A kind of method that titanium chelate catalyzes transesterification to prepare higher carbon alcohol phthalate
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A technology of diisononyl phthalate and phthalic acid is applied in the field of titanium chelate catalyzed transesterification to prepare higher alcohol phthalate, which can solve the problem of low consumption of raw materials, many side reactions, and human body irritation. It can achieve the effect of low consumption of raw materials, few side reactions and good stability.
Active Publication Date: 2021-02-02
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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[0005] In order to solve the problem of poor storage and transportation stability of phthalic anhydride raw materials, inconvenient feeding, strong irritation to human body, strong catalyst corrosion, and many side reactions in the process of preparing phthalic acid higher alcohol esters such as DINP, DIDP, and DPHP by phthalic anhydride esterification , raw material consumption and other outstanding problems, the purpose of the invention is: develop a kind of titanium chelate catalyzed transesterification to prepare the method for phthalic acid higher carbon alcohol esters such as DINP, DIDP, DPHP, have the following advantages: (1) adopt ortho Dimethyl phthalate, diethyl phthalate, dibutyl phthalate and other low-carbon alcohol esters of phthalate instead of phthalic anhydride as raw materials have good storage and transportation stability and convenient feeding; (2) Catalyst No corrosion and less dosage, less side reactions, low consumption of raw materials
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Embodiment 1
[0016] 19.4 grams of dimethyl phthalate (DMP, 0.1mol), 47.5 grams of 2-propylheptanol (2-PH, 0.3mol), 0.02 grams of o-phenanthroline titanium chelate (0.1% of DMP quality ) into a 100ml two-necked round-bottomed flask equipped with a water separator, the water separator was connected with a condenser, stirred evenly, and heated to 210°C for 4 hours of reaction. After the reaction, the mixture was qualitatively analyzed by gas chromatography-mass spectrometry, and passed Quantitative analysis by gas chromatography shows that the conversion rate of DMP and the selectivity of DPHP are both above 99%.
Embodiment 2～11
[0018] The specific methods of Examples 2-11 are similar to those of Example 1, and the specific reaction conditions and results are shown in Table 1. With o-phenanthroline, 2,2'-bipyridine, ethylenediamine, N,N-dimethylethylenediamine, N,N'-dimethylethylenediamine, N,N,N',N' -Tetramethylethylenediamine, 1,2-cyclohexanediamine nitrogen-nitrogen bidentate ligand titanium chelate, one or two or more are catalysts, dimethyl phthalate, phthalic acid Low-carbon alcohol esters of phthalates such as diethyl ester and dibutyl phthalate undergo transesterification with high-carbon alcohols such as 2-propylheptanol, isononanol, and isodecyl alcohol. The catalyst dosage is phthalate 0.01 to 0.1% of the mass of lower alcohol formic acid, the molar ratio of higher alcohol to lower alcohol phthalate is 2 to 4, the reaction temperature is 160 to 220°C, and the reaction time is 2 to 5 hours. Both the conversion rate of low-carbon alcohol ester and the selectivity of high-carbon alcohol ester...
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Abstract
The present invention relates to a kind of method that titanium chelate catalyzes transesterification to prepare higher carbon alcohol ester of phthalate, with dimethyl phthalate, diethyl phthalate and dibutyl phthalate Low-carbon alcohol phthalate and high-carbon alcohols such as isononanol, isodecyl alcohol, and 2-propylheptanol are used as raw materials, with o-phenanthroline, 2,2'-bipyridine, ethylenediamine, N,N ‑Dimethylethylenediamine, N,N′‑dimethylethylenediamine, N,N,N′,N′‑tetramethylethylenediamine, 1,2‑cyclohexanediamine, etc. The titanium chelate of the ligand is the catalyst, the amount of the catalyst is 0.01-0.1% of the mass of the lower alcohol phthalate, the molar ratio of the higher alcohol to the lower alcohol phthalate is 2-4, and the reaction temperature is 160- 220°C, the reaction time is 2 to 5 hours, the conversion rate of lower alcohol phthalate and the selectivity of higher alcohol phthalate are up to 99%. The invention has the advantages of good raw material storage and transportation stability, convenient feeding, less side reactions, low raw material consumption, no corrosion of the catalyst, and less consumption.
Description
technical field [0001] The invention belongs to the field of organic chemical industry, and in particular relates to a method for preparing higher alcohol phthalate by catalyzing transesterification with a titanium chelate. Background technique [0002] Plasticizers are indispensable additives for the production of rubber and plastic products such as plastics and rubber. They can weaken the intermolecular force, increase the mobility of molecular chains, and reduce crystallinity, thereby improving the flexibility, plasticity, and properties such as stretchability. At present, my country mainly uses low-end plasticizers such as dibutyl phthalate (DBP) and dioctyl phthalate (DOP), which have problems such as easy migration and precipitation, and large environmental impact. In Japan, the United States, the European Union and other places, the production and use of DBP and DOP have been restricted, and they have been mainly used by diisononyl phthalate (DINP), diisodecyl phthal...
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Patent Type & Authority Patents(China)
IPC IPC(8): C07C67/03C07C69/80
CPCC07C67/03C07C69/80
Inventor 黄义争徐杰高进郑玺孙颖苗虹石松车鹏华
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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