US 5,827,812 AGranted

Azeotrope-like compositions and their use

AssigneeMinnesota Mining and Manufacturing Company

InventorsRichard M. Flynn, Dean S. Milbrath, John G. Owens, Daniel R. Vitcak, Hideto Yanome

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Abstract

The invention provides azeotrope-like compositions consisting essentially of R.sub.f OCH.sub.3, where R.sub.f is a branched or straight chain perfluoroalkyl group having 4 carbon atoms, and one or more organic solvent(s) selected from the group consisting of: straight chain, branched chain and cyclic alkanes containing 6 to 8 carbon atoms; cyclic and acyclic ethers containing 4 to 6 carbon atoms; ketones having 3 carbon atoms; chlorinated alkanes containing 1, 3 or 4 carbon atoms; chlorinated alkenes containing 2 carbon atoms, alcohols containing 1 to 4 carbon atoms, partially fluorinated alcohols containing 2 to 3 carbon atoms, 1-bromopropane, acetonitrile, HCFC 225ca (1,1,-dichloro-2,2,3,3,3 pentafluoropropane and HCFC- 225cb (1,3-dichloro-1,1,2,2,3-pentafluoropropane).

Claims21

Dependent claims

An azeotrope-like composition including (a) perfluorobutyl methyl ether consisting essentially of perfluoro-n-butyl methyl ether and perfluoroisobutyl methyl ether, and (b) organic solvent, which composition is selected from the group consisting of:

(i) compositions consisting essentially of about 75 to 17 weight percent of the ether and about 25 to 83 weight percent trans-1,2-dichloroethylene that boil at about 39.degree. to 41.degree. C. at about 729 torr;
(ii) compositions consisting essentially of about 72 to 29 weight percent of the ether and about 28 to 71 weight percent cis-1,2-dichloroethylene that boil at about 51.degree. to 53.degree. C. at about 741 torr;
(iii) compositions consisting essentially of about 98 to 68 weight percent of the ether and about 2 to 32 weight percent 1,1,2-trichloroethylene that boil at about 57.degree. to 59.degree. C. at about 736 torr;
(iv) compositions consisting essentially of about 97 to 68 weight percent of the ether and about 3 to 32 weight percent 1-chlorobutane that boil at about 56.degree. to 58.degree. C. at about 728 torr;
(v) compositions consisting essentially of about 93 to 55 weight percent of the ether and about 7 to 45 weight percent 2-chlorobutane that boil at about 54.degree. to 56.degree. C. at about 737 torr;
(vi) compositions consisting essentially of about 94 to 62 weight percent of the ether and about 6 to 38 weight percent i-butyl chloride that boil at about 54.degree. to 56.degree. C. at about 730 torr;
(vii) compositions consisting essentially of about 72 to 13 weight percent of the ether and about 28 to 87 weight percent t-butyl chloride that boil at about 46.degree. to 48.degree. C. at about 733 torr;
(viii) compositions consisting essentially of about 98 to 82 weight percent of the ether and about 2 to 18 weight percent 1,2-dichloropropane that boil at about 58.degree. to 60.degree. C. at about 724 torr;
(ix) compositions consisting essentially of about 92 to 57 weight percent of the ether and about 8 to 43 weight percent 2,2-dichloropropane that boil at about 55.degree. to 57.degree. C. at about 735 torr;
(x) the composition consisting essentially of about 82 to 8 weight percent of the ether and about 18 to 92 weight percent methylene chloride that boil at about 33.degree. to 35.degree. C. at about 737 torr;
(xi) compositions consisting essentially of about 89 to 50 weight percent of the ether and about 11 to 50 weight percent 1 -bromopropane that boil at about 52.degree. to 54.degree. C. at about 729 torr;
and
(xii) compositions consisting essentially of about 39 to 10 weight percent of the ether and 61 to 90 weight percent of HCFC-225ca/cb that boil at about 52.degree. to 54.degree. C. at about 738 torr.

10 more elements

An azeotrope-like composition including (a) perfluorobutyl methyl ether consisting essentially of about 95 weight percent perfluoro-n-butyl methyl ether and about 5 weight percent perfluoroisobutyl methyl ether, and (b) organic solvent, which composition is selected from the group consisting of:

(i) compositions consisting essentially of the ether and trans-1,2-dichloroethylene which when fractionally distilled, form a distillate fraction that is an azeotrope that consists essentially of about 44 weight percent of the ether and 56 percent of the trans-1,2-dichloroethylene and boils at about 41.degree. C. at about 730 torr;
(ii) compositions consisting essentially of the ether and 1-chlorobutane which, when fractionally distilled, form a distillate fraction that is an azeotrope that consists essentially of about 86 weight percent of the ether and 14 percent of the 1-chlorobutane and boils at about 57.degree. C. at about 730 torr;
(iii) compositions consisting essentially of the ether and 1,2-dichloropropane which, when fractionally distilled, form a distillate fraction that is an azeotrope that consists essentially of about 95 weight percent of the ether and 5 percent of the 1,2-dichloropropane and boils at about 59.degree. C. at about 732 torr;
(iv) compositions consisting essentially of the ether and 2,2-dichloropropane which, when fractionally distilled, form a distillate fraction that is an azeotrope that consists essentially of about 77 weight percent of the ether and 23 percent of the 2,2-dichloropropane and boils at about 56.degree. C. at about 723 torr;
(v) compositions consisting essentially of the ether and t-butyl chloride which, when fractionally distilled, form a distillate fraction that is an azeotrope that consists essentially of about 46 weight percent of the ether and about 54 percent of the t-butyl chloride and boils at about 47.degree. C. at about 723 torr;
and
(vi) compositions consisting essentially of the ether and HCFC-225ca/cb which, when fractionally distilled, form a distillate fraction that is an azeotrope that consists essentially of about 26 weight percent of the ether and about 74 percent of the HCFC-225ca/cb and boils at about 53.degree. C. at about 723 torr;
wherein the concentrations of the ether and the organic solvent in the azeotrope-like composition differ from the concentrations of such components in the corresponding azeotrope by no more than ten percent.

5 more elements

An azeotrope-like composition including (a) perfluorobutyl methyl ether consisting essentially of about 35 weight percent perfluoro-n-butyl methyl ether and about 65 weight percent perfluoroisobutyl methyl ether, and (b) organic solvent, which composition is selected from the group consisting of:

(i) compositions consisting essentially of the ether and trans-1,2-dichloroethylene, the compositions, when fractionally distilled, form a distillate fraction that is an azeotrope that consists essentially of about 50 weight percent of the ether and 50 percent of the trans-1,2-dichloroethylene and boils at about 41.degree. C. at about 740 torr;
(ii) compositions consisting essentially of the ether and cis-1,2-dichloroethylene, the compositions, when fractionally distilled, form a distillate fraction that is an azeotrope that consists essentially of about 66 weight percent of the ether and 34 percent of the cis-1,2-dichloroethylene and boils at about 55.degree. C. at about 741 torr;
(iii) compositions consisting essentially of the ether and 1-chlorobutane, the compositions, when fractionally distilled, form a distillate fraction that is an azeotrope that consists essentially of about 88 weight percent of the ether and 12 percent of the 1-chlorobutane and boils at about 57.degree. C. at about 732 torr;
(iv) compositions consisting essentially of the ether and 2-chlorobutane, the compositions, when fractionally distilled, form a distillate fraction that is an azeotrope that consists essentially of about 79 weight percent of the ether and 21 percent of the 2-chlorobutane and boils at about 55.degree. C. at about 740 torr;
(v) compositions consisting essentially of the ether and i-butyl chloride, the compositions, when fractionally distilled, form a distillate fraction that is an azeotrope that consists essentially of about 80 weight percent of the ether and 20 percent of the i-butyl chloride and boils at about 55.degree. C. at about 741 torr;
(vi) compositions consisting essentially of the ether and t-butyl chloride, the compositions, when fractionally distilled, form a distillate fraction that is an azeotrope that consists essentially of about 47 weight percent of the ether and 53 percent of the t-butyl chloride and boils at about 48.degree. C. at about 743 torr;
(vii) compositions consisting essentially of the ether and 1,2-dichloropropane, the compositions, when fractionally distilled, form a distillate fraction that is an azeotrope that consists essentially of about 94 weight percent of the ether and 6 percent of the 1,2-dichloropropane and boils at about 59.degree. C. at about 745 torr;
(viii) compositions consisting essentially of the ether and 2,2-dichloropropane, the compositions, when fractionally distilled, form a distillate fraction that is an azeotrope that consists essentially of about 81 weight percent of the ether and 19 percent of the 2,2-dichloropropane and boils at about 55.degree. C. at about 727 torr;
(ix) compositions consisting essentially of the ether and methylene chloride, the compositions, when fractionally distilled, form a distillate fraction that is an azeotrope that consists essentially of about 45 weight percent of the ether and 55 percent of the methylene chloride and boils at about 35.degree. C. at about 743 torr;
(x) compositions consisting essentially of the ether and 1-bromopropane, the compositions, when fractionally distilled, form a distillate fraction that is an azeotrope that consists essentially of about 74 weight percent of the ether and about 26 percent of the 1-bromopropane and boils at about 53.degree. C. at about 731 torr;
(xi) compositions consisting essentially of the ether and HCFC-225 ca/cb, the compositions, when fractionally distilled, form a distillate fraction that is an azeotrope that consists essentially of about 31 weight percent of the ether and about 69 percent of the HCFC-225 ca/cb and boils at about 53.degree. C. at about 740 torr;
and
(xii) compositions consisting essentially of the ether and 1,1,2-trichloroethylene, the compositions, when fractionally distilled, form a distillate fraction that is an azeotrope that consists essentially of about 87 weight percent of the ether and about 13 weight percent of the 1,1,2-trichloroethylene and boils at about 58.degree. C. at about 744 torr;
wherein the concentrations of the ether and the organic solvent in the azeotrope-like composition differ from the concentrations of such components in the corresponding azeotrope by no more than ten percent.

11 more elements

Dependencies are inferred from the claim text.

Facts

Application: 08/648,264Filed 15 May 1996 · continuation in part
Priority: 16 May 1995
Granted: 27 Oct 1998
Term ends: Not estimatedThe source records don’t support an estimate.

Classification16 codes

C09K 5/10
Materials not undergoing a change of physical state when used: liquid materials
C11D 7/504
Azeotropic mixtures containing halogenated solvents: all solvents being halogenated hydrocarbons
C11D 7/5059
All solvents being halogenated hydrocarbons: mixtures containing chlorocarbons
C11D 7/5063
All solvents being halogenated hydrocarbons: halogenated hydrocarbons containing heteroatoms, e.g. fluoro alcohols