OH,R 2 for C 2 aliphatic segment) 12.4g, sulfuric acid 0.04g, reacted at 150°C for 5h under the protection of nitrogen, washed with 0.1mol NaOH aqueous solution after the reaction, removed excess ethylene glycol and possibly unreacted rosin diacid to obtain crude product, The crude product was washed with methanol and dried under vacuum to obtain a rosin-based chain extender with the structure of formula I (ie, ethylene glycol rosin dioate).

[0058] Among them, R 1 for

[0059] Formula III

[0060] Among them, R 1 for

[0061] Formula IR 2 for

[0062] The NMR spectrum of the rosin-based chain extender of the formula I structure prepared in Example 1 is as figure 1 As shown, the solvent is deuterated chloroform, and the internal standard is tetramethylsilane. δ=5.5ppm is the hydrogen on the double bond on the rosin skeleton (shown at position a on the figure), an...

Embodiment 2

[0065] Rosin diacid (formula IV) 37.4g, ethylene glycol (HO-R 2 -OH,R 2 for C 2 aliphatic segment) 12.4g, p-toluenesulfonic acid 0.04g, reacted at 150°C for 5h under nitrogen protection, washed with 0.1mol NaOH aqueous solution after the reaction, removed excess ethylene glycol and possibly unreacted abietic diacid to obtain crude product, The crude product was washed with ethanol, and dried in vacuum to obtain a rosin-based chain extender with a structure of formula II (ie, ethylene glycol rosin dioate).

[0066]

[0067] Formula IV Formula II

[0068] Among them, R 2 for

[0069] The NMR spectrum of the rosin-based chain extender of the formula II structure prepared in Example 2 is as follows figure 2 As shown, the solvent is deuterated chloroform, and the internal standard is tetramethylsilane. δ=5.5ppm is the hydrogen on the double bond on the rosin skeleton (shown at position a on the figure), and its integral area is 1, which can prove the existence of the ro...

Embodiment 3

[0071] Rosin diacid (formula III, R 1 Methylene) 45.73g, methanol 6.4g, phosphoric acid 0.036g, react at 45°C for 5h, distill off excess methanol under reduced pressure to obtain dimethyl abietate. Then add 36g of 1,3-propanediol (HO-R 2 -OH,R 2 for C 3 The aliphatic chain segment) was reacted at 150°C, methanol was distilled off during the reaction, and the reaction ended after 5 hours. After the reaction, wash with water to wash off excess 1,3-propanediol to obtain a crude product, then wash with methanol, and dry in vacuum to obtain a rosin-based chain extender with the structure of formula I (ie propylene glycol rosindialate). It can be proved that the prepared rosin-based chain extender has the structure of formula I by proton nuclear magnetic spectrum and infrared spectrum.

[0072] Among them, R 1 for

[0073] Formula III

[0074] Among them, R 1 for

[0075] Formula IR 2 for

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Abstract

The invention provides a rosin-based chain extender. The rosin-based chain extender has the structure of a formula I or II (shown in drawings), wherein R1 and R2 are selected from aromatic chain segments or C1-C14 aliphatic chain segments. According to the rosin-based chain extender, the rosin-based chain extender can react with other compounds so as to synthesize high-performance macromolecular materials, such as rosin-based shape-memory polyurethane, and the rosin-based shape-memory polyurethane has high resilience. During the synthesis of the rosin-based chain extender, rosin is taken as a raw material, belongs to renewable resources and accordingly has important significance to environmental protection. The invention further discloses a preparation method of the rosin-based chain extender, wherein rosin diacid is enabled to react with dihydroxy alcohol, namely HO-R2-OH, so as to prepare the rosin-based chain extender with structure of a formula I or II. The preparation method is simple in preparation, easy in implementation and strong in operability, thereby facilitating industrial production.

Description

technical field [0001] The invention relates to the field of polyurethane shape-memory polymer materials, in particular to a rosin-based chain extender and a preparation method thereof. Background technique [0002] Shape memory materials are a class of stimuli-responsive smart materials. The so-called shape memory means that the material can be restored under external stimuli (such as light, heat, electricity, magnetism, pH, etc.) to the properties of the initial shape. [0003] In the 1960s, people first discovered the shape memory function of Ni-Ti alloy, and then shape memory materials attracted worldwide attention. In the 1980s, Ota.SLl and others found that the obtained material had a very good thermal recovery shape memory effect through the method of radiation cross-linked polyethylene, becoming the world's first shape memory polymer (SMP, Shape Memory Polymer) material ( Ota. S. The heat shrinkage properties of polyethylene [J]. Radiate Physics Chemistry, 1981, (...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/67C08L75/14C07D209/58C07C69/753C07C67/08
Inventor 张立生江艳华刘小青朱锦
Owner NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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