Polyolefin interpenetrated network material for hydrocarbon recovery

Patent metadata

Field	Value
Publication number	US-9861954-B2
Application number	US-201514857440-A
Country	US
Kind code	B2
Filing date	Sep 17, 2015
Priority date	Sep 17, 2015
Publication date	Jan 9, 2018
Grant date	Jan 9, 2018

Abstract

Interpenetrated polyolefin network for use in recovering or containing hydrocarbons such as hydrocarbons contained in oil, are disclosed. Advantageously, the interpenetrated polyolefin networks absorb the hydrocarbon, including viscous hydrocarbons and crude oils, to form a gel that can be collected and processed by heat to release the collected hydrocarbons.

First claim

What is claimed is:

1. A polyolefin interpenetrated network comprising a soft polyolefin network and a rigid polyolefin network, wherein the rigid polyolefin network is either amorphous with a Tg of at least 50° C. or semi-crystalline with a Tm of no less than 35° C., wherein the soft polyolefin network is represented by formula (I)

wherein (CH 2 —CH(R)) represents the same or different olefin repeating unit; R is independently H or a C 1 -C 28 linear, branched, or cyclic alkyl moiety; n is an integer greater than about 500; (CH 2 —CH(Ar)) represents the same or different aromatic repeating unit; Ar is an aryl moiety that can be substituted with one or more R 1 groups; wherein R 1 is a C 1 to C 10 linear, branched, or cyclic alkyl moiety that can be substituted with one or more C 1 to C 5 alkyl groups; p is an integer in the range from 0 to 15,000; R 2 is either present or absent and when R 2 is present, R 2 is a C 1 to C 10 linear, branched, or cyclic alkyl moiety that can be substituted with one or more C 1 to C 5 alkyl groups; X is a cross-linking moiety resulting; and q is an integer greater than about 5.

2. The polyolefin interpenetrated network of claim 1 , wherein the polyolefin interpenetrated network is in the form of either an interpenetrating polymer network (IPN) or a semi-interpenetrating polymer network (SIPN).

3. The polyolefin interpenetrated network of claim 1 , wherein the rigid polyolefin network is represented by formula (II):

wherein (CH 2 —CH(Ar)) represents the same or different aromatic repeating unit; Ar is an aryl moiety that can be substituted with one or more R 1 groups; wherein R 1 is a C 1 to C 10 linear, branched, or cyclic alkyl moiety that can be substituted with one or more C 1 to C 5 alkyl groups; p1 is an integer greater than about 500; R 2 is either present or absent and when R 2 is present, R 2 is a C 1 to C 10 linear, branched, or cyclic alkyl moiety that can be substituted with one or more C 1 to C 5 alkyl groups; X is a cross-linking moiety; and q1 is an integer greater than about 5.

4. The polyolefin interpenetrated network of claim 1 , wherein the rigid polyolefin network is represented by formula III:

wherein (CH 2 —CH(R 3 )) represents a C 2 -C 8 alpha olefin; R 3 is independently H or a C 1 -C 6 linear, branched, or cyclic alkyl or aromatic moiety; m is an integer greater than about 500, G is a pendant side group, which is different from R 3 and can be linear or branched alkyl group, or a cyclic aliphatic or aromatic group; s is an integer in the range from 0 to 5,000; and the ratio of m to s is greater than about 5.

5. The polyolefin interpenetrated network of claim 1 , wherein the rigid polyolefin network is a semi-crystalline polyolefin thermoplastic that has a Tm of not less than about 35° C.

6. The polyolefin interpenetrated network of claim 1 , wherein the polyolefin interpenetrated network has a weight ratio of from about 1:10 to about 10:1 of the soft polyolefin network of formula (I) to the rigid polyolefin network.

7. The polyolefin interpenetrated network of claim 6 , wherein the soft polyolefin network includes from about 70 mole % to about 99.9 mole % of one or more C 4-12 aliphatic olefins as (CH 2 —CH(R)), from about 0 to 30 mole % of one or more (CH 2 —CH(Ar)) and from about 0.1 to 3 mole % of a cross-linker and wherein the rigid polyolefin network is a linear low density polyethylene.

8. The polyolefin interpenetrated network of claim 1 , wherein the polyolefin interpenetrated network is in the form of a foam or film.

9. A process of making a polyolefin interpenetrated network, the process comprising:
mixing a precursor to the soft polyolefin network of formula (I) of claim 1 with a precursor to the rigid polyolefin network of claim 1 to make a polyolefin interpenetrated network according to claim 1 .

10. A method of recovering hydrocarbon, the method comprising contacting at least one hydrocarbon with the polyolefin interpenetrated network of claim 1 to absorb the at least hydrocarbon in the polyolefin interpenetrated network.

11. The method of claim 10 , wherein X is a cross-linking moiety that is a residue formed by thermal cycloaddition reaction between two pendant styrene units.

12. The method of claim 10 , wherein the soft polyolefin network is completely amorphous.

13. The method of claim 10 , wherein the soft polyolefin network has a Tg of less than about 10° C.

14. The method of claim 10 , comprising contacting the polyolefin interpenetrated network with crude oil as the at least one hydrocarbon.

15. The method of claim 10 , further comprising collecting the polyolefin interpenetrated network containing the at least one hydrocarbon and separating the at least one hydrocarbon from the polyolefin interpenetrated network.

16. The method of claim 10 , further comprising heating the polyolefin interpenetrated network containing the at least one hydrocarbon to separate the at least one hydrocarbon from the polyolefin interpenetrated network.

17. The method of claim 16 , further comprising decomposing the polyolefin interpenetrated network containing the at least one hydrocarbon to hydrocarbons without residue.

18. A method of recovering a hydrocarbon, the method comprising:
heating a polyolefin interpenetrated network according to claim 1 and containing at least one liquid hydrocarbon to release the at least one liquid hydrocarbon from the polyolefin interpenetrated network.

Assignees

• Penn State Res Found

Inventors

• Chung Tze Chiang
• Nam Changwoo
• Zhang Gang

Classifications

• C08J2425/08

  Copolymers of styrene (C08J2429/08, C08J2435/06, C08J2455/02 take precedence) · CPC title

• C02F1/285

  using synthetic organic sorbents · CPC title

• C08L25/08

  Copolymers of styrene (C08L29/08, C08L35/06, C08L55/02 take precedence) · CPC title

• C07C7/12

  by adsorption, i.e. purification or separation of hydrocarbons with the aid of solids, e.g. with ion-exchangers · CPC title

• C08J2323/06

  Polyethene · CPC title