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Process for production of methacrylic acid esters

A technology of methacrylate and methacrylic acid, applied in the preparation of carboxylate, carboxylate/lactone, and carboxyamide, etc., can solve the problem of no research on conversion and limited applicability of MMA residue recovery yield , limited capacity, etc.

Active Publication Date: 2016-02-10
ROHM & HAAS CO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The technique indicated that crystalline aluminosilicates such as NaX-type zeolites are very suitable for the dehydration of α-MOB; Limited suitability for residue recovery yields
[0007] Catalysts containing Cs and silica have been investigated for various reactions, including dehydration, aldol condensation, and Michael addition, but not for the conversion of α-MOB and / or β-MEMOB to MMA and MAA in the vapor phase.

Method used

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  • Process for production of methacrylic acid esters
  • Process for production of methacrylic acid esters
  • Process for production of methacrylic acid esters

Examples

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specific Embodiment

[0075] The following examples are provided to illustrate the invention and should not be construed as limiting its scope.

comparative test 1-10

[0076] Comparative Test 1 -10%Cs 2 O / SiO 2 Catalyst preparation (not an example of the invention)

[0077] 2.72 g of cesium acetate was dissolved in 75 g of deionized water to prepare an aqueous cesium acetate solution. Then add this aqueous solution to the silica gel ( Grade 636 silica gel, commercially available from Aldrich) in a round bottom flask. The mixture was stirred for 10 minutes, then rotovaped under vacuum to remove water. The powder was further dried in a vacuum oven at room temperature overnight, then dried at 120°C for 4 hours and calcined at 450°C for 5 hours in an air atmosphere in a box furnace. The calcined powder contained a nominal 10 wt% Cs 2 O and are named 10% Cs 2 O / SiO 2 . It was then pressed and sieved into 14-20 mesh particles, and then loaded into a fixed-bed reactor for catalytic performance evaluation.

comparative test 2-10

[0078] Comparative test 2 -10%Cs 2 O / Bi / SiO 2 (Bi / Si=0.0014) preparation of catalyst (not an embodiment of the invention)

[0079] Preparation containing 0.174gBi(NO 3 ) 3 ·5H 2 O and 50 g deionized water in water. Then 0.62 g of 5% by weight aqueous nitric acid was added to the mixture to help dissolve the bismuth nitrate salt. The mixture was stirred at room temperature, and then 2.27 g of cesium acetate were added. The solution was transferred to a solution containing 15 g of silica gel ( grade 636, commercially available from Aldrich Company) in a round bottom flask. The mixture was stirred for 10 min, then rotovaped under vacuum at 50 °C to remove water. The resulting powder was dried at 120° C. for 5 hours and calcined at 450° C. for 5 hours in an air atmosphere in a box furnace. It is then pressed and sieved into 14-20 mesh particles and named 10% Cs 2 O / Bi / SiO 2 (Bi / Si=0.0014), which has a nominal atomic ratio of Bi / Si of 0.0014.

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Abstract

The invention discloses a method for producing alpha-, beta-unsaturated carboxylic acid esters in high yield from acetone cyanohydrin and sulfuric acid through the separation and concurrent catalytic conversion of reaction side products to additional alpha-, beta- unsaturated carboxylic acid ester product. The catalyst comprises at least one Group IA element, and boron as a promoter, on a porous support.

Description

technical field [0001] The invention relates to a catalytic process for producing α-unsaturated carboxylic acid ester and β-unsaturated carboxylic acid ester by using acetone cyanohydrin and sulfuric acid. [0002] Cross References to Related Applications [0003] This application requests Provisional Application No. 61 / 839,590, filed June 26, 2013, which is hereby incorporated by reference in its entirety. Background technique [0004] There are a number of industrial processes used in practice to make such esters, including treatment of acetone cyanohydrin ("ACH") with sulfuric acid, two-step oxidation of isobutene or tert-butanol, and liquid phase catalytic condensation of propionaldehyde with formaldehyde. [0005] U.S. 4,529,816 describes a conventional process for making methyl methacrylate ("MMA") from ACH. In this process, sulfuric acid is used to hydrolyze ACH to produce alpha-hydroxyisobutyramide ("HIBAM") and alpha-sulfatoisobutyramide ("SIBAM"). Next, HIBAM a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J21/08C07C67/327
CPCB01J21/08C07C67/327B01J37/035B01J35/023B01J37/0036B01J23/04C07C69/54C07C51/09C07C67/08C07C67/317C07C67/54C07C231/10
Inventor A·M·雷蒙斯J·徐
Owner ROHM & HAAS CO
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