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Study On The Application Of 1, 2-Cyclohexanediol

Posted on:2004-09-29Degree:MasterType:Thesis
Country:ChinaCandidate:J M YuanFull Text:PDF
GTID:2121360122467101Subject:Applied Chemistry
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1,2-cyclohexanediol(CHD) is an important raw material for organic synthesis. Many kinds of organic intermediate are prepared from it. 1,2-cyetohexanediol is used in medicine, pesticide, slap-up coating, surfactants, rubber assistants, liquid crystals etc. Aiming at the demand of national economy and linking the actual condition of domestic chemical industries, study and research on the application of 1,2-cyclohexanediol are performed in this paper. Poly(1,2-cyclohexanediol adipicate) and 1,2-cyclohexanediol diglycidyl ether have been synthesized.With the orthogonal design method and siagle-factor-experiment, the technics of synthesizing poly(1,2-cyclohexanediol adipicate) has been studied in this paper. At first, the key factors affecting this complicate reaction are determined, such as the ratio of alcohol to acid, times of esterification, times of condensation and degree of vacuum. Furthuemore the influence of reaction temperature, differett categpries of catalysts and the quality of catalysts are refocused. An excellent technics to synthesize poly(1,2-cyclohexanediol adipicate) is obtained as follow:(1) Tetrabutyl titanate is used as a catalyst in the amount of 0.4 mole percent based on adipic acid. The molar ratio of l,2-cyelohexanediol and adipic acid is 1.5. The esterification is performed for 4 hours on ISO.degfee.C. The condesation happens by rising vacuum progressively, with a residence time of 1 hour. A flaxen slabby transparent product is obtained, whose acid number of < 5 mg of KOH/g.(2) P-tuluenesulfonic acid is used as a catalyst in the amount of 0.8 mole percent based on adipic acid. The molar ratio of l,2-cyclohexaaediol and adipic acid is 1.5. The esterification is performed for 2 hours on 180-degree.C. The condesation happens by rising vacuum progressively, with a residence tame of 1 hoar. A flaxen slabby transparent product is obtained, whose acid number of < 10 mg of KOH/g.A polyurethane resin is synthesized by using this polyester. The polyurethane resin is high rigidity, wearable, high clarity and stabilization ia high temperature. Then the kinetics of synthesizing poly(l,2-cyclohexanfdiol adipicate) has studied and a kinetic equation is achieved as follow:-d[COOH]/dt=ka [Cat][COOH][OH]+K [COOH]2[OH]Moreover, With the orthogonal design method and single-factor-experiment, the technics of synthesizing 1,2-cyclohexanediol diglyeidyl ether has been studied in this paper. The influence of different categories of eatslyste, the quality of catalysts, proportions of the stuffs, reaction time of etherification, reaction temperature of etherification, reaction time of cyclization, reaction temperature of cyclization and reaction media are refocused. An excellent technics to synthesize 1,2-cyclohexanediol diglyeidyl ether is obtained. Boron trifluoride ethyl etherate (or boron trifluoride tetrahydron furan) is used as a catalyst in the amount of 0.4 mole percent based on 1,2-cyclohexanediol. The mole ratio of epichlorohydrin, sodium hydroxide and 1,2-cyclohexanediol is 2.3/2.1/1. The etherification temperature is 70.degree.C, with residence time of 4 hours. The cyclization temperature is 20. degree. C, with residence time of 4 hours. The product is an whiteness transparent liquid, whose viscosity is about 25cps, epoxide value is 0.595eq/100g and organic chloride is 6+100-3eq/100g.At last, a simulation about the process of synthesizing 1,2-cyclohexanediol diglyeidyl ether is performed. The simulation can be used in this kinds of reactions .The simulative result is close to experimental resilt.
Keywords/Search Tags:1, 2-cyclohexanediol(CHD), esterification, kinetics, etherification, mathematic simulation
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