IP Library › Granted Patent US 8,470,944
Granted Patent B2
US 8,470,944 · App. 13/532,864 · Granted Jun 25, 2013

Polynorbornene pervaporation membrane films, preparation and use thereof

Inventors: Brian Knapp (Medina, OH); Edmund Elce (Lakewood, OH); Brian Bedwell (Palo Alto, CA); Leah Langsdorf (Akron, OH); Ryan Wilks (Hudson, OH)
Assignee: Promerus, LLC
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Quick Facts
Patent No.
US 8,470,944
App. No.
13/532,864
Granted
Jun 25, 2013
Kind
B2
Abstract

Embodiments in accordance with the present invention provide forming polynorbornenes useful for forming pervaporation membranes, the membranes themselves and methods of making such membranes.

Claims (12)

1. A vinyl addition polynorbornene polymer derived from norbornene, at least one norbornene-type monomer selected from hydroxyhexafluoroisopropyl norbornene (HFANB) and norbornene-methoxymethylhexafluoropropanol (HFIBONB), and at least one other norbornene-type monomer selected from methyl glycidyl ether norbornene (MGENB), glycol norbornene (GlycolNB), 5-decyl-2-norbornene (DeNB), hexyl norbornene (HxNB), butyl norbornene (NB-butyl), phenylethyl norbornene (PENB), trimethoxysilyl norbornene (TMSNB), triethoxysilyl norbornene (TESNB), 5-norbornene-2-methanol acetate (MeOAcNB), N-(bicyclo[2.2.1]hept-5-en-ylmethyl)-1,1,1-trifluoromethanesulfonamide (TFSNB) and bicyclo[2.2.1]hept-5-ene-2-tert-butyl-carboxylate (tBuEsNB) and wherein said polymer is having a weight average molecular weight (Mw) of at least about 400,000 and is useful in the preparation of a pervaporation membrane having a separation factor of at least about 10.

2. The vinyl addition polynorbornene polymer according to claim 1 , which is having a Mw of at least about 400,000 and a separation factor for butanol of at least about 10.

3. The vinyl addition polynorbornene polymer according to claim 2 , which is capable of forming a pervaporation membrane in a form of a tubular hollow fiber, a dense film flat sheet, or a thin film composite.

4. The vinyl addition polynorbornene polymer according to claim 3 , wherein said membrane having a separation factor of at least about 15 for butanol from a fermentation broth comprising at least 1% by weight butanol.

5. The vinyl addition polynorbornene polymer according to claim 4 , wherein said membrane having a flux for butanol of at least about 100 g/(m 2 ·h).

6. The vinyl addition polynorbornene polymer according to claim 1 , which comprises repeat units derived from hydroxyhexafluoroisopropyl norbornene.

7. The vinyl addition polynorbornene polymer according to claim 1 , which is a terpolymer comprising the repeat units derived from norbornene, hydroxyhexafluoroisopropyl norbornene and phenylethyl norbornene.

8. The vinyl addition polynorbornene polymer according to claim 1 , which is a terpolymer comprising the repeat units derived from norbornene, hydroxyhexafluoroisopropyl norbornene and 5-decyl-2-norbornene.

9. The vinyl addition polynorbornene polymer according to claim 1 , which is a terpolymer comprising the repeat units derived from norbornene, hydroxyhexafluoroisopropyl norbornene and glycol norbornene.

10. The vinyl addition polynorbornene polymer according to claim 1 , which is a terpolymer comprising the repeat units derived from norbornene, norbornene-methoxymethylhexafluoropropanol and phenylethyl norbornene.

11. The vinyl addition polynorbornene polymer according to claim 1 , which is a terpolymer comprising the repeat units derived from norbornene, hydroxyhexafluoroisopropyl norbornene and hexyl norbornene.

12. The vinyl addition polynorbornene polymer according to claim 1 , which is a terpolymer comprising the repeat units derived from norbornene, hydroxyhexafluoroisopropyl norbornene and butyl norbornene.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 26, 2013
From: PROMERUS, LLC
To: SUMITOMO BAKELITE CO., LTD.
Reel/Frame 030686/0564 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 20, 2013
From: KNAPP, BRIAN; ELCE, EDMUND; BEDWELL, BRIAN; LANGSDORF, LEAH; WILKS, RYAN
To: PROMERUS, LLC
Reel/Frame 030651/0453 →
Continuity (3)
Continuation 12360820 · Jan 27, 2009
Provisional Application 61024043 · Jan 28, 2008
Related Publication 20120283404A1 · Nov 8, 2012