IP Library Granted Patent US 8,981,132
Granted Patent B2
US 8,981,132 · App. 14/252,149 · Granted Mar 17, 2015

Pretreated epoxidation catalyst and a process for producing an olefin therewith

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Quick Facts
Patent No.
US 8,981,132
App. No.
14/252,149
Granted
Mar 17, 2015
Kind
B2
Abstract

A pretreated titanium silicalite with MFI structure (TS-1) catalyst which has been pretreated with methanol, and then optionally filtered and optionally air-dried to form a pretreated activated TS-1 catalyst. The activated TS-1 may be used in an epoxidation reaction with no additional methanol added and has equivalent activity to TS-1 used with large excesses of methanol. By removing the need for additional methanol during the reaction, the losses of epichlorohydrin from solvolysis are minimized significantly.

Claims (4)

1. A multiple liquid phase composition, useful for preparing an oxirane product, comprising a reaction mixture of: (a) at least one olefin; wherein the olefin is selected from one of (i) an aliphatic olefin or substituted aliphatic olefin, with the proviso that the aliphatic olefin is not propylene, (ii) a cycloaliphatic olefin, (iii) an aromatic olefin and mixtures thereof; (b) at least one peroxide compound; and (c) a titanium silicalite catalyst with MFI structure (TS-1 catalyst) pretreated with methanol at a mole ratio of methanol to TS-1 catalyst from 0.1:1 methanol:TS-1 catalyst to 100:1 methanol:TS-1 catalyst at a temperature of from about −20° C. to about 60° C. for about 1 minute to about 24 hours and air-dried such that at least a portion of the methanol is chemically bound to the activated catalyst and a portion of the methanol is not chemically bound to the activated catalyst; and wherein the fraction of titanium that is chemically bonded with methanol in the activated catalyst comprises from 50% to 200% as determined by IR spectroscopy at a frequency of 950-970 cm −1 .

2. The composition of claim 1 , wherein the at least one olefin comprises allyl chloride; and the at least one oxirane product comprises epichlorohydrin.

3. The composition of claim 1 , wherein the at least one peroxide compound comprises hydrogen peroxide.

4. The composition of claim 1 , wherein the titanium silicalite catalyst is in the form of a solid activated catalyst and wherein said catalyst maintains its reactivity in the epoxidation reaction.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 11, 2015
From: DOW GLOBAL TECHNOLOGIES LLC
To: BLUE CUBE IP LLC
Reel/Frame 035887/0193 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 9, 2014
From: CRAMPTON, HANNAH L.
To: DOW GLOBAL TECHNOLOGIES INC.
Reel/Frame 033920/0711 →
CHANGE OF NAME Recorded Oct 9, 2014
From: DOW GLOBAL TECHNOLOGIES INC.
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 033935/0236 →