Patent US5857212A successfully refreshed from Google Patents.
Patent US4898981A successfully refreshed from Google Patents.
US4898981A
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US
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Heteroatom containing perfluoroalkyl terminated neopentyl glycols and compositions therefrom
Assignee: BASF Corp
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Filing: 1988-06-20
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Granted: 1990-02-06
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Expires: 2008-06-20
Abstract
Abstract Heteroatom containing perfluoroalkyl terminated neopentyl glycols of the formula HO[--CH 2 C(CH 2 X--E--R f ) 2 CH 2 O] 1-3 --H prepared from halogenated neopentyl glycols and thiols of the formula R f --E--SH, or amines of the formula R f --E--NH--R wherein R f is a hydrophonic, olephobic fluoroaliphatic group of up to 20 carbon atoms, E is alkylene of up to 10 carbon atoms, optionally interrupted by up to three groups including --NR, --O, --S--, --SO 2 --, --O 2 C, CONR, and --SO 2 NR, and X is S,SO 2 or NR 2 , where R is independently hydrogen, alkyl, or hydroxyalkyl of 1 to 6 carbon atoms are described. The polymeric reaction products of said fluorinated diols, and optionally other diols with isocyanates to prepare polyurethanes; with amines and isocyanates, to prepare polyureas/polyurethanes; with acids or derivatives, to prepare polyesters or polycarbonates are disclosed. These include polymeric, random or block urethane, and/or urea, and/or ester compositions containing the residue of at least one R f -neopentyl glycol containing two perfluoroalkylhetero groups. These polymeric compositions provide improved thermal stability and useful low surface energy coatings with oil, water repellency and soil-release properties for textiles, glass, paper, leather and other materials.
Inventors
- 👤 Robert A. Falk
- 👤 Kirtland P. Clark
- 👤 Athanasios Karydas
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 13:38
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/30; C08G18/38; C08G18/3855; C08G18/3857; C08G18/3861; C07; C07C; C07C215/00; C07C215/02; C07C215/04; C07C215/06; C07C215/18; C07C311/00; C07C311/01; C07C311/02; C07C311/03; C07C311/04; C07C313/00; C07C313/08; C07C313/10; C07C313/12; C07C317/00; C07C317/16; C07C317/18; C07C323/00; C07C323/23; C07C323/24; C07C323/25; C07C323/39; C07C323/40; C07C323/41; C07C43/00; C07C43/02; C07C43/03; C07C43/04; C07C43/13; C07C43/137; C07D; C07D305/00; C07D305/02; C07D305/04; C07D305/06; C08G18/3802; C08G18/3804; C08G18/3812; C08G18/3863; C08G18/3865; C08G18/3868; C08G18/387; C08G18/40; C08G18/42; C08G18/46; C08G18/4607; C08G18/48; C08G18/50; C08G18/5003; C08G18/5015; C08G63/00; C08G63/68; C08G63/682; C08G63/6824; C08G65/00; C08G65/02; C08G65/04; C08G65/06; C08G65/16; C08G65/18; C08G65/22; C08G65/223; C08G65/226; C08G71/00; C08G71/04; D; D06; D06M; D06M15/00; D06M15/19; D06M15/37; D06M15/564; D06M15/576; D06N; D06N3/00; D06N3/12; D06N3/14; D06N3/146; D06M2200/00; D06M2200/10; D06M2200/11; D06M2200/12
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
109 words
A compound of formula I ##STR25## wherein R f is a straight or branched chain perfluoroalkyl of 1 to 18 carbon atoms or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbon atoms, E is branched or straight chain alkylene of 1 to 10 carbon atoms or said alkylene interrupted by one to three groups selected from the group consisting of --NR--, --O--, --S--, --SO 2 --, --COO--, --OOC--, --CONR-- and --SO 2 NR--, X is --S-- or --SO 2 --, and where R is independently hydrogen, alkyl of 1 to 6 carbon atoms or hydroxyalkyl of 1 to 6 carbon atoms, and m is 1 to 3.
Claim 2
Dependent Claim
109 words
A compound of formula I ##STR25## wherein R f is a straight or branched chain perfluoroalkyl of 1 to 18 carbon atoms or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbon atoms, E is branched or straight chain alkylene of 1 to 10 carbon atoms or said alkylene interrupted by one to three groups selected from the group consisting of --NR--, --O--, --S--, --SO 2 --, --COO--, --OOC--, --CONR-- and --SO 2 NR--, X is --S-- or --SO 2 --, and where R is independently hydrogen, alkyl of 1 to 6 carbon atoms or hydroxyalkyl of 1 to 6 carbon atoms, and m is 1 to 3.
Claim 3
Dependent Claim
94 words
A compound of formula I according to claim 1 where R f is perfluoroalkyl of 2 to 12 carbon atoms or perfluoroalkyl of 2 to 6 carbon atoms substituted by perfluoroalkoxy of 2 to 6 carbon atoms, E is alkylene of 2 to 6 carbon atoms, --CONHCH 2 CH 2 --, --CH 2 CH 2 N(CH 3 )CH 2 CH 2 --, CH 2 CH 2 SO 2 NHCH 2 CH 2 --, or --SO 2 NHCH 2 CH 2 --, X is --S-- or --SO 2 --, and m is 1 or 2.
Claim 4
Dependent Claim
30 words
A compound of formula I according to claim 1 wherein R f is perfluoroalkyl of 6 to 12 carbon atoms, E is ethylene, X is --S--, and m is 1.
Claim 5
Dependent Claim
30 words
A compound of formula I according to claim 1 wherein R f is perfluoroalkyl of 6 to 12 carbon atoms, E is ethylene, X is --S--, and m is 2.
Claim 6
Dependent Claim
25 words
A compound according to claim 1 which is (C 6 F 13 CH 2 CH 2 SCH 2 ) 2 C(CH 2 OH) 2 .
Claim 7
Dependent Claim
25 words
A compound according to claim 1 which is (C 8 F 17 CH 2 CH 2 SCH 2 ) 2 C(CH 2 OH) 2 .
Claim 8
Dependent Claim
25 words
A compound according to claim 1 which is (C 7 F 15 CONHCH 2 CH 2 SCH 2 ) 2 C(CH 2 OH) 2 .
Claim 9
Dependent Claim
34 words
A compound according to claim 1 which is [(CF 3 ) 2 CFO(CF 2 ) n CH 2 CH 2 SCH 2 ] 2 C(CH 2 OH) 2 where n is 3 or 4.
Claim 10
Dependent Claim
27 words
A compound according to claim 1 which is [(CF 3 ) 2 CFOCF 2 CH 2 CH 2 SCH 2 ] 2 C(CH 2 OH) 2 .
Claim 11
Dependent Claim
42 words
A compound according to claim 1 which is HO[CH 2 C(CH 2 SCH 2 CH 2 R f ) 2 CH 2 O] 2 H where R f is a mixture of C 8 F 17 and C 10 F 21 .
Claim 12
Dependent Claim
27 words
A compound according to claim 1 which is (C 8 F 17 CH 2 CH 2 SO 2 CH 2 ) 2 C(CH 2 OH) 2 .
Claim 13
Dependent Claim
50 words
A compound according to claim 1 which is (R f CH 2 --CH 2 SCH 2 ) 2 C(CH 2 OH) 2 where R f is a mixture of C 4 F 9 , C 6 F 13 , C 8 F 17 , and C 10 F 21 .
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-02-05 | 1993-08-07 | 1994-02-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-02-05 | 1997-08-07 | 1998-02-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-02-05 | 2001-08-07 | 2002-02-06 | $7700.00 | Window Closed / Lapsed |