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Catalyst for synthesizing diphenyl methane diamino formic ether

A technology of phenylcarbamate and dicarbamate, applied in the field of applied catalysis, can solve the problems of many by-products, unsuitable for large-scale industrial production, and difficulties in separation and purification

Inactive Publication Date: 2006-05-24
CHENGDU ORGANIC CHEM CO LTD CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Therefore, this type of method is not suitable for producing raw materials for preparing pure MDI, because there are many by-products, separation and purification are difficult, and it is not suitable for large-scale industrial production

Method used

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  • Catalyst for synthesizing diphenyl methane diamino formic ether
  • Catalyst for synthesizing diphenyl methane diamino formic ether

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] 2.01g of methyl phenylcarbamate, 0.23g of zirconium oxychloride, 1.05g of 33% formaldehyde solution and 30mL of 27% phosphoric acid solution were charged in a 50mL three-port glass reactor, and the reaction materials and catalyst were all added at one time. The reaction was carried out at 115° C. for 4 hours under normal pressure. After the reaction was completed, the product was obtained by filtering, washing with water and drying. The resulting product and filtrate are analyzed by high-pressure liquid chromatography, and the results are: the conversion rate of methyl phenylcarbamate is 94%, and the yield of 4,4'-diphenylmethanedicarbamate methyl ester is 90.5%, and the selectivity is 96%. %, the yield of methyl 2,4′-diphenylmethanedicarbamate was 4.5%, with almost no detection of methyl 2,2′-diphenylmethanedicarbamate, trinuclear and polynuclear polymethylene polyphenyl The yield of base carbamate is lower.

Embodiment 2

[0020] 3g methyl phenylcarbamate, 1.86g 33% formaldehyde solution, 15mL 18% nitric acid solution, 15mL 30% phosphoric acid solution were charged in the 50mL three-necked glass reactor, and the reaction materials and the catalyzer were added at one time. The reaction was carried out at 100°C under normal pressure for 3 hours. After the reaction was completed, the product was obtained by filtering, washing with water and drying. Gained product and filtrate are analyzed with high-pressure liquid chromatography, and the result is: the conversion rate of methyl phenylcarbamate is 95%, the productive rate of 4,4'-diphenylmethane dicarbamic acid methyl ester is 65%, and selectivity is 68%. %, the yield of methyl 2,4'-diphenylmethanedicarbamate was 3%. In this reaction, no inorganic salt is added as an auxiliary agent, only mixed acid is used as a catalyst, and the yield of methyl 4,4'-diphenylmethanedicarbamate is only 65%.

Embodiment 3

[0022] 2.06g of methyl phenylcarbamate, 0.5g of paraformaldehyde, 0.18g of cobalt acetate and 30mL of 30% phosphoric acid solution were charged in a 50mL three-port glass reactor, and the reaction materials and the catalyst were all added at one time. The reaction was carried out at 105° C. for 5 hours under normal pressure, 30 mL of 30% phosphoric acid solution, the reaction materials and the catalyst were all added at one time. The reaction was carried out at 105° C. for 5 h under normal pressure. After the reaction was completed, the product was obtained by filtering, washing with water and drying. Gained product and filtrate are analyzed with high-pressure liquid chromatography, and the result is: the conversion rate of methyl phenylcarbamate is 92.5%, and the productive rate of 4,4'-diphenylmethane dicarbamate methyl ester is 91%, and selectivity is 98%. %, the yield of methyl 2,4'-diphenylmethanedicarbamate was 2.5%, the selectivity was 2.7%, almost no methyl 2,2'-diphen...

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Abstract

The present invention relates to a catalyst for preparing methylene diphenyl carbamate (MDN) by using carbanilic acid ester and methylenation reagent through one-step condensation reaction, specially it is used for synthesizing 4, 4í»-methylene diphenyl carbamate. Said catalyst uses inorganic acid as catalyst and inorganic salt as cocatalyst. The production rate of methylene diphenyl carbamate can be up to 91%, its selectivity is 96%. After the reaction is completed, it is filtered, washed and separated, the MDC product can be made.

Description

technical field [0001] The present invention relates to a kind of diphenylmethane dicarbamate (such as diphenylmethane dicarbamate) that generates diphenylmethane dicarbamate (such as diphenylmethane dicarbamate) The catalyst of methyl carbamate) is a mixed system composed of inorganic acid-inorganic salt, which is suitable for the field of applied catalysis. Background technique [0002] Diphenylmethane dicarbamate (MDC) can be used as a precursor compound for the synthesis of diphenylmethane diisocyanate (MDI). MDI is mainly used in the manufacture of polyurethane glue, widely used in the bonding of construction, automobiles, ships, aviation, electronics, glass, fiber, metal, etc., especially suitable for bonding rubber and high plasticized PVC, and is essential for the shoemaking industry The adhesive is also the type of glue with the largest amount of glue in the tape. In addition, it can also be used to produce polyurethane coatings, especially polyurethane color coat...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J27/00B01J21/00B01J23/00C07C269/06C07C271/06
Inventor 王公应王富强马飞曾毅姚洁王越
Owner CHENGDU ORGANIC CHEM CO LTD CHINESE ACAD OF SCI
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