US5008028A
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US
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Liquid compositions containing carboxylic esters
Assignee: Lubrizol Corp
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Filing: 1990-07-19
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Granted: 1991-04-16
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Expires: 2010-07-19
Abstract
Abstract A liquid composition is described which comprises (A) a major amount of a fluorine containing hydrocarbon containing one or two carbon atoms, and (B) a minor amount of a soluble organic lubricant comprising at least one carboxylic ester compound characterized by the formulae RO(R.sup.1 O).sub.n C(O)R.sup.2 (I) and R.sup.3 OC(O)R.sup.2 (II) wherein R is a hydrocarbyl group of at least 2 carbon atoms, R 1 is a hydrocarbylene group, R 2 is H, hydrocarbyl, -CF 3 , -R 4 CN, R 4 - NO 2 or R 5 OCH(R 6 )-, R 3 is a -R 4 CF 3 , R 4 CN or -R 4 NO 2 group, provided that R 3 may be a hydrocarbyl group when R 2 is -R 4 CN, n is an integer from 1 to about 50, R 4 is a hydrocarbylene group, R 5 is H, a lower hydrocarbyl group or R 7 C(O)- where R 7 is a hydrocarbyl group, and R 6 is H or a lower hydrocarbyl group. Liquid compositions also are described containing fluorine-containing hydrocarbons also containing other halogen such as chlorine. The liquid compositions are useful particularly as refrigeration liquids in refrigerators and air-conditioners including auto, home and industrial air-conditioners.
Inventors
- 👤 Scott T. Jolley
- 👤 Arturs Grava
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 15:59
CPC Classifications
C; C10; C10M; C10M171/00; C10M171/008; C09; C09K; C09K3/00; C09K3/30; C09K5/00; C09K5/02; C09K5/04; C09K5/041; C09K5/044; C09K5/045; C10M105/00; C10M105/08; C10M105/32; C10M105/34; C10M105/40; C10M105/50; C10M105/54; C10M105/56; C10M107/00; C10M107/20; C10M107/30; C10M107/32; C10M107/34; C09K2205/00; C09K2205/24; C10M2207/00; C10M2207/28; C10M2207/281; C10M2207/282; C10M2207/283; C10M2207/286; C10M2207/287; C10M2207/289; C10M2209/00; C10M2209/10; C10M2209/103; C10M2211/00; C10M2211/02; C10M2211/022; C10M2211/04; C10M2211/042; C10M2211/044; C10M2211/06; C10M2215/00; C10M2215/16; C10M2215/20; C10M2215/202; C10N; C10N2040/00; C10N2040/30; C10N2040/32; C10N2040/34; C10N2040/36; C10N2040/38; C10N2040/40; C10N2040/42; C10N2040/44; C10N2040/50
Claims Analysis
Total Claims: 34
Claim 1
Independent Claim
184 words
A liquid composition comprising (A) a major amount of a fluorine containing hydrocarbon containing one or two carbon atoms, and (B) a minor amount of a soluble organic lubricant comprising at least one carboxylic ester compound represented by one of the formulae RO(R.sup.1 O).sub.n C(O)R.sup.2 (I) and R.sup.3 OC(O)R.sup.2 (II) wherein R is a hydrocarbyl group of at least 2 carbon atoms, provided that when R 2 is H or hydrocarbyl, R contains at least 6 carbon atoms, R 1 is a hydrocarbylene group, R 2 is H, hydrocarbyl, -CF 3 , -R 4 CN, -R 4 - NO 2 , or R 5 OCH(R 6 )-, R 3 is a -R 4 CF 3 , -R 4 CN or -R 4 NO 2 group, provided that R 3 is a hydrocarbyl group when R 2 is -R 4 CN, n is an integer from 1 to about 50, R 4 is a hydrocarbylene group, R 5 is H, a lower hydrocarbyl group or R 7 C(O)- where R 7 is a hydrocarbyl group, and R 6 is H or a lower hydrocarbyl group.
Claim 2
Dependent Claim
184 words
A liquid composition comprising (A) a major amount of a fluorine containing hydrocarbon containing one or two carbon atoms, and (B) a minor amount of a soluble organic lubricant comprising at least one carboxylic ester compound represented by one of the formulae RO(R.sup.1 O).sub.n C(O)R.sup.2 (I) and R.sup.3 OC(O)R.sup.2 (II) wherein R is a hydrocarbyl group of at least 2 carbon atoms, provided that when R 2 is H or hydrocarbyl, R contains at least 6 carbon atoms, R 1 is a hydrocarbylene group, R 2 is H, hydrocarbyl, -CF 3 , -R 4 CN, -R 4 - NO 2 , or R 5 OCH(R 6 )-, R 3 is a -R 4 CF 3 , -R 4 CN or -R 4 NO 2 group, provided that R 3 is a hydrocarbyl group when R 2 is -R 4 CN, n is an integer from 1 to about 50, R 4 is a hydrocarbylene group, R 5 is H, a lower hydrocarbyl group or R 7 C(O)- where R 7 is a hydrocarbyl group, and R 6 is H or a lower hydrocarbyl group.
Claim 3
Dependent Claim
17 words
The liquid composition of claim 1 wherein fluorine is the only halogen in the fluorine-containing hydrocarbon (A).
Claim 4
Dependent Claim
13 words
The liquid composition of claim 1 wherein the fluorine-containing hydrocarbon (A) is 1,1,1,2-tetrafluoroethane.
Claim 5
Dependent Claim
35 words
The liquid composition of claim 1 comprising from about 70 to about 99% by weight of the fluorine-containing hydrocarbon (A) and from about 1 to about 30% by weight of the soluble organic lubricant (B).
Claim 6
Dependent Claim
15 words
The liquid composition of claim 1 wherein the lubricant (B) is characterized by Formula II.
Claim 7
Dependent Claim
208 words
A liquid composition comprising (A) from about 70 to about 99% by weight of a fluorohydrocarbon containing two carbon atoms, and (B) from about 1 to about 30% by weight of a soluble organic lubricant comprising at least one carboxylic ester compound represented by one of the formulae RO(R.sup.1 O).sub.n C(O)R.sup.2 (I) and R.sup.3 OC(O)R.sup.2 (II) wherein R is a hydrocarbyl group containing from 2 to about 50 carbon atoms, provided that when R 2 is H or hydrocarbyl, R contains at least 6 carbon atoms, R 1 is a hydrocarbylene group containing from 1 to about 7 carbon atoms, R 2 is H, hydrocarbyl, -CF 3 , -R 4 CN, -R 4 - NO 2 , or R 5 OCH(R 6 )-, R 3 is a -R 4 CF 3 , -R 4 CN or -R 4 NO 2 group, provided that R 3 is a hydrocarbyl group when R 2 is -R 4 CN, n is an integer from 1 to about 50, R 4 is a hydrocarbylene group containing from 1 to about 20 carbon atoms, R 5 is H, a lower hydrocarbyl group or R 7 C(O)- where R 7 is a hydrocarbyl group, and R 6 is H or a lower alkyl group.
Claim 8
Dependent Claim
208 words
A liquid composition comprising (A) from about 70 to about 99% by weight of a fluorohydrocarbon containing two carbon atoms, and (B) from about 1 to about 30% by weight of a soluble organic lubricant comprising at least one carboxylic ester compound represented by one of the formulae RO(R.sup.1 O).sub.n C(O)R.sup.2 (I) and R.sup.3 OC(O)R.sup.2 (II) wherein R is a hydrocarbyl group containing from 2 to about 50 carbon atoms, provided that when R 2 is H or hydrocarbyl, R contains at least 6 carbon atoms, R 1 is a hydrocarbylene group containing from 1 to about 7 carbon atoms, R 2 is H, hydrocarbyl, -CF 3 , -R 4 CN, -R 4 - NO 2 , or R 5 OCH(R 6 )-, R 3 is a -R 4 CF 3 , -R 4 CN or -R 4 NO 2 group, provided that R 3 is a hydrocarbyl group when R 2 is -R 4 CN, n is an integer from 1 to about 50, R 4 is a hydrocarbylene group containing from 1 to about 20 carbon atoms, R 5 is H, a lower hydrocarbyl group or R 7 C(O)- where R 7 is a hydrocarbyl group, and R 6 is H or a lower alkyl group.
Claim 9
Dependent Claim
12 words
The liquid composition of claim 6 wherein the fluorohydrocarbon (A) is 1,1,1,2-tetrafluoroethane.
Claim 10
Dependent Claim
30 words
The liquid composition of claim 6 wherein the lubricant (B) is characterized by Formula I and R 2 is an alkyl group containing from 1 to about 20 carbon atoms.
Claim 11
Dependent Claim
47 words
The liquid composition of claim 6 wherein the lubricant is characterized by Formula I and R 2 is characterized by the formula R 5 OCH 2 - wherein R 5 is a lower alkyl group, or R 7 C(O)- where R 7 is a lower alkyl group.
Claim 12
Dependent Claim
21 words
The liquid composition of claim 6 wherein the lubricant is characterized by Formula I and R 2 is -CF 3 .
Claim 13
Dependent Claim
15 words
The liquid composition of claim 6 wherein the lubricant (B) is characterized by Formula II.
Claim 14
Dependent Claim
16 words
The liquid composition of claim 11 wherein R 2 is H or a lower alkyl group.
Claim 15
Dependent Claim
28 words
The liquid composition of claim 11 wherein R 2 is -R 4 CN and R 3 is a hydrocarbyl group containing from 1 to about 20 carbon atoms.
Claim 16
Dependent Claim
16 words
The liquid composition of claim 6 wherein the lubricant is free of acetylenic and aromatic unsaturation.
Claim 17
Dependent Claim
137 words
A liquid composition comprising (A) from about 70 to about 99% by weight of 1,1,1,2-tetrafluoroethane, and (B) from about 1 to about 30% by weight of a soluble organic lubricant free of acetylenic and aromatic unsaturation and comprising at least one carboxylic ester compound represented by the formula RO(R.sup.1 O).sub.n C(O)R.sup.2 (I) wherein R is a hydrocarbyl group containing from 2 to about 20 carbon atoms, provided that when R 2 is H or hydrocarbyl, R contains at least 6 carbon atoms, R 1 is an alkylene group containing from 1 to about 3 carbon atoms, R 2 is hydrogen, a lower alkyl group, an alkoxy methylene group, or -R 4 CN, wherein R 4 is an alkylene group containing from 1 to about 20 carbon atoms, and n is an integer of 1 to about 20.
Claim 18
Dependent Claim
137 words
A liquid composition comprising (A) from about 70 to about 99% by weight of 1,1,1,2-tetrafluoroethane, and (B) from about 1 to about 30% by weight of a soluble organic lubricant free of acetylenic and aromatic unsaturation and comprising at least one carboxylic ester compound represented by the formula RO(R.sup.1 O).sub.n C(O)R.sup.2 (I) wherein R is a hydrocarbyl group containing from 2 to about 20 carbon atoms, provided that when R 2 is H or hydrocarbyl, R contains at least 6 carbon atoms, R 1 is an alkylene group containing from 1 to about 3 carbon atoms, R 2 is hydrogen, a lower alkyl group, an alkoxy methylene group, or -R 4 CN, wherein R 4 is an alkylene group containing from 1 to about 20 carbon atoms, and n is an integer of 1 to about 20.
Claim 19
Dependent Claim
16 words
The liquid composition of claim 15 wherein R 2 is H or a lower alkyl group.
Claim 20
Dependent Claim
13 words
The liquid composition of claim 15 wherein R 2 is -CF 3 .
Claim 21
Dependent Claim
15 words
The liquid composition of claim 15 wherein R 1 is a methylene or ethylene group.
Claim 22
Dependent Claim
29 words
The liquid composition of claim 15 wherein at least one of the hydrocarbyl group R or the hydrocarbylene group R 1 are branched-chain alkyl groups or branched-chain alkylene groups.
Claim 23
Dependent Claim
116 words
A liquid composition comprising (A) from about 70% to about 99% by weight of 1,1,1,2-tetrafluoroethane, and (B) from about 1 to about 30% by weight of at least one carboxylic ester compound, characterized by the formula R.sup.3 OC(O)R.sup.2 (II) wherein R 2 is H, an alkyl group containing from 1 to 10 carbon atoms, a lower alkoxymethylene group, -CF 3 , -R 4 NO 2 , R 7 C(O)OCH 2 -, or -R 4 CN, and R 3 is a -R 4 CF 3 , -R 4 CN or -R 4 NO 2 group wherein R 4 is an alkylene group containing from 1 to about 10 carbon atoms, and R 7 is a hydrocarbyl group.
Claim 24
Dependent Claim
116 words
A liquid composition comprising (A) from about 70% to about 99% by weight of 1,1,1,2-tetrafluoroethane, and (B) from about 1 to about 30% by weight of at least one carboxylic ester compound, characterized by the formula R.sup.3 OC(O)R.sup.2 (II) wherein R 2 is H, an alkyl group containing from 1 to 10 carbon atoms, a lower alkoxymethylene group, -CF 3 , -R 4 NO 2 , R 7 C(O)OCH 2 -, or -R 4 CN, and R 3 is a -R 4 CF 3 , -R 4 CN or -R 4 NO 2 group wherein R 4 is an alkylene group containing from 1 to about 10 carbon atoms, and R 7 is a hydrocarbyl group.
Claim 25
Dependent Claim
16 words
The liquid composition of claim 20 wherein R 2 is H or a lower alkyl group.
Claim 26
Dependent Claim
13 words
The liquid composition of claim 20 wherein R 2 is CF 3 .
Claim 27
Dependent Claim
26 words
The liquid composition of claim 20 wherein R 3 is -R 4 CN or -R 4 NO 2 wherein R 4 is a branched alkylene group.
Claim 28
Dependent Claim
25 words
The liquid composition of claim 20 wherein the alkyl group R 2 and the alkylene group R 4 are branched-chain alkyl or branched-chain alkylene groups.
Claim 29
Dependent Claim
23 words
The liquid composition of claim 1 wherein the hydrocarbyl group R in Formula I contains from about 14 to about 24 carbon atoms.
Claim 30
Dependent Claim
23 words
The liquid composition of claim 6 wherein the hydrocarbyl group R in Formula I contains from about 14 to about 24 carbon atoms.
Claim 31
Dependent Claim
23 words
The liquid composition of claim 15 wherein the hydrocarbyl group R in Formula I contains from about 14 to about 24 carbon atoms.
Claim 32
Dependent Claim
16 words
The liquid composition of claim 1 wherein n is an integer of at least about 3.
Claim 33
Dependent Claim
16 words
The liquid composition of claim 6 wherein n is an integer of at least about 3.
Claim 34
Dependent Claim
16 words
The liquid composition of claim 15 wherein n is an integer of at least about 3.
References Cited (Backward Citations)
US2040905A
Cited
US2040904A
Cited
US3894959A
Cited
US4248726A
Cited
US4267064A
Cited
EP0030127A1
Cited
US4428854A
Cited
US4455247A
Cited
US4431557A
Cited
US4454052A
Cited
EP0062516A1
Cited
US4559154A
Cited
US4755316A
Cited
US4900463A
Cited
US4959169A
Cited
JPH07125210A
Cited
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