# US 9,751,820 B2 · Purification of isoprene from renewable resources

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- Number: US 9,751,820 B2
- Document ID: US9751820B2
- Status: Granted
- Kind: B2
- Application number: 14/682,930
- Filed: 2015-04-09
- Published: 2015-10-01
- Granted: 2017-09-05
- Earliest claimed: 2009-12-18
- Assignees: Danisco US Inc.; The Goodyear Tire & Rubber Company
- Applicants: Danisco US Inc.; The Goodyear Tire & Rubber Company
- Inventors: Frank J. Feher; John Kaluen Kan; Joseph C. McAuliffe; Thomas F. McCall; Lawrence J. Pickert; Christopher D. Ploetz; Stephan Rodewald; Timothy A. Sabo; Tang H. Wong
- Web page: https://patentgrep.com/patent/US9751820B2

## CPC

- C07C 11/18: Isoprene
- B01D 11/0426: {Counter-current multistage extraction towers in a vertical or sloping position}
- B01D 11/0492: {Applications, solvents used}
- C07C 7/04: by distillation
- C07C 7/10: by extraction, i.e. purification or separation of liquid hydrocarbons with the aid of liquids
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- B01D: SEPARATION (separating solids from solids by wet methods B03B, B03D; by pneumatic jigs or tables B03B; by other dry methods B07; magnetic or electrostatic separation of solid materials from solid materials or fluids, separation by high-voltage electric fields B03C; centrifuges, vortex apparatus B04; presses per se for squeezing-out liquid from liquid-containing material B30B9/02; treatment of water C02F, e.g. softening by ion-exchange C02F1/42; {arrangements of air intake cleaners in gas turbine plants F02C7/05} ; arrangements or mounting of filters in air-conditioning, air-humidification or ventilation F24F13/28)

## Abstract

Methods and apparatus for the purification of isoprene, such as the purification of a bioisoprene composition from fermentor off-gas. The apparatus includes two columns that process the fermentor off-gas, which includes isoprene and various impurities. A solvent is added to the off-gas in the first column, and the isoprene is stripped from the solvent in the second column. Also provided is a downstream further purification process. Also provided are the resulting purified isoprene compositions.

## Claims

### Claim 1

A composition comprising isoprene and a bio-byproduct impurity, wherein the bio-byproduct impurity comprises C5 hydrocarbons, and wherein there is greater than about 99.94% isoprene (w/w) relative to the weight of the C5 hydrocarbons, and less than about 0.05% of the bio-byproduct (w/w) relative to the weight of the isoprene,
wherein the bio-byproduct impurity comprises one or more compounds selected from the group consisting of: 2-heptanone, 6-methyl-5-hepten-2-one, 2,4,5-trimethylpyridine, 2,3,5-trimethylpyrazine, citronellal, acetaldehyde, methanethiol, methyl acetate, 1-propanol, diacetyl, 2-butanone, 2-methyl-3-buten-2-ol, ethyl acetate, 2-methyl-1-propanol, 3-methyl-1-butanal, 3-methyl-2-butanone, 1-butanol, 2-pentanone, 3-methyl-1-butanol, ethyl isobutyrate, 3-methyl-2-butenal, butyl acetate, 3-methylbutyl acetate, 3-methyl-3-but-1-enyl acetate, 3-methyl-2-but-1-enyl acetate, (E)-3,7-dimethyl-1,3,6-octatriene, (Z)-3,7-dimethyl-1,3,6-octatriene, (E,E)-3,7,11-trimethyl-1,3,6,10-dodecatetraene and (E)-7,11-dimethyl-3-methylene-1,6,10-dodecatriene.

### Claim 2 (depends on 1)

The composition of claim 1, wherein the composition further comprises greater than about 95% isoprene relative to the weight of the composition.

### Claim 3 (depends on 1)

The composition of claim 1, further comprising:
a solvent.