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Preparation method of cyclohexane-1,2-diisononyl phthalate

A technology of diisononyl dicarboxylate and cyclohexane is applied in the field of preparation of diisononyl cyclohexane-1,2-dicarboxylate, which can solve the problems of difficult separation, complex products, incomplete hydrogenation, etc. The effect of easy recovery, high purity and stable reaction

Inactive Publication Date: 2016-01-20
HUAIYIN TEACHERS COLLEGE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, there may be incomplete hydrogenation, complex products, and difficult separation

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0009] Example 1: Add 85% isononanol (81.4g, 0.48mol), cyclohexane-1,2-dicarboxylic anhydride (30.9g, 0.2mol), n-Hexane (20mL), stir mechanically, heat to 100°C, add dibutyltin oxide (0.06g), heat up to 230°C, react for 3 hours; stop the reaction, distill the isononyl alcohol; add ether to the remaining reaction solution (100mL), filter; add silica gel H (10g) to the obtained filtrate, filter; remove the solvent from the filtrate to obtain 80.7g of diisononyl cyclohexane-1,2-dicarboxylate, the yield is 95%, and the purity is 98.0%.

Embodiment 2

[0010] Example 2: Add 85% isononyl alcohol (81.4g, 0.48mol), cyclohexane-1,2-dicarboxylic anhydride (30.9g, 0.2mol), Toluene (20mL), mechanically stirred, heated to 150°C, added attapulgite tin oxide (0.08g), heated to 220°C, reacted for 6 hours; stopped the reaction, distilled isononyl alcohol; added acetic acid to the remaining reaction solution Ethyl ester (100mL), filtered; silica gel H (10g) was added to the obtained filtrate, and filtered; the filtrate was removed from the solvent to obtain 83.2g of diisononyl cyclohexane-1,2-dicarboxylate, with a yield of 98%. The purity is 98.5%.

Embodiment 3

[0011] Example 3: Add 85% isononyl alcohol (84.8g, 0.50mol), cyclohexane-1,2-dicarboxylic anhydride (30.9g, 0.2mol), Cyclohexane (20mL), stir mechanically, heat to 180°C, add attapulgite tin oxide (0.10g), heat up to 230°C, react for 4 hours; stop the reaction and cool, pour out the reaction solution, add n-hexane (100mL ), filtered; add silica gel H (15g) to the resulting filtrate, and filter; remove the solvent from the filtrate to obtain 83.2g of diisononyl cyclohexane-1,2-dicarboxylate, with a yield of 98% and a purity of 99.0% .

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PUM

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Abstract

The invention discloses a preparation method of cyclohexane-1,2-diisononyl phthalate. Isononyl alcohol, cyclohexane-1,2-dimethyl anhydride, a catalyst and a water-carrying agent are put into a reaction kettle; after reaction is completed, the water-carrying agent and the un-reacted isononyl alcohol are removed, the reactant is cooled to be at room temperature after alcohol is completely removed, and a filtration solvent is added for filtration; silica gel H is added into the obtained filtrate, and filtration is performed to remove the solvent in the filtrate so as to a pure product of the cyclohexane-1,2-diisononyl phthalate. This preparation method is low in energy consumption, 'three wastes' emission is less, operation is simple, the catalyst and the reactant can be recycled, a production process is improved by lowering reaction temperature, shortening reaction time, reducing the proportion of the raw materials and adopting other measures, reaction is stably performed, and the quality and purity of the product are high.

Description

technical field [0001] The invention relates to a preparation method of diisononyl cyclohexane-1,2-dicarboxylate. Background technique [0002] Diisononyl cyclohexane-1,2-dicarboxylate is a colorless, transparent, slightly odorous colorless liquid, almost insoluble in water, soluble in many organic solvents, with low mobility, compatible with many commonly used PVC Plastic monomers have good compatibility. Diisononyl cyclohexane-1,2-dicarboxylate is an environmentally friendly plasticizer. This product has undergone rigorous toxicological tests in Europe and has not only been recommended by the German Federal Institute for Risk Assessment (BfR), but also It was confirmed by the European Food Safety Agency (EFSA) in early October 2006. It can be used in the production of toys for children under three years old, low-odor automotive cables, medical nutrition supply tubes, adhesive films, household food contact gloves, environmentally friendly indoor wallpapers, decorative she...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/75C07C67/08C07C67/48
CPCC07C67/08C07C67/48
Inventor 支三军李荣清韦长梅蒋正静朱安峰
Owner HUAIYIN TEACHERS COLLEGE
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