Polymers and membranes for separation of polar organic compounds from aqueous mixtures and methods of using

Patent metadata

Field	Value
Publication number	US-10086339-B2
Application number	US-201615066697-A
Country	US
Kind code	B2
Filing date	Mar 10, 2016
Priority date	Mar 10, 2015
Publication date	Oct 2, 2018
Grant date	Oct 2, 2018

Abstract

A polymer having a contact angle with water that is greater than or equal to 90° and a contact angle with 1,3-propane diol that is less than 90°. A pervaporation membrane comprising the polymer and a process for purifying a fermentation broth using a pervaporation membrane comprising the polymer is also described.

First claim

The invention claimed is:

1. A pervaporation membrane comprising a polymer having a contact angle with water that is greater than or equal to 90° and a contact angle with 1,3-propane diol that is less than 90° wherein the polymer comprises allylcyclohexylamine functionalized polysiloxane or repeating units derived from an allylcyclohexylamine based acrylate.

2. The pervaporation membrane of claim 1 , wherein the polymer comprises allylcyclohexylamine functionalized polysiloxane and the membrane further comprises styrene-butyl acrylate copolymer.

3. The pervaporation membrane of claim 1 , wherein the polymer comprises a repeating unit derived from an imidazolium functionalized acrylate monomer having a dibutyl phosphate counter ion.

4. The pervaporation membrane of claim 1 , wherein the membrane has a separation factor of 1,3-propane diol relative to water of greater than or equal to 5.

5. The pervaporation membrane of claim 4 , wherein the membrane has a separation factor of 1,3-propane diol relative to glycerin greater than or equal to 1.5.

6. The process for purifying a fermentation broth comprising:
contacting the broth with the pervaporation membrane of claim 1 pervaporation conditions to produce a product comprising 1,3-propane diol wherein the pervaporation membrane comprises a polymer having a contact angle with water that is greater than or equal to 90° and a contact angle with 1,3-propane diol that is less than 90° and the fermentation broth comprises 1,3-propane diol.

7. The process of claim 6 , further comprising removing solids from the fermentation broth prior to contact with the pervaporation membrane.

8. The process of claim 6 , further comprising distilling the product comprising 1,3-propane diol.

9. The process of claim 6 , wherein the pervaporation membrane has an upstream side and a downstream side and a gauge pressure on the upstream side is less than 10 atmospheres and absolute pressure on the downstream side is less than 50 millimeters of Hg.

10. The process of claim 6 , wherein the temperature of the fermentation broth is 15 to 50° C.

11. The process of claim 6 , wherein the pervaporation membrane has a mass uptake of pure water less than 1% and a mass uptake of pure 1,3-propane diol greater than 2.5%.

12. The process of claim 6 , wherein the pervaporation membrane has a separation factor of 1,3-propane diol relative to water greater than or equal to 5.

13. The process of claim 6 , wherein the polymer comprises repeating units derived from allylcyclohexylamine or tributyl phosphate.

14. The process of claim 13 , wherein the polymer comprises allylcyclohexylamine functionalized polysiloxane.

15. The process of claim 14 , wherein the membrane further comprises a styrene-butyl acrylate copolymer.

16. The process of claim 13 , wherein the polymer comprises a repeating unit derived from an allylcyclohexylamine based acrylate.

17. The process of claim 13 , wherein the polymer comprises a repeating unit derived from an imidazolium functionalized acrylate monomer having a dibutyl phosphate counter ion.

Assignees

• Univ Connecticut

Inventors

• Parnas Richard Steven
• Asandei Alexandru
• Kanjilal Baishali
• Noshadi Iman

Classifications

• C08F26/06

  by a heterocyclic ring containing nitrogen · CPC title

• C08G77/388

  containing nitrogen · CPC title

• B01D71/48

  Polyesters · CPC title

• C09D183/08

  containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen · CPC title

• C08G77/16

  to hydroxy groups · CPC title