US4046944A
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Fluorinated condensation polymers and their use as soil release agents
Assignee: Novartis Corp
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Filing: 1976-04-06
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Granted: 1977-09-06
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Expires: 1996-04-06
Abstract
Abstract Fluorinated condensation polymers which are made up of a combination of Blocks I and II: ##STR1## In these structures R f is a branched or linear perfluoroalkyl or perfluorooxaalkyl group of 5-18 carbons, R 3 is an aliphatic triradical of 2-50 carbon atoms selected from the group consisting of branched or straight chain alkylene, alkylenethioalkylene, alkyleneoxyalkylene and alkyleneiminoalkylene, R 4 is hydrogen or methyl, D is the organic divalent radial of a diisocyanate, k is 8-100, m is an integer of 1 to 5, n is 1 or 2, and p is an integer of 1 to 5, Wherein Blocks I and II are combined in a ratio of at least about 15% to 70% by weight of Block I to 30% to 85% by weight of Block II. The blocks as defined are connected by urea linkages in the final product condensate. The polymer condensates of this invention are useful as coatings on textiles, glass, linoleum, leather, wood, tile, metals, plastics, and various materials. They are of particular use on textile materials as soil release agents, showing increased durability as compared to urethane-connected condensation block polymers.
Inventors
- 👤 Karl Friedrich Mueller
- 👤 Robert A. Falk
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 11:02
CPC Classifications
D; D06; D06M; D06M15/00; D06M15/19; D06M15/37; D06M15/564; D06M15/576; C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/30; C08G18/38; C08G18/3802; C08G18/3804; C08G18/3812; C08G18/3855; C08G18/3863; C08G18/3865; C08G18/3868; C08G18/387; C08G18/40; C08G18/48; C08G18/50; C08G18/5021; C08G18/5066; C08G18/70; C08G18/72; C08G18/80; C08G18/8003; C08G18/8054; Y; Y10; Y10S; Y10S8/00; Y10S8/11; Y10T; Y10T442/00; Y10T442/20; Y10T442/2279; Y10T442/2287
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
112 words
A fluorinated condensation polymer having a chemical structure containing the units ##STR13## in the ratio of 15-70% by weight of the fluorinated units to 30-85% by weight of the non-fluorinated polyethyleneoxide units, wherein R f is a branched or linear perfluoroalkyl or perfluorooxyalkyl group of 5-18 carbons, R 3 is an aliphatic triradical of 2-50 carbon atoms selected from the group consisting of branched or straight chain alkylene, alkylenethioalkylene, alkyleneoxyalkylene and alkyleneiminoalkylene, R 4 is hydrogen or methyl, D is the organic divalent radical of a diisocyanate, k is 8-100, m is an integer of 1 to 5, n is 1 or 2, and p is an integer of 1 to 5.
Claim 2
Dependent Claim
112 words
A fluorinated condensation polymer having a chemical structure containing the units ##STR13## in the ratio of 15-70% by weight of the fluorinated units to 30-85% by weight of the non-fluorinated polyethyleneoxide units, wherein R f is a branched or linear perfluoroalkyl or perfluorooxyalkyl group of 5-18 carbons, R 3 is an aliphatic triradical of 2-50 carbon atoms selected from the group consisting of branched or straight chain alkylene, alkylenethioalkylene, alkyleneoxyalkylene and alkyleneiminoalkylene, R 4 is hydrogen or methyl, D is the organic divalent radical of a diisocyanate, k is 8-100, m is an integer of 1 to 5, n is 1 or 2, and p is an integer of 1 to 5.
Claim 3
Dependent Claim
95 words
A fluorinated condensation polymer having a chemical structure containing the units ##STR14## in the ratio of 15-70% by weight of the fluorinated units to 30-85% by weight of the non-fluorinated polyethyleneoxide units, wherein n is 1, R 4 is hydrogen or methyl, D is the organic divalent radical of a diisocyanate, k is 8-100, m is an integer of 1 to 5, p is an integer of 1 to 5, and ##STR15## is the residue of a fluorinated diol of the formula R f R 3 (OH) 2 selected from the group consisting of: ##STR16##
Claim 4
Dependent Claim
95 words
A fluorinated condensation polymer having a chemical structure containing the units ##STR14## in the ratio of 15-70% by weight of the fluorinated units to 30-85% by weight of the non-fluorinated polyethyleneoxide units, wherein n is 1, R 4 is hydrogen or methyl, D is the organic divalent radical of a diisocyanate, k is 8-100, m is an integer of 1 to 5, p is an integer of 1 to 5, and ##STR15## is the residue of a fluorinated diol of the formula R f R 3 (OH) 2 selected from the group consisting of: ##STR16##
Claim 5
Dependent Claim
91 words
The polymer of claim 1, wherein ##STR17## is the residue of a fluorinated diol of the formula (R f ) n R 3 (OH) 2 selected from the group consisting of: ##STR18## wherein R 1 is a branched or straight chain alkylene of 1 to 12 carbon atoms and R 2 is a straight or branched chain alkylene of 1 to 12 carbon atoms or an alkylene-polyoxyalkylene of formula C r H 2r (OC s H 2s ) t , where r is 1-4, s is 2-4 and t is 1-4.
Claim 6
Dependent Claim
39 words
The polymer of claim 3, wherein (R f ) n R 3 (OH) 2 is of the formula, with n = 2: ##STR19## where R 1 is --C 2 H 4 -- and R 2 is --CH 2 --.
Claim 7
Dependent Claim
39 words
The polymer of claim 1, wherein (R f ) n R 3 (OH) 2 is of the formula, with n = 1: ##STR20## where R 1 is --C 2 H 4 -- and R 2 is --CH 2 --.
Claim 8
Dependent Claim
9 words
The polymer of claim 1, wherein k is 12-50.
Claim 9
Dependent Claim
9 words
The polymer of claim 3, wherein k is 12-50.
Claim 10
Dependent Claim
9 words
The polymer of claim 4, wherein k is 15-25.
Claim 11
Dependent Claim
9 words
The polymer of claim 5, wherein k is 15-25.
Claim 12
Dependent Claim
15 words
The polymer of claim 1, wherein R f is linear perfluoroalkyl of 6-12 carbon atoms.
Claim 13
Dependent Claim
25 words
The polymer of claim 10, wherein the ratio of fluorinated units to non-fluorinated polyethyleneoxide units is in the range of 30-60% to 40-70% by weight.
Claim 14
Dependent Claim
15 words
The polymer of claim 1, wherein D is selected from the group consisting of ##STR21##
Claim 15
Dependent Claim
66 words
The polymer of claim 12, wherein (R f ) n R 3 (OH) 2 is of the formula, with n = 2: ##STR22## wherein R 1 is --C 2 H 4 -- and R 2 is --CH 2 --, wherein k is 15 to 25 and wherein the ratio of fluorinated units to non-fluorinated polyethyleneoxide units is in the range of 30-60% to 40-70% by weight.
Claim 16
Dependent Claim
89 words
The polymer of claim 1, further containing units of the structure ##STR23## wherein X is oxygen or --NH--, R 6 is linear or branched alkylene group of 3-20 carbon atoms which is unsubstituted or is substituted with a tert-amino group or a carboxy group, a linear or branched alkyleneoxyalkylene of 3-20 carbon atoms, a linear or branched alkylenethioalkylene group of 3-20 carbon atoms, or a linear or branched alkylenetert-iminoalkylene group of 3-20 carbon atoms, q is 1 to 5, and D is the organic divalent radical of a diisocyanate.
Claim 17
Dependent Claim
18 words
The polymer of claim 14, wherein X is oxygen and ##STR24## or wherein X is --NH-- and ##STR25##
Claim 18
Dependent Claim
121 words
A composition comprising water and 10 to 60% of a fluorinated condensation polymer having a chemical structure containing the units ##STR26## in the ratio of 15-70% by weight of the fluorinated units to 30-85% by weight of the non-fluorinated polyethyleneoxide units, wherein R f is a branched or linear perfluoroalkyl or perfluorooxyalkyl group of 5-18 carbons, R 3 is an aliphatic triradical of 2-50 carbon atoms selected from the group consisting of branched or straight chain akylene, alkylenethioalkylene, alkyleneoxyalkylane and alkyleneiminoalkylene, R 4 is hydrogen or methyl, D is the organic divalent radical of a diisocyanate, k is 8-100, m is an integer of 1 to 5, n is 1 or 2, and p is an integer of 1 to 5.
Claim 19
Dependent Claim
121 words
A composition comprising water and 10 to 60% of a fluorinated condensation polymer having a chemical structure containing the units ##STR26## in the ratio of 15-70% by weight of the fluorinated units to 30-85% by weight of the non-fluorinated polyethyleneoxide units, wherein R f is a branched or linear perfluoroalkyl or perfluorooxyalkyl group of 5-18 carbons, R 3 is an aliphatic triradical of 2-50 carbon atoms selected from the group consisting of branched or straight chain akylene, alkylenethioalkylene, alkyleneoxyalkylane and alkyleneiminoalkylene, R 4 is hydrogen or methyl, D is the organic divalent radical of a diisocyanate, k is 8-100, m is an integer of 1 to 5, n is 1 or 2, and p is an integer of 1 to 5.
Claim 20
Dependent Claim
66 words
The composition of claim 16, wherein (R f ) n R 3 (OH) 2 is of the formula, with n = 2: ##STR27## wherein R 1 is --C 2 H 4 -- and R 2 is --CH 2 --, wherein k is 15 to 25 and wherein the ratio of fluorinated units to non-fluorinated polyethyleneoxide units is in the range of 30-60% to 40-70% by weight.
Claim 21
Dependent Claim
12 words
The composition according to claim 17, further comprising a water-miscible organic solvent.
Claim 22
Dependent Claim
134 words
A process of treating textiles, comprising the step of applying to a textile a composition comprising water and 10 to 60% of a fluorinated condensation polymer having a chemical structure containing the units ##STR28## in the ratio of 15-70% by weight of the fluorinated units to 30-85% by weight of the non-fluorinated polyethyleneoxide units, wherein R f is a branched or linear perfluoroalkyl or perfluorooxyalkyl group of 5-18 carbons, R 3 is an aliphatic triradical of 2-50 carbon atoms selected from the group consisting of branched or straight chain alkylene, alkylenethioalkylene, alkyleneoxyalkylane and alkyleneiminoalkylene, R 4 is hydrogen or methyl, D is the organic divalent radical of a diisocyanate, k is 8-100, m is an integer of 1 to 5, n is 1 or 2, and p is an integer of 1 to 5.
Claim 23
Dependent Claim
134 words
A process of treating textiles, comprising the step of applying to a textile a composition comprising water and 10 to 60% of a fluorinated condensation polymer having a chemical structure containing the units ##STR28## in the ratio of 15-70% by weight of the fluorinated units to 30-85% by weight of the non-fluorinated polyethyleneoxide units, wherein R f is a branched or linear perfluoroalkyl or perfluorooxyalkyl group of 5-18 carbons, R 3 is an aliphatic triradical of 2-50 carbon atoms selected from the group consisting of branched or straight chain alkylene, alkylenethioalkylene, alkyleneoxyalkylane and alkyleneiminoalkylene, R 4 is hydrogen or methyl, D is the organic divalent radical of a diisocyanate, k is 8-100, m is an integer of 1 to 5, n is 1 or 2, and p is an integer of 1 to 5.
Claim 24
Dependent Claim
122 words
A soil-releasing textile, consisting essentially of textile fibers coated with a fluroinated condensation polymer having a chemical structure containing the units ##STR29## in the ratio of 15-70% by weight of the fluorinated units to 30-85% by weight of the non-fluorinated polyethyleneoxide units wherein R f is a branched or linear perfluoroalkyl or perfluorooxyalkyl group of 5-18 carbons, R 3 is an aliphatic triradical of 2-50 carbon atoms selected from the group consisting of branched or straight chain akylene, alkylenethioalkylene, alkyleneoxyalkylane and alkyleneiminoalkylene, R 4 is hydrogen or methyl, D is the organic divalent radical of a diisocyanate, k is 8-100, m is an integer of 1 to 5, n is 1 or 2, and p is an integer of 1 to 5.
Claim 25
Dependent Claim
122 words
A soil-releasing textile, consisting essentially of textile fibers coated with a fluroinated condensation polymer having a chemical structure containing the units ##STR29## in the ratio of 15-70% by weight of the fluorinated units to 30-85% by weight of the non-fluorinated polyethyleneoxide units wherein R f is a branched or linear perfluoroalkyl or perfluorooxyalkyl group of 5-18 carbons, R 3 is an aliphatic triradical of 2-50 carbon atoms selected from the group consisting of branched or straight chain akylene, alkylenethioalkylene, alkyleneoxyalkylane and alkyleneiminoalkylene, R 4 is hydrogen or methyl, D is the organic divalent radical of a diisocyanate, k is 8-100, m is an integer of 1 to 5, n is 1 or 2, and p is an integer of 1 to 5.
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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) | 1980-09-05 | 1981-03-07 | 1981-09-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-09-05 | 1985-03-07 | 1985-09-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-09-05 | 1989-03-07 | 1989-09-06 | $7700.00 | Window Closed / Lapsed |