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Ester compound, preparation method thereof and plastic product

A technology of ester compounds and compounds, which is applied in the field of plastic products and ester compounds with the structure of formula (I), can solve the problems of environmental and human harm, poor performance of plastic products, poor low temperature resistance at freezing point, etc., and achieve benefits Effects of application, increased softness and elasticity, and good low temperature resistance

Inactive Publication Date: 2012-10-03
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, studies in recent years have found that o-phthalate plasticizers, such as dioctyl phthalate (DOP), are more harmful to the environment and the human body. Western developed countries have banned the addition of o-phthalates to plastics. Additives; and adipate compounds and sebacic acid ester compounds have problems such as high freezing point and poor low temperature resistance. For example, the freezing point of di-n-hexyl adipate is only below minus 20°C. Causes plastic products to perform poorly at lower temperatures

Method used

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  • Ester compound, preparation method thereof and plastic product
  • Ester compound, preparation method thereof and plastic product
  • Ester compound, preparation method thereof and plastic product

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preparation example Construction

[0036] The present invention also provides a method for preparing an ester compound having a structure of formula (I), comprising the following steps:

[0037] Under the action of a catalyst and water, react the compound with the structure of formula (II) with the monohydric alcohol with the structure of formula (III) to obtain the ester compound with the structure of formula (I);

[0038]

[0039] R 2 -OH(III);

[0040] Among them, R 1 Selected from C4~C12 alkyl, C7~C14 aralkyl or C7~C14 alkaryl; R 2 Alkyl group selected from C3~C10 or aralkyl group of C9~C16.

[0041] The present invention uses the compound with the structure of formula (II) and monohydric alcohol with the structure of formula (III) as raw materials to prepare the ester compound with the structure of formula (I). When it is used as a cold-resistant plasticizer, the Low temperature performance is better.

[0042] In the present invention, the compound with the structure of formula (II), the monohydric...

Embodiment 1

[0075] Add 19.6g maleic anhydride and 200mL tetrahydrofuran to the reactor, add 0.25mL triethylamine dropwise and perform electromagnetic stirring, then add 40.2g n-dodecylmercaptan dropwise into the reactor at 25°C to replace After the reaction was stirred for 3h, the substitution reaction was completed.

[0076] After the completion of the substitution reaction, the tetrahydrofuran was removed by rotary evaporation, then recrystallized with petroleum ether, filtered and dried to obtain a compound with the structure of formula (II), R 1 For n-dodecyl.

[0077] Add 30g of the obtained compound with the structure of formula (II), 50g of isooctyl alcohol and 0.5g of n-butyl titanate into an unbaked three-necked flask, and react under reflux with water at 140°C under the condition of mechanical stirring , The reaction was completed after 4h.

[0078] After the reaction was completed, excess isooctyl alcohol was removed by distillation under reduced pressure, dissolved with indu...

Embodiment 2

[0087] Add 19.6g maleic anhydride and 200mL tetrahydrofuran to the reactor, add 0.25mL triethylamine dropwise and perform electromagnetic stirring, then add 21.9g thiophenol dropwise into the reactor at 25°C for substitution reaction, and stir for 3h After that, the substitution reaction is completed.

[0088] After the completion of the substitution reaction, the tetrahydrofuran was removed by rotary evaporation, then recrystallized with petroleum ether, filtered and dried to obtain a compound with the structure of formula (II), R 1 For phenyl.

[0089] Add 21g of the obtained compound with the structure of formula (II), 40g of isopropanol and 0.5g of n-butyl titanate into an unbaked three-necked flask, and react under reflux with water at 170°C under the condition of mechanical stirring , The reaction was completed after 4h.

[0090] After the reaction was completed, excess isopropanol was removed by distillation under reduced pressure, dissolved with industrial ethanol af...

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Abstract

The invention provides ester compound with a structure of a formula (I), wherein R1 is selected from C4-C12 alkyl, C7-C14 aralkyl or C7-C14 alkaryl; R2 is selected from C3-C10 alkyl or C9-C16 aralkyl; a preparation method for the ester compound with the structure of formula (I) is provided by the invention; compound with the structure of a formula (II) is reacted with monohydric alcohol with the structure of a formula (III) under action of catalyst and water to obtain the ester compound; a long-chained group containing sulphur is introduced into a molecule structure of the ester compound; the ester compound has relatively good low-temperature resistant performance when the ester compound is used as cold-resistant plasticizer for the plastic product; flexibility and elasticity of the plastic product in cold regions can be improved; experiments show that freezing point of the ester compound with the structure of the formula (I) is lower than -55 degrees centigrade; and a plastic product is also provided by the invention.

Description

technical field [0001] The present invention relates to the technical field of ester compounds, in particular to an ester compound with the structure of formula (I), its preparation method and a plastic product. Background technique [0002] Plasticizers, also known as plasticizers, are usually viscous liquids with high boiling points and difficult to volatilize or low melting point solids, which can increase the plasticity of polymers, improve their processability, and endow polymer products Flexible polymer material additives. At present, more than 2,000 kinds of plasticizers have been developed, and more than 500 kinds of plasticizers have been commercialized, and their production and consumption are extremely large. In recent years, with the continuous development of the plastics industry and the improvement of people's requirements for the use of plastic products, various application fields have put forward new requirements for plasticizers. [0003] Cold-resistant pl...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C323/52C07C319/20C08K5/372C08K5/375
Inventor 李悦生沈国荣张贵宝刘三荣
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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