Asymmetric adipic acid cyclohexanol isooctyl alcohol ester and synthetic method and application thereof

A synthesis method and isooctanol ester technology are applied in the field of asymmetric cyclohexanol isooctyl adipate and its synthesis, which can solve the problems of limited application scope, complicated production process, poor comprehensive performance and the like, and achieve a product High yield, good softness, good cold resistance effect

A synthesis method and isooctanol ester technology are applied in the field of asymmetric cyclohexanol isooctyl adipate and its synthesis, which can solve the problems of limited application scope, complicated production process, poor comprehensive performance and the like, and achieve a product High yield, good softness, good cold resistance effect

CN105503589AInactive Publication Date: 2016-04-20ANSHUN UNIV
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  • Asymmetric adipic acid cyclohexanol isooctyl alcohol ester and synthetic method and application thereof
  • Asymmetric adipic acid cyclohexanol isooctyl alcohol ester and synthetic method and application thereof
  • Asymmetric adipic acid cyclohexanol isooctyl alcohol ester and synthetic method and application thereof

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Experimental program
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Effect test

Embodiment 1

[0021] Embodiment 1: the synthetic method of asymmetric cyclohexanol isooctyl adipate, its synthetic concrete steps are: a, adipic acid (146.14g, 1.0mol), cyclohexanol (100.06g, 1.0mol) , 98% concentrated sulfuric acid (1.00g, 0.01mol) and toluene (250mL) were added in a 1L three-necked flask, and heated to reflux in an oil bath at 100°C to separate water until anhydrous was formed; b. Add isooctyl alcohol to the reactor (130.23g, 1.0mol), continue to heat at 100°C in an oil bath to reflux to separate water until anhydrous is formed, and cool to room temperature; c, rotary evaporation at 45°C to remove toluene; d, vacuum distillation at 180°C to obtain asymmetric hexadiene Acid cyclohexyl isooctyl ester (82% yield, 279.2 g), colorless liquid.

Embodiment 2

[0022] Embodiment 2: the synthetic method of asymmetric cyclohexanol isooctyl adipate, its synthetic concrete steps are: a, adipic acid (146.14g, 1.0mol), cyclohexanol (130.08g, 1.3mol) , Concentrated hydrochloric acid (1.82g, 0.05mol) and cyclohexane (300mL) were added to a 1L three-necked flask, and heated to reflux in an oil bath at 105°C to separate water until anhydrous was formed; b. Add isooctyl alcohol to the reactor (195.35g, 1.5mol), continue to heat at 105°C in an oil bath to reflux to separate water until anhydrous is formed, and cool to room temperature; c, rotary evaporation at 40°C to remove cyclohexane; d, vacuum distillation at 180°C to obtain asymmetric Cyclohexyl isooctyl adipate (78% yield, 265.59 g), colorless liquid.

Embodiment 3

[0023] Embodiment 3: the synthetic method of asymmetric cyclohexanol isooctyl adipate, its synthetic concrete steps are: a, adipic acid (146.14g, 1.0mol), cyclohexanol (120.19g, 1.2mol) , 98% concentrated sulfuric acid (1.50g, 0.015mol) and toluene (300mL) were added in a 1L three-necked flask, and heated to reflux in an oil bath at 110°C to separate water until anhydrous was generated; b. Add isooctyl alcohol to the reactor (169.30g, 1.3mol), continue to heat at 110°C in an oil bath to reflux to separate water until anhydrous is formed, and cool to room temperature; c, rotary evaporation at 45°C to remove toluene; d, vacuum distillation at 180°C to obtain asymmetric hexadiene Acid cyclohexyl isooctyl ester (97% yield, 330.29 g), colorless liquid.

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Abstract

The invention provides asymmetric adipic acid cyclohexanol isooctyl alcohol ester and a synthetic method and application thereof. The research is jointly funded by the science and technology fund project of Guizhou Provincial Science and Technology Bureau (Qian Ke He J Zi [2015] No. 2003) and the doctor fund project of Anshun University (asubsjj201501). The synthetic method specifically comprises the steps that a catalyst, a water-carrying agent, adipic acid and cyclohexanol are added into a reactor, and heating reflux is performed for water separation until no water is generated; isooctyl alcohol is added into the reactor, heating reflux is continued for water separation until no water is generated, and the mixture is cooled to room temperature; rotary evaporation is performed to remove the water-carrying agent; lastly, reduced pressure distillation is performed to obtain the asymmetric adipic acid cyclohexanol isooctyl alcohol ester. Being an environment-friendly plasticizer, the asymmetric adipic acid cyclohexanol isooctyl alcohol ester has the advantages that the plastification effect and cold resistance are good, and flexibility of a PVC product is good.

Description

technical field [0001] The invention belongs to the field of environment-friendly plasticizers, and relates to unsymmetrical cyclohexyl isooctyl adipate and its synthesis method and application. Background technique [0002] Plasticizer is an additive that increases the flexibility or liquefaction of materials. With the rapid development of the plastics industry, the demand for plasticizers is increasing year by year. The added objects include plastics, concrete, drywall materials, cement and Gypsum etc. [0003] At present, there are more than 500 kinds of commercial products, among which phthalate plasticizers are the main ones, especially di-octyl phthalate (DOP), dioctyl adipate (DOA) and phthalates. The production and consumption of dibutyl dicarboxylate (DBP) is the largest. Since the traditional plasticizer di-isooctyl phthalate (DOP) is suspected of carcinogenicity by the National Cancer Institute (NCD), its use is greatly limited (reference 1: WigotskyV.ChemicalAd...

Claims

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Application Information

Patent Timeline
20 Apr 2016
Publication
CN105503589A
IPC
C07C67/08; C07C69/34; C08K5/11
CPC
C07C67/08; C07C69/34; C08K5/11; C07C69/24
Inventors
王良广; 马娟