CA2287494A1 - Treatment of fibrous substrates to impart repellency, stain resistance, and soil resistance - Google Patents
Treatment of fibrous substrates to impart repellency, stain resistance, and soil resistance Download PDFInfo
- Publication number
- CA2287494A1 CA2287494A1 CA002287494A CA2287494A CA2287494A1 CA 2287494 A1 CA2287494 A1 CA 2287494A1 CA 002287494 A CA002287494 A CA 002287494A CA 2287494 A CA2287494 A CA 2287494A CA 2287494 A1 CA2287494 A1 CA 2287494A1
- Authority
- CA
- Canada
- Prior art keywords
- substrate
- fluorochemical
- treating
- treating solution
- contact angle
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000758 substrate Substances 0.000 title claims 36
- 239000002689 soil Substances 0.000 title 1
- 238000000034 method Methods 0.000 claims abstract 60
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract 13
- 239000000463 material Substances 0.000 claims abstract 9
- 150000003839 salts Chemical class 0.000 claims abstract 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract 5
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract 4
- 229930195733 hydrocarbon Natural products 0.000 claims abstract 4
- 239000002253 acid Substances 0.000 claims abstract 3
- 229910052751 metal Inorganic materials 0.000 claims abstract 3
- 239000002184 metal Substances 0.000 claims abstract 3
- 239000000243 solution Substances 0.000 claims 23
- DCAYPVUWAIABOU-UHFFFAOYSA-N hexadecane Chemical compound CCCCCCCCCCCCCCCC DCAYPVUWAIABOU-UHFFFAOYSA-N 0.000 claims 18
- 239000000203 mixture Substances 0.000 claims 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 6
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims 4
- 150000001875 compounds Chemical class 0.000 claims 4
- 239000000835 fiber Substances 0.000 claims 4
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 claims 4
- 239000007787 solid Substances 0.000 claims 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 3
- 125000001931 aliphatic group Chemical group 0.000 claims 3
- -1 biuret isocyanate Chemical class 0.000 claims 3
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 claims 2
- 239000007795 chemical reaction product Substances 0.000 claims 2
- 230000001747 exhibiting effect Effects 0.000 claims 2
- 125000006162 fluoroaliphatic group Chemical group 0.000 claims 2
- 239000012948 isocyanate Substances 0.000 claims 2
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 claims 2
- 239000013638 trimer Substances 0.000 claims 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 claims 1
- 239000004677 Nylon Substances 0.000 claims 1
- 239000004743 Polypropylene Substances 0.000 claims 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 claims 1
- 150000001408 amides Chemical class 0.000 claims 1
- 239000007864 aqueous solution Substances 0.000 claims 1
- WDIHJSXYQDMJHN-UHFFFAOYSA-L barium chloride Chemical compound [Cl-].[Cl-].[Ba+2] WDIHJSXYQDMJHN-UHFFFAOYSA-L 0.000 claims 1
- 229910001626 barium chloride Inorganic materials 0.000 claims 1
- 239000001110 calcium chloride Substances 0.000 claims 1
- 229910001628 calcium chloride Inorganic materials 0.000 claims 1
- GRWVQDDAKZFPFI-UHFFFAOYSA-H chromium(III) sulfate Chemical compound [Cr+3].[Cr+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O GRWVQDDAKZFPFI-UHFFFAOYSA-H 0.000 claims 1
- 239000007859 condensation product Substances 0.000 claims 1
- 238000006482 condensation reaction Methods 0.000 claims 1
- 229910000365 copper sulfate Inorganic materials 0.000 claims 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims 1
- 125000005647 linker group Chemical group 0.000 claims 1
- INHCSSUBVCNVSK-UHFFFAOYSA-L lithium sulfate Inorganic materials [Li+].[Li+].[O-]S([O-])(=O)=O INHCSSUBVCNVSK-UHFFFAOYSA-L 0.000 claims 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 claims 1
- 235000019341 magnesium sulphate Nutrition 0.000 claims 1
- VPKDCDLSJZCGKE-UHFFFAOYSA-N methanediimine Chemical compound N=C=N VPKDCDLSJZCGKE-UHFFFAOYSA-N 0.000 claims 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 claims 1
- 229920001778 nylon Polymers 0.000 claims 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims 1
- 239000005011 phenolic resin Substances 0.000 claims 1
- 229920001568 phenolic resin Polymers 0.000 claims 1
- 229920001228 polyisocyanate Polymers 0.000 claims 1
- 239000005056 polyisocyanate Substances 0.000 claims 1
- 229920001155 polypropylene Polymers 0.000 claims 1
- 239000000047 product Substances 0.000 claims 1
- 229920005989 resin Polymers 0.000 claims 1
- 239000011347 resin Substances 0.000 claims 1
- 229910052938 sodium sulfate Inorganic materials 0.000 claims 1
- 235000011152 sodium sulphate Nutrition 0.000 claims 1
- RBTVSNLYYIMMKS-UHFFFAOYSA-N tert-butyl 3-aminoazetidine-1-carboxylate;hydrochloride Chemical compound Cl.CC(C)(C)OC(=O)N1CC(N)C1 RBTVSNLYYIMMKS-UHFFFAOYSA-N 0.000 claims 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 claims 1
- 229910000368 zinc sulfate Inorganic materials 0.000 claims 1
- 229960001763 zinc sulfate Drugs 0.000 claims 1
- 230000002940 repellent Effects 0.000 abstract 1
- 239000005871 repellent Substances 0.000 abstract 1
- 238000010186 staining Methods 0.000 abstract 1
- 238000010025 steaming Methods 0.000 abstract 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
- D06M15/576—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them containing fluorine
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
- D06M15/277—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof containing fluorine
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
- D06M15/41—Phenol-aldehyde or phenol-ketone resins
- D06M15/412—Phenol-aldehyde or phenol-ketone resins sulfonated
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Treatment Of Fiber Materials (AREA)
Abstract
A process is described which imparts exceptional antisoiling, anti-staining and repellent properties to carpets. The process makes use of a water-based exhaustion process wherein the water-based treating solution contains (1) glassy fluorochemical material, glassy hydrocarbon material, or combinations thereof; (2) a stainblocking material; (3) a polyvalent metal salt, acid, or combinations thereof; and (4) water. Subsequent to exhaustion, the wet treated carpet is heated, usually in a steaming step, rinsed, and dried in a dry heat oven.
Claims (56)
1. A method for treating a fibrous substrate, comprising the steps of providing a fibrous substrate;
applying to the substrate a composition comprising (a) a salt, and (b) a material selected from the group consisting of (i) fluorochemicals having a receding contact angle to n-hexadecane of at least 65°, and (ii) fluorine-free compositions having at.least one hydrocarbon moiety and having a receding contact angle to n-hexadecane of at least about 35°.
applying to the substrate a composition comprising (a) a salt, and (b) a material selected from the group consisting of (i) fluorochemicals having a receding contact angle to n-hexadecane of at least 65°, and (ii) fluorine-free compositions having at.least one hydrocarbon moiety and having a receding contact angle to n-hexadecane of at least about 35°.
2. The method of claim 1, wherein the composition further comprises a stainblocker.
3. The method of claim 1, wherein the composition is an aqueous solution.
4. The method of claim 3, wherein the solution has a pH within the range of about 2 to about 5.
5. The method of claim 2, further comprising the step of adjusting the pH of the solution to within the range of about 2 to about 5.
6. The method of claim 2, further comprising the step of adjusting the pH of the solution to within the range of about 2 to about 5 through the addition of sulfuric and sulfamic acid.
7. The method of claim 1, wherein element (b) comprises a fluorochemical urethane.
8. The method of claim 1, wherein element (b) comprises a fluorochemical carbodimide.
9. The method of claim 1, wherein element (b) comprises a fluorochemical acrylate.
10. The method of claim 1, wherein element (b) comprises a fluorochemical ester.
11. The method of claim 1, wherein element (b) is a urethane having at least one hydrocarbon moiety.
12. The method of claim 1, wherein element (b) is an amide having at least one hydrocarbon moiety.
13. The method of claim 1, wherein element (b) is a hydrocarbon wax.
14. The method of claim 1, wherein element (b) comprises the reaction product of a polyisocyanate with a fluorochemical alcohol and a second alcohol having at least one hydrocarbon moiety.
15. The method of claim 14, wherein the second alcohol is stearyl alcohol.
16. The method of claim 1, wherein the composition is applied by means of a flex nip process.
17. The method of claim 1, wherein said composition is a solution having a pH of less than about 1.7.
18. The method of claim 1, further comprising the step of exposing the substrate to steam after it is treated with the composition.
19. The method of claim 18, wherein the steam is heated to a temperature within the range of about 90°C to about 100°C.
20. A method for treating a fibrous substrate, comprising the steps of:
providing a fibrous substrate;
applying to the substrate a composition comprising (a) a stainblocking material, and (b) a material selected from the group consisting of (i) fluorochemicals having a receding contact angle to n-hexadecane of greater than 65° and (ii) fluorine-free compositions having at least one hydrocarbon moiety and having a receding contact angle to n-hexadecane of greater than about 40°;
and adjusting the pH of the composition to less than about 2.
providing a fibrous substrate;
applying to the substrate a composition comprising (a) a stainblocking material, and (b) a material selected from the group consisting of (i) fluorochemicals having a receding contact angle to n-hexadecane of greater than 65° and (ii) fluorine-free compositions having at least one hydrocarbon moiety and having a receding contact angle to n-hexadecane of greater than about 40°;
and adjusting the pH of the composition to less than about 2.
21. The method of claim 20, wherein said composition is applied such that the % solids on fiber of stainblocker is less than about 7%.
22. The method of claim 20, wherein the composition further comprises a polyvalent metal salt selected from the group consisting of sodium sulfate, lithium sulfate, magnesium sulfate, calcium chloride, barium chloride, zinc sulfate, copper sulfate, aluminum sulfate, and chromium sulfate.
23. The method of claim 20, wherein the composition further comprises a monovalent salt selected from the group consisting of NaCI and KCI, and wherein said monovalent salt is deposited on the substrate at a % solids on fiber within the range of about 0.1 % to about 2.0%.
24. The method of claim 23, wherein said monovalent salt is deposited on the substrate at a % solids on fiber of between about 30% and about 90%.
25. The method of claim 20, wherein the composition comprises a fluorochemical urethane, the product of a condensation reaction between an alcohol and a biuret isocyanate trimer, and a stainblocker comprising sulfonated resins and phenolic resins.
26. The method of claim 25, wherein the alcohol is octadecanol.
27. A method for treating a fibrous substrate, comprising the steps of:
providing a fibrous substrate;
immersing the substrate in water;
exposing the substrate to steam at a temperature within the range of about 90°C to about 100°C; and immersing the substrate in a treating solution comprising (a) a stainblocker; (b) a salt, and (c) a material selected from the group consisting of (i) fluorochemicals having a receding contact angle to n-hexadecane of at least about 65° and (ii) fluorine-free compositions having at least one hydrocarbon moiety and having a receding contact angle to n-hexadecane of at least about 35°.
providing a fibrous substrate;
immersing the substrate in water;
exposing the substrate to steam at a temperature within the range of about 90°C to about 100°C; and immersing the substrate in a treating solution comprising (a) a stainblocker; (b) a salt, and (c) a material selected from the group consisting of (i) fluorochemicals having a receding contact angle to n-hexadecane of at least about 65° and (ii) fluorine-free compositions having at least one hydrocarbon moiety and having a receding contact angle to n-hexadecane of at least about 35°.
28. The method of claim 27, wherein the treating solution has a pH of about 2 to about 5.
29. The method of claim 27, wherein the substrate has a wet pick-up of about 350% to about 400% of the treating solution.
30. The method of claim 27, wherein the substrate has a wet pick-up of about less than about 30% of the treating solution.
31. The method of claim 27, wherein the substrate is exposed to steam both before and after it is immersed in the treating solution.
32. The method of claim 27, wherein the substrate is immersed in water after the second exposure to steam.
33. The method of claim 27, wherein the salt is an alkaline earth divalent metal salt.
34. The method of claim 27, wherein said treating solution comprises a protic acid.
35. The method of claim 34, wherein said protic acid is selected from the group consisting of sulfamic acid and sulfuric acid.
36. The method of claim 27, wherein component (c) of the treating solution is a material having at least one hydrocarbon moiety and exhibiting a receding contact angle of at least about 40°.
37. The method of claim 27, wherein component (c) of the treating solution is a material having at least one hydrocarbon moiety and exhibiting a receding contact angle of at least about 45°.
38. The method of claim 27, wherein the substrate is a carpet.
39. The method of claim 37, wherein the carpet comprises nylon.
40. The method of claim 37, wherein the carpet comprises polypropylene.
41. The method of claim 27, wherein component (c) of the treating solution is a fluorochemical having a receding contact angle of at least about 65°.
42. The method of claim 27, wherein component (c) of the treating solution is a fluorochemical having a receding contact angle of at least about 70°.
43. The method of claim 27, wherein component (c) of the treating solution is a fluorochemical having a receding contact angle of at least about 75°.
44. The method of claim 27, wherein at least about 0.6% solids on fiber of stainblocker is applied to the substrate.
45. The method of claim 27, wherein component (c) of the treating solution is a blend of fluorochemical and hydrocarbon.
46. The method of claim 44, wherein the ratio of fluorochemical to hydrocarbon is at least 1:3.
47. The method of claim 27, wherein said treating solution comprises a compound containing at least one fluoroaliphatic moiety.
48. The method of claim 27, wherein said treating solution comprises a condensation product of a fluorochemical urethane and an aliphatic alcohol.
49. A method for treating a fibrous substrate, comprising the steps of:
providing a fibrous substrate; and immersing the substrate in a treating solution comprising a mixture of (i) a fluorochemical having a receding contact angle to n-hexadecane of at least 65°, and (ii) a fluorine-free composition having at least one hydrocarbon moiety and having a receding contact angle to n-hexadecane of at least about 35°.
providing a fibrous substrate; and immersing the substrate in a treating solution comprising a mixture of (i) a fluorochemical having a receding contact angle to n-hexadecane of at least 65°, and (ii) a fluorine-free composition having at least one hydrocarbon moiety and having a receding contact angle to n-hexadecane of at least about 35°.
50. A method for treating a fibrous substrate, comprising the steps of:
providing a fibrous substrate; and immersing the substrate in a treating solution comprising a compound having at least one fluoroaliphatic group and at least one fluorine-free aliphatic group.
providing a fibrous substrate; and immersing the substrate in a treating solution comprising a compound having at least one fluoroaliphatic group and at least one fluorine-free aliphatic group.
51. A method for treating a fibrous substrate, comprising the steps of:
providing a fibrous substrate; and immersing the substrate in a treating solution comprising a compound having at least one fluoroaliphatic group and at least one fluorine-free aliphatic group.
providing a fibrous substrate; and immersing the substrate in a treating solution comprising a compound having at least one fluoroaliphatic group and at least one fluorine-free aliphatic group.
52. A method for treating a fibrous substrate, comprising the steps of:
providing a fibrous substrate; and immersing the substrate in a treating solution comprising (i) a stainblocker, and (ii) a compound having at least one fluorine-free aliphatic group.
providing a fibrous substrate; and immersing the substrate in a treating solution comprising (i) a stainblocker, and (ii) a compound having at least one fluorine-free aliphatic group.
53. A method for treating a fibrous substrate, comprising the steps of:
providing a fibrous substrate; and immersing the substrate in a treating solution comprising (i) a stainblocker, and (ii) a fluorochemical having a receding contact angle to n-hexadecane of at least 65°.
providing a fibrous substrate; and immersing the substrate in a treating solution comprising (i) a stainblocker, and (ii) a fluorochemical having a receding contact angle to n-hexadecane of at least 65°.
54. The method of claim 52, wherein the fluorochemical is a reaction product of a triisocyanate and an alcohol having the formula R1SO2N(R1)AOH, where R f is a perfluoroalkyl group, R1 is H or an alkyl group, and A is an alkylene linking group.
55. The method of claim 53, wherein the fluorochemical is (C8F17SO2N(CH3)C2H4OH).
56. The method of claim 53, wherein the triisocyanate is a biuret isocyanate trimer derived from hexamethylene triisocyanate.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US4558497P | 1997-05-05 | 1997-05-05 | |
| US60/045,584 | 1997-05-05 | ||
| PCT/US1998/008211 WO1998050619A1 (en) | 1997-05-05 | 1998-04-20 | Treatment of fibrous substrates to impart repellency, stain resistance, and soil resistance |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2287494A1 true CA2287494A1 (en) | 1998-11-12 |
| CA2287494C CA2287494C (en) | 2011-11-01 |
Family
ID=21938766
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2287494A Expired - Lifetime CA2287494C (en) | 1997-05-05 | 1998-04-20 | Treatment of fibrous substrates to impart repellency, stain resistance, and soil resistance |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP0980449B1 (en) |
| JP (1) | JP2001526739A (en) |
| CN (1) | CN1141439C (en) |
| AU (1) | AU736286B2 (en) |
| BR (1) | BR9808724A (en) |
| CA (1) | CA2287494C (en) |
| WO (1) | WO1998050619A1 (en) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6197378B1 (en) | 1997-05-05 | 2001-03-06 | 3M Innovative Properties Company | Treatment of fibrous substrates to impart repellency, stain resistance, and soil resistance |
| JP2001279578A (en) | 2000-03-30 | 2001-10-10 | Daikin Ind Ltd | Water- and oil-repelling treatment on textile product |
| JP2002004177A (en) | 2000-04-20 | 2002-01-09 | Daikin Ind Ltd | Water- and oil-repelling treatment of textile product |
| JP2002227075A (en) | 2001-01-31 | 2002-08-14 | Daikin Ind Ltd | Stain-blocking treatment of fiber product |
| JP2002266245A (en) | 2001-03-13 | 2002-09-18 | Daikin Ind Ltd | Water- and oil-repellent treatment of textile product |
| US7147669B2 (en) | 2001-04-25 | 2006-12-12 | Daikin Industries, Ltd. | Water- and oil-repellent treatment of textile |
| US6482911B1 (en) | 2001-05-08 | 2002-11-19 | 3M Innovative Properties Company | Fluoroalkyl polymers containing a cationogenic segment |
| JP2003193370A (en) | 2001-12-25 | 2003-07-09 | Daikin Ind Ltd | Water- and oil-repelling processing of textile product |
| US7678155B2 (en) | 2003-04-08 | 2010-03-16 | Daikin Industries, Ltd. | Water- and oil-repellent treatment of textile |
| US7521410B2 (en) | 2004-03-26 | 2009-04-21 | Arrowstar, Llc | Compositions and methods for imparting odor resistance and articles thereof |
| US20070136953A1 (en) * | 2005-12-20 | 2007-06-21 | Materniak Joyce M | Stability for coapplication |
| WO2008050780A1 (en) | 2006-10-20 | 2008-05-02 | Daikin Industries, Ltd. | Treatment comprising water- and oil-repellent agent |
| US20110020591A1 (en) * | 2008-03-28 | 2011-01-27 | Daikin Indussries, Ltd. | Treatment comprising water- and oil-repellent agent |
| WO2012064848A2 (en) * | 2010-11-12 | 2012-05-18 | Invista Technologies S.Ar.L. | Spray-on anti-soil formulations for fibers, carpets and fabrics |
| JP2014501806A (en) * | 2010-11-12 | 2014-01-23 | インヴィスタ テクノロジーズ エスアエルエル | Aqueous dispersions of dyes, stain blockers and fluorochemicals and their use in the manufacture of carpets |
| CN104711699A (en) * | 2015-03-17 | 2015-06-17 | 太仓环球化纤有限公司 | Antifouling type nylon bulky filament and production process thereof |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3653956A (en) * | 1969-12-22 | 1972-04-04 | Us Agriculture | Fluorinated epoxides and use thereof |
| GB1338430A (en) * | 1970-11-04 | 1973-11-21 | Allied Chem | Fluorocarbon diols diols dicarboxylic acids and derivatives thereof |
| US3923715A (en) * | 1973-07-26 | 1975-12-02 | Du Pont | Aqueous dispersions of perfluoroalkyl esters and vinyl polymers for treating textiles |
| US5084306A (en) * | 1990-10-23 | 1992-01-28 | Monsanto Company | Process for coating fabrics with fluorochemicals |
| MX9301644A (en) * | 1992-03-25 | 1993-09-01 | Du Pont | FIBROUS SUBSTRATE OF POLYAMIDE, COMPOSITION AND PROCESS TO PROVIDE RESISTANCE TO DISCOLORATION TO SUCH SUBSTRATE. |
| WO1994011456A1 (en) * | 1992-11-13 | 1994-05-26 | Daikin Industries, Ltd. | Nonaqueous emulsified surface treatment composition |
| WO1997006127A1 (en) * | 1995-08-10 | 1997-02-20 | W.L. Gore & Associates, Inc. | Polymers with crystallizable fluorocarbon side chains, their monomers, and substrates coated with the polymers |
| US5672651A (en) * | 1995-10-20 | 1997-09-30 | Minnesota Mining And Manufacturing Company | Durable repellent fluorochemical compositions |
| US5744201A (en) * | 1996-07-23 | 1998-04-28 | Minnesota Mining And Manufacturing Company | Method for treating carpet using PH adjustment |
-
1998
- 1998-04-20 AU AU71526/98A patent/AU736286B2/en not_active Ceased
- 1998-04-20 JP JP54813598A patent/JP2001526739A/en active Pending
- 1998-04-20 WO PCT/US1998/008211 patent/WO1998050619A1/en active IP Right Grant
- 1998-04-20 EP EP98918639A patent/EP0980449B1/en not_active Expired - Lifetime
- 1998-04-20 CA CA2287494A patent/CA2287494C/en not_active Expired - Lifetime
- 1998-04-20 CN CNB988047381A patent/CN1141439C/en not_active Expired - Lifetime
- 1998-04-20 BR BR9808724-0A patent/BR9808724A/en not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| AU736286B2 (en) | 2001-07-26 |
| JP2001526739A (en) | 2001-12-18 |
| EP0980449B1 (en) | 2011-05-25 |
| BR9808724A (en) | 2000-07-11 |
| CA2287494C (en) | 2011-11-01 |
| EP0980449A1 (en) | 2000-02-23 |
| CN1255173A (en) | 2000-05-31 |
| WO1998050619A1 (en) | 1998-11-12 |
| AU7152698A (en) | 1998-11-27 |
| CN1141439C (en) | 2004-03-10 |
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| EEER | Examination request | ||
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