IP Library Granted Patent US 10,093,559
Granted Patent B2
US 10,093,559 · App. 14/379,051 · Granted Oct 9, 2018

Dehydration of water containing source of formaldehyde, and a method for producing an ethylenically unsaturated carboxylic ester

Inventors: Yoshiyuki Himeno (Hiroshima, JP); Ken Ooyachi (Hiroshima, JP); Masahide Kondo (Hiroshima, JP)
Assignee: LUCITE INTERNATIONAL UK LIMITED
C02F1/448B01D61/362B01D71/028C07C45/786C07C67/343C07C67/56C02F2101/34Y02P20/582
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Quick Facts
Patent No.
US 10,093,559
App. No.
14/379,051
Granted
Oct 9, 2018
Kind
B2
Abstract

Disclosed are methods for dehydrating a water containing source of formaldehyde in which water is separated from the water containing source of formaldehyde using a zeolite membrane. In certain aspects, the water containing source of formaldehyde includes a separation enhancer having a relative static permittivity ranging from 2.5 to 20, and the water containing source of formaldehyde may further include methanol. In certain aspects, (meth)acrylic acid alkyl ester may be produced using the dehydrated source of formaldehyde.

Claims (14)

1. A method for dehydrating a water containing source of formaldehyde comprising:

(i) providing a water containing source of formaldehyde, a separation enhancer in an amount of at least 10% by mass or more with respect to 100% by mass of the water containing source of formaldehyde, and methanol, the water containing source of formaldehyde having a water concentration ranging from 0.5 to 25% by mass of the water containing source of formaldehyde;

(ii) contacting the water containing source of formaldehyde, separation enhancer, and methanol with a zeolite membrane, and

(iii) separating, by zeolite membrane pervaporation or zeolite membrane vapor permeation, at least 50% of the water from a majority of the water containing source of formaldehyde and from a majority of the separation enhancer thereby producing a dehydrated source of formaldehyde, the dehydrated source of formaldehyde including the majority of the separation enhancer therein,

wherein the separation enhancer has a static permittivity of between 2.5 and 20 at 20° C. and atmospheric pressure,

wherein the separated water of step (iii) is a permeate and the dehydrated source of formaldehyde including the majority of the separation enhancer therein of step (iii) is a retentate; and

wherein the temperature of the water containing source of formaldehyde during separation is 0 to 200° C.

2. The method for dehydrating the water containing source of formaldehyde according to claim 1 , wherein water is separated from the water containing source of formaldehyde by zeolite membrane vapor permeation.

3. The method for dehydrating the water containing source of formaldehyde according to claim 1 , wherein the separation enhancer is carboxylic acid ester.

4. The method for dehydrating the water containing source of formaldehyde according to claim 3 , wherein the carboxylic acid ester is selected from methyl methacrylate, methyl acrylate, methyl propanoate, ethyl ethanoate or methyl ethanoate.

5. The method for dehydrating the water containing source of formaldehyde according to claim 4 , wherein the carboxylic acid ester is methyl propanoate.

6. The method for dehydrating the water containing source of formaldehyde according to claim 1 , wherein the zeolite membrane is a Linde Type-A or chabazite zeolite membrane.

7. The method for dehydrating the water containing source of formaldehyde according to claim 5 , wherein the zeolite membrane is a Linde Type-4A or chabazite zeolite membrane.

8. The method for dehydrating the water containing source of formaldehyde according to claim 1 , wherein the separated water of step (iii) comprises at least 90 wt % of the permeate.

Assignments (2)
CHANGE OF NAME Recorded Jan 29, 2021
From: LUCITE INTERNATIONAL UK LIMITED
To: MITSUBISHI CHEMICAL UK LIMITED
Reel/Frame 055072/0175 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 4, 2014
From: MITSUBISHI RAYON CO., LTD.
To: LUCITE INTERNATIONAL UK LIMITED
Reel/Frame 033666/0763 →
Continuity (2)
Continuation PCTJP2012054498 · Feb 17, 2012
Related Publication 20150053616A1 · Feb 26, 2015