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US4766234A
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Urethanes which contain perfluoroalkyl groups, epichlorohydrin groups and dialcohol radicals, the preparation and use thereof
Assignee: Clariant Produkte Deutschland GmbH
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Filing: 1986-11-12
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Granted: 1988-08-23
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Expires: 2006-11-12
Abstract
Abstract The novel urethanes, in addition to at least one perfluoroalkyl group, also contain epichlorohydrin groups and dialcohol radicals in the molecule. They are prepared by reacting a fluorine-containing alcohol with epichlorohydrin to give the perfluoroalkyl-epichlorohydrin adduct, reacting this adduct with a di- or triisocyanate to give the perfluoroalkyl-epichlorohydrin-isocyanate adduct and by reacting this adduct with a dialcohol or a monoetherified dialcohol to give the desired urethanes having a perfluoroalkyl group and having epichlorohydrin groups and dialcohol radicals, and by reacting a suitable urethane compound of this type with a perfluoroalkyl-containing di- or triisocyanate to give the desired urethanes having a plurality of perfluoroalkyl groups and having epichlorohydrin groups and dialcoholradicals. The novel urethanes are preferably used for the oleophobic and hydrophobic finishing of textiles.
Inventors
- 👤 Frank Wehowsky
- 👤 Rolf Kleber
- 👤 Lothar Jaeckel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 07:57
CPC Classifications
C; C07; C07C; C07C271/00; C07C271/06; C07C271/08; C07C271/10; C07C271/20; C07C275/00; C07C275/46; C07C275/58; C07C275/62; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/2805; C08G18/288; C08G18/2885; D; D06; D06M; D06M15/00; D06M15/19; D06M15/37; D06M15/564; D06M15/576
Claims Analysis
Total Claims: 4
Claim 1
Independent Claim
242 words
A urethane which contains perfluoralkyl groups, epichlorohydrin groups and dialcohol radicals and has the following formula 1 ##STR35## in which R f denotes a perfluoroalkyl group having 4 to 20 carbon atoms or an R' f SO 2 NR 1 group in which R' f is a perfluoroalkyl group having 4 to 20 carbon atoms and R 1 is H or an alkyl group having 1 to 4 carbon atoms, x is a whole number from 1 to 4, y is a number from 1 to 10, z is a number from 1 to 25, m is a number from 1 to 2 and n is a number from 1 to 2, the sum of m+n being at most 3, A denotes one of the groups conforming to the following formulae 2 to 10: ##STR36## R denotes an alkylene group having 2 to 6 carbon atoms, the chloromethylethylene group or a group of the formula --CH(CH 2 OCH 2 CH 2 --C 4 F 9 to C 20 F 41 )--CH 2 --, where R can also have more than one of these meanings if z is greater than 1, and B denotes the hydrogen atom, an alkyl group having 1 to 4 carbon atoms or a group conforming to the following formula 11 ##STR37## in which R f ", x', y', m', n' and A' have one of the meanings of R f , x, y, m, n and A, respectively.
Claim 2
Dependent Claim
242 words
A urethane which contains perfluoralkyl groups, epichlorohydrin groups and dialcohol radicals and has the following formula 1 ##STR35## in which R f denotes a perfluoroalkyl group having 4 to 20 carbon atoms or an R' f SO 2 NR 1 group in which R' f is a perfluoroalkyl group having 4 to 20 carbon atoms and R 1 is H or an alkyl group having 1 to 4 carbon atoms, x is a whole number from 1 to 4, y is a number from 1 to 10, z is a number from 1 to 25, m is a number from 1 to 2 and n is a number from 1 to 2, the sum of m+n being at most 3, A denotes one of the groups conforming to the following formulae 2 to 10: ##STR36## R denotes an alkylene group having 2 to 6 carbon atoms, the chloromethylethylene group or a group of the formula --CH(CH 2 OCH 2 CH 2 --C 4 F 9 to C 20 F 41 )--CH 2 --, where R can also have more than one of these meanings if z is greater than 1, and B denotes the hydrogen atom, an alkyl group having 1 to 4 carbon atoms or a group conforming to the following formula 11 ##STR37## in which R f ", x', y', m', n' and A' have one of the meanings of R f , x, y, m, n and A, respectively.
Claim 3
Dependent Claim
135 words
The urethane as claimed in claim 1, wherein R f denotes a perfluoroalkyl group having 6 to 16 carbon atoms, x denotes 2, y denotes 1 to 5, z denotes 1 to 20, m denotes 1 to 2, n denotes 1 to 2, the sum m+n being at most 3, A denotes a toluylene group or one of the three groups conforming to the formulae 8 to 10, R denotes an ethylene, propylene, butylene or a chloromethylethylene group, where R can also have more than one of these meanings if z is greater than 1, and B denotes H, an alkyl group having 1 to 4 carbon atoms or a group conforming to the formula 11, where A' is a toluylene group or one of the three groups conforming to the formulae 8 to 10.
Claim 4
Dependent Claim
175 words
The urethane as claimed in claim 1, wherein R f denotes a perfluoroalkyl group having 6 to 16 carbon atoms, x denotes 2, y denotes 1 to 5, z denotes 1 to 20, m denotes 1 to 2, n denotes 1 to 2, the sum of m +n being at most 3, A denotes a toluylene group or one of the three groups conforming to the formula 8 to 10, R denotes an ethylene, propylene, butylene or a chloromethylethylene group and in the case of z being greater than 1 also an ethylene and propylene group, and B denotes H, an alkyl group having 1 to 4 carbon atoms or a group conforming to the formula 11, where A' is a toluylene group or one of the three groups conforming to the formulae 8 to 10, R f " is a perfluoroalkyl group having 6 to 16 carbon atoms, x' is 2, y' is 1 to 5, m' is 1 to 2 and n' is 1 to 2, the sum m'+n' being at most 3.
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1991-08-23 | 1992-02-22 | 1992-08-23 | $2000.00 | Window Closed / Lapsed |
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