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Preparation method of bio-based bisphenol or polycarbonate material

A polycarbonate, bio-based technology, applied in the field of synthesis of bio-based polycarbonate materials, can solve the problems affecting the synthesis of polycarbonate, and achieve the effect of good low toxicity and good biocompatibility

Inactive Publication Date: 2016-04-06
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The polycarbonates prepared above all use traditional bisphenol A as a raw material, mainly relying on fossil resources. With the exploitation of fossil resources, various energy crises and environmental problems brought about will inevitably affect the production of bisphenol A. Synthesis of polycarbonate as raw material

Method used

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  • Preparation method of bio-based bisphenol or polycarbonate material
  • Preparation method of bio-based bisphenol or polycarbonate material
  • Preparation method of bio-based bisphenol or polycarbonate material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Add methylguaiacol (2 mmol), formaldehyde (1 mmol) and 2 ml of water into a single-necked flask, add ligninsulfonic acid (0.4 mmol), and place in an oil bath at 100°C under nitrogen protection to reflux 6h, centrifuge after the reaction, wash the precipitate with 95% ethanol, use petroleum ether and ethyl acetate (volume ratio 3:1) as the eluent, and separate through the column to obtain bio-based bisphenol, 5-5'- Methylenebis(2-methoxy-4-methylphenol), yield 48.9%, melting point 135-138°C, 1 HNMR (500MHzDMSO-d 6 ), δ=8.54(s,2H),6.73(s,2H),6.30(s,2H),3.72(s,6H),3.57(s,2H),2.09(s,6H). 13 CNMR (125MHzDMSO-d 6 ), δ=145.5, 144.2, 130.8, 126.0, 116.6, 114.4, 55.7, 34.6, 18.6.FT-IR(KBr)νmax(cm- 1 ) 1078, 1196 (C-O); 1446, 1511, 1595 (aromatic); 2956, 3458, 3528 (O-H).HRMScalcdforC 17 h 20 o 4 Na[M+Na] + :311.1259,found311.1252.

[0042] The type of catalyst has an important influence on the synthesis of bio-based bisphenol monomers, which we illustrate through the fol...

Embodiment 2

[0044] Add methylguaiacol (2 mmol), formaldehyde (1 mmol) and 2 ml of water into a single-necked flask, add Bronsted acid catalyst (0.2 mmol), and place in an oil bath at 100°C under nitrogen protection Reflux for 3 hours, centrifuge after the reaction, wash the precipitate with ethanol with a mass concentration of 95%, use petroleum ether and ethyl acetate (volume ratio 3:1) as the eluent, and separate through the column to obtain bio-based bisphenol, 5-5' -Methylene bis(2-methoxy-4-methylphenol), the specific results are as follows:

[0045]

[0046] The amount of catalyst used and the reaction time have an important impact on the synthesis of bio-based bisphenol monomers, which we illustrate through the following comparative examples.

Embodiment 3

[0048] Add methylguaiacol (2 mmoles), formaldehyde (1 mmoles) and 2 milliliters of water into the single-necked flask, add Bronsted acid catalyst (add relative to the molar number of methyl guaiacols), set Reflux under nitrogen protection in an oil bath at 100°C for 3 hours, centrifuge and filter after the reaction, wash the precipitate with ethanol with a mass concentration of 95%, use petroleum ether and ethyl acetate (volume ratio 3:1) as eluent, and separate through a column to obtain Bio-based bisphenol, 5-5'-methylene bis(2-methoxy-4-methylphenol), the specific results are as follows:

[0049]

[0050]

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PUM

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Abstract

The present invention discloses a preparation method of bio-based bisphenol or polycarbonate material. The preparation method comprises: (1) adopting guaiacol or lilac phenol derivative as a raw material, and synthesizing bio-based bisphenol according to a stoichiometric ratio from the guaiacol or lilac phenol derivative and formaldehyde under catalysis of an acid; (2) dissolving the bio-based bisphenol monomer by using an alkali solution, adding a catalyst, adding a dichloromethane solution of triphosgene in a dropwise manner under vigorous stirring, and continuously carrying out a reaction for a certain time after completing the adding; and (3) stopping the reaction, layering the solution, washing the organic phase by using deionized water to achieve a neutral state, precipitating the product through an anti-solvent, and carrying out vacuum drying to obtain the bio-based polycarbonate material. According to the present invention, the prepared bio-based polycarbonate has good thermal stability; and the bio-based bisphenol is adopted as the raw material, and can replace the traditional petroleum-based bisphenol A so as to reduce dependence on the petrochemical resources, the advantages of environmental protection, low cost and simple and easy-performing process operation are provided, and the method is suitable for industrial production.

Description

technical field [0001] The invention belongs to the field of polymer materials, in particular to the synthesis of bio-based polycarbonate materials. Background technique [0002] Polycarbonate is polyester, which can be divided into aliphatic and aromatic according to its structural characteristics. Aliphatic polycarbonate cannot be widely used due to its low melting point and glass transition temperature and poor strength. Aromatic polycarbonate is widely used in many fields because of its high melting point, good thermal stability and strong mechanical properties. [0003] At present, polycarbonate materials widely used in industry are mainly synthesized by bisphenol A and phosgene, and the synthesis methods include two kinds of phosgene direct method and transesterification method. The phosgene method mostly adopts interfacial polycondensation technology, and the organic solution of phosgene is added dropwise to the alkaline aqueous solution of bisphenol A, and the amine...

Claims

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Application Information

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IPC IPC(8): C08G64/24
Inventor 谢海波赵宗保陈沁
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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