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A kind of cardanol ether type plasticizer and its synthesis method and application

A technology of cardanol base ether and epoxy cardanol butyl ether, which is applied in the field of PVC plasticizer preparation, can solve problems such as potential reproductive toxicity, easy migration, etc., and achieves reduction of dependence on petrochemical products, less three wastes, and post-treatment. simple effect

Inactive Publication Date: 2019-01-29
INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] Technical problem to be solved: In order to solve the problems of traditional petroleum-based plasticizers such as easy migration and potential reproductive toxicity, the present invention provides a cardanol-based ether-type plasticizer and its preparation method and application, using cashew nuts as a renewable resource Using phenol as a raw material, a low-toxic, environmentally friendly new plasticizer was obtained, in order to reduce the dependence of the plastic processing industry on petroleum products, enrich the high-value utilization forms of non-edible cashew nut shell oil, and promote the sustainable development of the national economy

Method used

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  • A kind of cardanol ether type plasticizer and its synthesis method and application
  • A kind of cardanol ether type plasticizer and its synthesis method and application
  • A kind of cardanol ether type plasticizer and its synthesis method and application

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Experimental program
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Embodiment 1

[0023] Step 1: Dissolve 15.1g of cardanol, 6.9g of potassium carbonate, 0.83g of potassium iodide, and 0.08g of tetramethylammonium chloride into 20g of N,N-dimethylformamide, and stir at room temperature for 0.5h in a nitrogen atmosphere , then be warming up to 110 ℃, dropwise add 4.63g1-chlorobutane (the mol ratio of cardanol, 1-chlorobutane, potassium carbonate, potassium iodide is 1:1:1:0.1, the quality of tetramethylammonium chloride is 0.5% of the cardanol quality), continue to react for 10h; after filtering, washing and vacuum distillation, yellow cardanol butyl ether is obtained;

[0024] Step 2: Weigh 10.8g cardanol butyl ether and 1.56g formic acid, keep the system temperature at -5~0°C, add 6.8g 30wt.% hydrogen peroxide (cardanol butyl ether, formic acid) dropwise at a rate of 10mL / h , The molar ratio of hydrogen peroxide is 1:1:2), react at this temperature for 48h. After the crude product is washed and dried, the finished epoxy cardanol butyl ether plasticizer is...

Embodiment 2

[0026] Step 1: Dissolve 15.1g of cardanol, 10.4g of potassium carbonate, 0.75g of sodium iodide, and 0.08g of benzyltriethylammonium chloride into 25g of N,N-dimethylacetamide in a nitrogen atmosphere at room temperature Under stirring for 0.5h, then warming up to 120°C, 9.3g of 1-chlorobutane (the molar ratio of cardanol, 1-chlorobutane, potassium carbonate, sodium iodide is 1:2:1.5:0.1, benzyl triethyl The quality of ammonium chloride is 0.5% of the quality of cardanol), and the reaction was continued for 8h; after filtering, washing and distillation under reduced pressure, light yellow cardanol butyl ether was obtained;

[0027] Step 2: Weigh 10.8g cardanol butyl ether, 0.78g formic acid, maintain the system temperature at 0-5°C, add 4.1g 50wt.% hydrogen peroxide (cardanol butyl ether, formic acid, hydrogen peroxide) dropwise at a rate of 20mL / h The molar ratio is 1:0.5:2), and reacted at this temperature for 36h. After the crude product is washed and dried, the finished e...

Embodiment 3

[0029] Step 1: Dissolve 15.1g of cardanol, 7.6g of potassium carbonate, 0.83g of potassium iodide, and 0.32g of tetramethylammonium chloride into 30g of N,N-dimethylformamide, and stir at room temperature for 1 hour in a nitrogen atmosphere. Then be warming up to 130 ℃, dropwise add 9.3g1-chlorobutane (the mol ratio of cardanol, 1-chlorobutane, potassium carbonate, potassium iodide is 1:2:1.1:0.1, the quality of tetramethylammonium chloride is cashew nut 2% of the phenol mass), continue to react for 6h; after filtering, washing and distillation under reduced pressure, yellow cardanol butyl ether is obtained;

[0030] Step 2: Weigh 10.8g cardanol butyl ether and 1.56g formic acid, keep the system temperature at 0-5°C, add 6.8g 30wt.% hydrogen peroxide (cardanol butyl ether, formic acid, The molar ratio of hydrogen peroxide is 1:1:2), react at this temperature for 48h. After the crude product is washed and dried, the finished epoxy cardanol butyl ether plasticizer is obtained. ...

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Abstract

The invention discloses a cardanol-based ether-type plasticizer as well as a synthesis method and application thereof. The synthesis method comprises the following steps: adopting cardanol and 1-chlorobutane as main raw materials, generating Williamson etherification in the presence of an acid-binding agent, iodized salt and a phase transfer catalyst, and synthesizing cardanol butyl ether; further, using the cardanol butyl ether as a raw material, making an epoxy cardanol butyl ether crude product by low-temperature in-situ epoxidation reaction, and obtaining an epoxy cardanol butyl ether plasticizer finished product after washing and drying treatment. According to the cardanol-based ether-type plasticizer as well as the synthesis method and the application thereof, the cardanol serves as the raw material, is wide in source, is low in price and is easily obtained; reaction conditions are mild; the energy consumption is decreased; the process safety is improved; the cardanol-based ether-type plasticizer is low-toxicity and environment-friendly, and can be used for a polyvinyl chloride (PVC) resin material as a primary plasticizer or a secondary plasticizer, and the flexibility and the durability of a plastic product are obviously improved.

Description

technical field [0001] The invention belongs to the technical field of PVC plasticizer preparation, and in particular relates to a cardanol phenolic ether type plasticizer and its synthesis method and application. Background technique [0002] Plasticizers are a class of additives added to polymer materials to increase product flexibility and processing performance. Among the traditional plasticizers, phthalates have been widely used because of their cheap price and excellent plasticizing performance, mainly used in food packaging, children's toys, electronics and medical equipment, building materials, etc. However, during processing and use, this kind of plasticizer will volatilize and migrate, which not only affects the performance of the product, but also brings harm to the human body and the environment. In October 2008, the European Chemicals Agency explicitly banned the use of such plasticizers in industries such as electronics, food, daily necessities and toys. Ther...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08K5/1515C08K5/12C08K5/098C08L27/06C07D301/12C07D303/22
CPCC07D301/12C07D303/22C08K5/098C08K5/12C08K5/1515C08L27/06
Inventor 聂小安李小英陈洁王义刚黄金瑞李科
Owner INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY