Synthetic method of plasticizer 4-(4-methyl-3-pentenyl)-4-cyclohexene-1,2-acid isooctyl ester

A synthetic method, pentenyl technology, applied in the synthesis of plasticizers, the field of plasticizer 4--4-cyclohexene-1, can solve the problem of the use restriction of o-phthalic plasticizers

Inactive Publication Date: 2012-10-03
太仓市新星轻工助剂厂
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, with the soaring oil price, the price of phthalic chemicals has been rising, coupled with the increasing attention of the Chinese government to environ

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0009] Equipped with a water bath, a stirring device, a thermometer, a dropping funnel and a reflux condenser (the condenser is connected to a built-in CaCl 2 In a 250ml four-necked flask, add 49g of maleic anhydride and heat to dissolve it. Start the stirrer, keep the temperature at 50-60°C, add the same amount of β-myrcene from the dropping funnel dropwise, control the dropwise addition within 0.5h, and then raise the temperature to 70°C for 4h. After the reaction is over, vacuum distillation is used to collect the lower fraction at 180% / 1.05KPa (absolute pressure) to obtain light yellow sticky solid compound 4-(4-methyl-3-pentenyl)-4-cyclohexene-1, 2-acid anhydride (abbreviated as MYM) 106.6g, yield rate is 91.1%.

[0010] In a 250ml three-neck flask equipped with a water bath, a stirring device, a thermometer, and a water separator (the water separator is connected to a reflux condenser), add 11.7g MYM and 26g isooctyl alcohol, and simultaneously add 6.0g toluene and 0.35...

Embodiment 2

[0012] Equipped with a water bath, a stirring device, a thermometer, a dropping funnel and a reflux condenser (the condenser is connected to a built-in CaCl 2 In a 250ml four-necked flask, add 49g of maleic anhydride and heat to dissolve it. Start the stirrer, keep the temperature at 50-60°C, add the same amount of β-myrcene from the dropping funnel dropwise, control the dropwise addition within 0.5h, and then raise the temperature to 70°C for 4h. After the reaction is over, vacuum distillation is used to collect the lower fraction at 180% / 1.05KPa (absolute pressure) to obtain light yellow sticky solid compound 4-(4-methyl-3-pentenyl)-4-cyclohexene-1, 2-acid anhydride (abbreviated as MYM) 106.6g, yield rate is 91.1%.

[0013] In a 250ml tank equipped with a water bath, a stirring device, a thermometer, and a water separator (the water separator is connected to a reflux condenser) Finally, 23.2 g of isooctyl 4-(4-methyl-3-pentenyl)-4-cyclohexene-1,2-acid was obtained as a li...

Embodiment 3

[0015] Equipped with a water bath, a stirring device, a thermometer, a dropping funnel and a reflux condenser (the condenser is connected to a built-in CaCl 2 In a 250ml four-necked flask, add 49g of maleic anhydride and heat to dissolve it. Start the stirrer, keep the temperature at 50-60°C, add the same amount of β-myrcene from the dropping funnel dropwise, control the dropwise addition within 0.5h, and then raise the temperature to 70°C for 4h. After the reaction is over, vacuum distillation is used to collect the lower fraction at 180% / 1.05KPa (absolute pressure) to obtain light yellow sticky solid compound 4-(4-methyl-3-pentenyl)-4-cyclohexene-1, 2-acid anhydride (abbreviated as MYM) 106.6g, yield rate is 91.1%.

[0016] In the 250ml three-neck flask equipped with water bath, stirring device, thermometer, water separator (return condenser is connected on the water separator), add 11.7gMYM and 32.5g isooctyl alcohol, add 8.0g toluene and 0.4g catalyst simultaneously [ HS...

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Abstract

The invention discloses a synthetic method of a plasticizer 4-(4-methyl-3-pentenyl)-4-cyclohexene-1,2-acid isooctyl ester. The synthetic method comprises the following steps: heating and dissolving maleic anhydride, dropwise adding the same amount of beta-myrcene at 50-60 DEG C within 0.5h, rising the temperature to 70 DEG C and reacting for 4h, distilling at reduced pressure, collecting the distillate to obtain 4-(4-methyl-3-pentenyl)-4-cyclohexene-1,2-anhydride, adding isooctanol according to the molar ratio of (3-5):1, adding 10-20%wt. of methylbenzene and 0.6-0.8% of catalyst (HSO3-bmin)+(HSO4)-, carrying out esterification reaction at the backflow temperature for 60-100min, recycling dehydrant and unreacted isooctanol, cooling to room temperature, and separating out a lower-layer catalyst to obtain the target product. The plasticizer 4-(4-methyl-3-pentenyl)-4-cyclohexene-1,2-acid isooctyl ester has excellent plasticizing performance, has better low temperature resistance than dioctyl phthalate (DOP) and can be used as a main plasticizer in polyvinyl chloride (PVC) plastics.

Description

technical field [0001] The invention belongs to the technical field of plastic additives, and relates to the synthesis of a plasticizer, in particular to a plasticizer 4-(4-methyl-3-pentenyl)-4-cyclohexene-1,2- The synthetic method of isooctyl acid. Background technique [0002] my country is rich in turpentine resources, especially in Guangdong, Guangxi and Yunnan. Among them, Yunnan pine resin in Shuangjiang area contains up to 30.3% β-pinene. Industrially, β-pinene can produce β-myrcene with a purity of about 80% through thermal isomerization, and the purity can be increased to 99% after rectification. β-Myrcene is also called myrcene, and its chemical name is 7-methyl-3-methylene-1,6-octadiene. There are 3 unsaturated carbon-carbon double bonds in the molecule, which is prone to various chemical reactions, such as: Diels-Alder reaction, reduction reaction and oxidation reaction. Among them, Goldblatt, Yin and Luo Jinyue all studied the Diels-Alder reaction, but they d...

Claims

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Application Information

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IPC IPC(8): C07C69/75C07C67/08C08K5/12C08L27/06
Inventor 李树叶
Owner 太仓市新星轻工助剂厂
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