IP Library Granted Patent US 9,284,243
Granted Patent B2
US 9,284,243 · App. 14/407,144 · Granted Mar 15, 2016

Process for the production of methylbutynol

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Quick Facts
Patent No.
US 9,284,243
App. No.
14/407,144
Granted
Mar 15, 2016
Kind
B2
Abstract

Subject of the invention is a process for the production of methylbutynol, wherein the process comprises at least one pervaporation step. In a preferred embodiment, the process comprises the steps of (a) providing a feed composition comprising methylbutynol and water, (b) subjecting the feed composition to distillation in a distillation device, (c) removing a sidestream from the distillation device, the sidestream having a higher water content than the feed composition, and (d) subjecting said sidestream to pervaporation, thereby reducing the water content. The invention also relates to uses and devices relating to the inventive process.

Claims (26)

1. A process for the production or purification of methylbutynol (2-methyl-3-butyn-2-ol), comprising the steps of

(a) providing a feed composition comprising methylbutynol, water, and acetone,

(b) subjecting the feed composition to distillation in a distillation device,

(c) removing a sidestream from the distillation device, the sidestream having a higher water content than the feed composition, and

(d) subjecting said sidestream to pervaporation, thereby reducing the water content.

2. The process of claim 1 , wherein the feed composition is a crude reaction product of acetone and acetylene, or derived from such a crude reaction product.

3. The process of claim 1 , wherein the feed composition comprises 50 to 99.5% (w/w) methylbutynol and 0.1 to 25% (w/w) water.

4. The process of claim 1 , wherein the feed composition comprises

(i) 50 to 99.5% (w/w), methylbutynol,

(ii) 0.1 to 25% (w/w), water,

(iii) 0.1 to 25% (w/w), acetone, and

(iv) 0 to 10% (w/w), ammonia.

5. The process of claim 1 , wherein the feed composition in step (a) comprises acetone, wherein the distillate obtained from the distillation is enriched in acetone, compared to the feed composition, and/or wherein the distillation residue is enriched in methylbutynol, compared to the feed composition.

6. The process of claim 1 , wherein the distillation is carried out in the absence of an entrainer.

7. The process of claim 1 , wherein the sidestream in step (c) comprises 50 to 95% (w/w) methylbutynol and 10 to 40% (w/w) water.

8. The process of claim 1 , wherein the pervaporation is carried out with a polyvinyl alcohol membrane, polyimide membrane or ceramic membrane.

9. The process of claim 1 , wherein the pervaporation is carried out at a temperature between 80° C. and 100° C.

10. The process of claim 1 , wherein the retentate of the pervaporation is reintroduced into the distillation device.

11. The process of claim 1 , wherein the distillation residue comprises more than 99.5% (w/w) methylbutynol and less than 0.1.

12. The process of claim 1 , wherein the process is a continuous process.

13. The process of claim 1 , wherein the feed composition comprises

(i) 75 to 99% (w/w) methylbutynol,

(ii) 0.2 to 10% (w/w) water,

(iii) 0.2 to 10% (w/w), acetone,

(iv) 0.2 to 7.5% (w/w), ammonia.

14. The process of claim 1 , wherein the distillation residue comprises more than 99.5% (w/w) methylbutynol and less than 0.03%, (w/w) water.

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 6, 2026
From: ARXADA AG
To: ARXADA SWITZERLAND AG
Reel/Frame 073715/0962 →
CHANGE OF NAME Recorded Dec 4, 2021
From: LONZA SOLUTIONS AG
To: ARXADA AG
Reel/Frame 058414/0403 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 11, 2020
From: LONZA LTD (ALSO KNOWN AS LONZA AG)
To: LONZA SOLUTIONS AG
Reel/Frame 053453/0437 →
CORRECTIVE ASSIGNMENT TO CORRECT THE COUNTRY OF RECEIVING PARTY PREVIOUSLY RECORDED AT REEL: 034871 FRAME: 0593. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Jan 12, 2016
From: OTTIGER, STEFAN; SCHOLL, THOMAS; STOFFEL, STEFAN; KALBERMATTER, KLAUS; KLEIN, ANDREAS; NEDUNGADI, KISHORE
To: LONZA LTD
Reel/Frame 037591/0135 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 3, 2015
From: OTTIGER, STEFAN; SCHOLL, THOMAS; STOFFEL, STEFAN; KALBERMATTER, KLAUS; KLEIN, ANDREAS; NEDUNGADI, KISHORE
To: LONZA LTD
Reel/Frame 034871/0593 →