IP Library Granted Patent US 9,885,002
Granted Patent B2
US 9,885,002 · App. 15/496,268 · Granted Feb 6, 2018

Carbon dioxide co-fluid

Inventor: Louis Rebrovic (New Bremen, OH)
Assignee: Emerson Climate Technologies, Inc.
C10M105/70C07D207/27C07D223/10C09K5/041F25B15/025F25B25/02F25B31/002F25B49/043C09K2205/106C10M2215/22C10M2215/223C10N2240/30F25B2400/23
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Quick Facts
Patent No.
US 9,885,002
App. No.
15/496,268
Granted
Feb 6, 2018
Kind
B2
Abstract

A carbon dioxide/co-fluid mixture is provided for use in a refrigeration cycle in which the carbon dioxide is alternately absorbed and desorbed from the co-fluid. Suitable co-fluids are selected from the class of alkoxylated carboxylic amides, wherein the amides are cyclic or non-cyclic. It has been discovered that N-2,5,8,11-tetraoxadodecyl-2-pyrrolidinone and its homologs exhibit an advantageous property of a high rate of desorption at lower temperatures.

Claims (37)

1. A compressor containing a lubricant, wherein the lubricant comprises a compound selected from

where m is 1 to 10; R is alkyl, alkenyl, or aryl with 1 to 26 carbon atoms; R′ is H or C 1-6 alkyl; R″ is H, methyl, or ethyl; R′″ is H, methyl, or ethyl; and at least one R″ and R′″ is H;

where m is 1 to 10; R is alkyl, alkenyl, or aryl with 1 to 26 carbon atoms; p is 1 to 3; R′ is H or C 1-6 alkyl; R″ is H, methyl, or ethyl; R′″ is H, methyl, or ethyl; and at least one R″ and R′″ is H;

where x is 1 to 4; n is 1 to 10; R′ is H or optionally substituted C 1-6 alkyl; R″ is H, methyl, or ethyl; R′″ is H, methyl, or ethyl; and at least one R″ and R′″ is H;

where y is 1 to 4; n is 1 to 10; p is 1 to 3; R′ is H or C 1-6 alkyl; R″ is H, methyl, or ethyl; R′″ is H, methyl, or ethyl; and at least one R″ and R′″ is H;

where z is 1 to 4; n is 1 to 10; R′ is H or optionally substituted C 1-6 alkyl; R″ is H, methyl, or ethyl; R′″ is H, methyl, or ethyl; and at least one of R″ and R′″ is H; and

where z is 1 to 4; n is 1 to 10; p is 1 to 3; R′ is H or optionally substituted C 1-6 alkyl; R″ is H, methyl, or ethyl; R′″ is H, methyl, or ethyl; and at least one of R″ and R′″ is H.

2. The compressor of claim 1 , wherein the lubricant comprises a compound of formula

where y is 1 to 4; n is 1 to 10; R′ is H or optionally substituted C 1-6 alkyl; R″ is H, methyl, or ethyl; R′″ is H, methyl, or ethyl; and at least one R″ and R′″ is H.

3. The compressor of claim 2 , wherein y is 2 or 4.

4. The compressor of claim 2 , wherein n is 1 to 4.

5. The compressor of claim 2 , wherein R′ is methyl.

6. The compressor of claim 2 , wherein R″ and R′″ are H.

7. The compressor of claim 2 , wherein y is 2 or 4, n is 3, R′ is methyl, and R″ and R′″ are both H.

8. The compressor of claim 1 , wherein the lubricant comprises a compound of formula

where x is 1 to 4; n is 1 to 10; R′ is H or optionally substituted C 1-6 alkyl; R″ is H, methyl, or ethyl; R′″ is H, methyl, or ethyl; and at least one R″ and R′″ is H.

9. The compressor of claim 8 , wherein x is 2 or 4.

10. The compressor of claim 8 , wherein n is 1 to 4.

11. The compressor of claim 8 , wherein R′ is methyl or C 1-3 alkyl substituted with alkylcarbamido.

12. The compressor of claim 8 , wherein R″ and R′″ are H.

13. The compressor of claim 8 , wherein x is 2 or 4, n is 3, R′ is methyl, and R″ and R′″ are both H.

14. The compressor of claim 1 , wherein the lubricant comprises a compound selected from

where m is 1 to 10; R is alkyl, alkenyl, or aryl with 1 to 26 carbon atoms; R′ is H or optionally substituted C 1-6 alkyl; R″ is H, methyl, or ethyl; R′″ is H, methyl, or ethyl; and

at least one R″ and R′″ is H.

15. The compressor of claim 14 , wherein R is alkyl.

16. The compressor of claim 14 , wherein R′ is methyl.

17. The compressor of claim 14 , wherein m is 1 to 4.

18. The compressor of claim 14 , wherein both R″ and R′″ are H.

19. The compressor of claim 14 , wherein R is alkyl with 7 to 17 carbon atoms.

20. The compressor of claim 14 , wherein the lubricant is selected from

21. The compressor of claim 1 , circulating a mixture through a climate control system, wherein the mixture comprises the lubricant and a refrigerant, wherein the refrigerant comprises carbon dioxide.

22. A cooling composition comprising carbon dioxide and a co-fluid, wherein the co-fluid is selected from compounds of formula

where m is 1 to 10; R is alkyl, alkenyl, or aryl with 1 to 26 carbon atoms; R′ is H or C 1-6 alkyl; R″ is H, methyl, or ethyl; R′″ is H, methyl, or ethyl; and at least one R″ and R′″ is H;

where x is 1 to 4; n is 1 to 10; R′ is H or optionally substituted C 1-6 alkyl; R″ is H, methyl, or ethyl; R′″ is H, methyl, or ethyl; and at least one R″ and R′″ is H; and

where y is 1 to 4; n is 1 to 10; p is 1 to 3; R′ is H or optionally substituted C 1-6 alkyl; R″ is H, methyl, or ethyl; R′″ is H, methyl, or ethyl; and at least one R″ and R′″ is H.

23. The cooling composition of claim 22 , wherein the co-fluid is selected from

24. A method of operating a refrigeration system comprising pumping the cooling composition according to claim 22 around a circuit containing in sequence a compressor, an absorber, an expander, and a desorber.

Assignments (6)
SECURITY INTEREST Recorded Jul 9, 2024
From: COPELAND LP
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS NOTES COLLATERAL AGENT
Reel/Frame 068241/0264 →
SECURITY INTEREST Recorded Jul 17, 2023
From: COPELAND LP
To: ROYAL BANK OF CANADA, AS COLLATERAL AGENT
Reel/Frame 064278/0598 →
SECURITY INTEREST Recorded Jul 17, 2023
From: COPELAND LP
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS NOTES COLLATERAL AGENT
Reel/Frame 064279/0327 →
SECURITY INTEREST Recorded Jul 17, 2023
From: COPELAND LP
To: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 064280/0695 →
ENTITY CONVERSION Recorded Jun 22, 2023
From: EMERSON CLIMATE TECHNOLOGIES, INC.
To: COPELAND LP
Reel/Frame 064058/0724 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 25, 2017
From: REBROVIC, LOUIS
To: EMERSON CLIMATE TECHNOLOGIES, INC.
Reel/Frame 042135/0737 →
Continuity (3)
Provisional Application 62329535 · Apr 29, 2016
Provisional Application 62329586 · Apr 29, 2016
Related Publication 20170313954A1 · Nov 2, 2017