CA1339878C - Treating fibrous polyamide articles - Google Patents

Treating fibrous polyamide articles

Info

Publication number: CA1339878C
Authority: CA; Canada
Prior art keywords: polyamide material; water; carpet; stain resistance; polyamide
Prior art date: 1986-10-14
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.): Expired - Fee Related

Application number

CA000546983A

Other languages

English (en)

French (fr)

Inventor

John Cheng-Chung Chang

George L. Payet

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

3M Co

Original Assignee

Minnesota Mining and Manufacturing Co

Priority date (The priority date 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 date listed.)

1986-10-14

Filing date

1987-09-16

Publication date

1998-05-26

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=25440283&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=CA1339878(C) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

1987-09-16 Application filed by Minnesota Mining and Manufacturing Co filed Critical Minnesota Mining and Manufacturing Co

1998-05-26 Application granted granted Critical

1998-05-26 Publication of CA1339878C publication Critical patent/CA1339878C/en

2015-05-26 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

239000004952 Polyamide Substances 0.000 title claims abstract description 70
229920002647 polyamide Polymers 0.000 title claims abstract description 70
150000003839 salts Chemical class 0.000 claims abstract description 64
239000000463 material Substances 0.000 claims abstract description 63
229920005989 resin Polymers 0.000 claims abstract description 44
239000011347 resin Substances 0.000 claims abstract description 44
238000000034 method Methods 0.000 claims abstract description 38
229920003986 novolac Polymers 0.000 claims abstract description 38
229910052751 metal Inorganic materials 0.000 claims abstract description 35
239000002184 metal Substances 0.000 claims abstract description 35
239000007787 solid Substances 0.000 claims abstract description 28
239000007864 aqueous solution Substances 0.000 claims abstract description 20
239000007859 condensation product Substances 0.000 claims abstract description 10
150000002989 phenols Chemical class 0.000 claims abstract description 6
125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims abstract 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 41
239000000203 mixture Substances 0.000 claims description 30
TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 claims description 26
239000000243 solution Substances 0.000 claims description 24
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical group O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 21
229920001778 nylon Polymers 0.000 claims description 19
239000004677 Nylon Substances 0.000 claims description 16
229910001629 magnesium chloride Inorganic materials 0.000 claims description 12
235000011147 magnesium chloride Nutrition 0.000 claims description 12
229920002302 Nylon 6,6 Polymers 0.000 claims description 11
210000002268 wool Anatomy 0.000 claims description 10
238000004043 dyeing Methods 0.000 claims description 8
UEGPKNKPLBYCNK-UHFFFAOYSA-L magnesium acetate Chemical compound [Mg+2].CC([O-])=O.CC([O-])=O UEGPKNKPLBYCNK-UHFFFAOYSA-L 0.000 claims description 8
239000011654 magnesium acetate Substances 0.000 claims description 8
235000011285 magnesium acetate Nutrition 0.000 claims description 8
229940069446 magnesium acetate Drugs 0.000 claims description 8
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical group [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 claims description 7
238000001035 drying Methods 0.000 claims description 7
239000011777 magnesium Substances 0.000 claims description 5
230000002940 repellent Effects 0.000 claims description 5
239000005871 repellent Substances 0.000 claims description 5
229920002292 Nylon 6 Polymers 0.000 claims description 4
239000002649 leather substitute Substances 0.000 claims description 4
159000000003 magnesium salts Chemical group 0.000 claims description 4
QUWAJPZDCZDTJS-UHFFFAOYSA-N 2-(2-hydroxyphenyl)sulfonylphenol Chemical compound OC1=CC=CC=C1S(=O)(=O)C1=CC=CC=C1O QUWAJPZDCZDTJS-UHFFFAOYSA-N 0.000 claims description 3
230000000694 effects Effects 0.000 claims description 3
239000010985 leather Substances 0.000 claims description 3
229910052943 magnesium sulfate Inorganic materials 0.000 claims description 3
235000019341 magnesium sulphate Nutrition 0.000 claims description 3
238000010025 steaming Methods 0.000 claims description 3
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical class [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 2
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical class [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 2
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical class [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 2
229910052788 barium Inorganic materials 0.000 claims description 2
DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical class [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims description 2
239000011575 calcium Chemical class 0.000 claims description 2
229910052791 calcium Inorganic materials 0.000 claims description 2
229910052749 magnesium Inorganic materials 0.000 claims description 2
229910052725 zinc Chemical class 0.000 claims description 2
239000011701 zinc Chemical class 0.000 claims description 2
IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims 2
239000003921 oil Substances 0.000 description 30
239000000975 dye Substances 0.000 description 29
239000004744 fabric Substances 0.000 description 29
230000000052 comparative effect Effects 0.000 description 16
239000000835 fiber Substances 0.000 description 13
KFZMGEQAYNKOFK-UHFFFAOYSA-N isopropyl alcohol Natural products CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 13
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 9
238000012360 testing method Methods 0.000 description 9
-1 vinylsulfo groups Chemical group 0.000 description 9
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
230000000149 penetrating effect Effects 0.000 description 6
229920000642 polymer Polymers 0.000 description 6
239000004753 textile Substances 0.000 description 6
SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical class [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 description 5
239000002253 acid Substances 0.000 description 5
239000000980 acid dye Substances 0.000 description 5
125000000129 anionic group Chemical group 0.000 description 5
239000000126 substance Substances 0.000 description 5
UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 4
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
239000001110 calcium chloride Substances 0.000 description 4
229910001628 calcium chloride Inorganic materials 0.000 description 4
235000011148 calcium chloride Nutrition 0.000 description 4
239000003795 chemical substances by application Substances 0.000 description 4
239000003086 colorant Substances 0.000 description 4
150000001875 compounds Chemical class 0.000 description 4
238000010014 continuous dyeing Methods 0.000 description 4
239000000047 product Substances 0.000 description 4
WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
241001481789 Rupicapra Species 0.000 description 3
150000001299 aldehydes Chemical class 0.000 description 3
BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 3
229910052921 ammonium sulfate Inorganic materials 0.000 description 3
235000011130 ammonium sulphate Nutrition 0.000 description 3
238000009835 boiling Methods 0.000 description 3
239000000470 constituent Substances 0.000 description 3
238000007654 immersion Methods 0.000 description 3
150000002739 metals Chemical class 0.000 description 3
239000000178 monomer Substances 0.000 description 3
229920001568 phenolic resin Polymers 0.000 description 3
239000002689 soil Substances 0.000 description 3
238000010186 staining Methods 0.000 description 3
BPRYUXCVCCNUFE-UHFFFAOYSA-N 2,4,6-trimethylphenol Chemical compound CC1=CC(C)=C(O)C(C)=C1 BPRYUXCVCCNUFE-UHFFFAOYSA-N 0.000 description 2
VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 2
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 2
125000003277 amino group Chemical group 0.000 description 2
229910001626 barium chloride Inorganic materials 0.000 description 2
WDIHJSXYQDMJHN-UHFFFAOYSA-L barium chloride Chemical compound [Cl-].[Cl-].[Ba+2] WDIHJSXYQDMJHN-UHFFFAOYSA-L 0.000 description 2
238000009978 beck dyeing Methods 0.000 description 2
HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical group C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 description 2
125000002091 cationic group Chemical group 0.000 description 2
238000009833 condensation Methods 0.000 description 2
230000005494 condensation Effects 0.000 description 2
230000003247 decreasing effect Effects 0.000 description 2
SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical class O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 description 2
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
238000004900 laundering Methods 0.000 description 2
150000002736 metal compounds Chemical class 0.000 description 2
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
229920000728 polyester Polymers 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
239000011780 sodium chloride Substances 0.000 description 2
229920002994 synthetic fiber Polymers 0.000 description 2
239000012209 synthetic fiber Substances 0.000 description 2
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
229920002554 vinyl polymer Polymers 0.000 description 2
JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical compound C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 description 1
VXHYVVAUHMGCEX-UHFFFAOYSA-N 2-(2-hydroxyphenoxy)phenol Chemical class OC1=CC=CC=C1OC1=CC=CC=C1O VXHYVVAUHMGCEX-UHFFFAOYSA-N 0.000 description 1
KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical class [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
229930185605 Bisphenol Natural products 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
108091005425 Sr-CI Proteins 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
150000001242 acetic acid derivatives Chemical class 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
239000002671 adjuvant Substances 0.000 description 1
150000001335 aliphatic alkanes Chemical class 0.000 description 1
229910052910 alkali metal silicate Inorganic materials 0.000 description 1
229910052936 alkali metal sulfate Inorganic materials 0.000 description 1
230000004075 alteration Effects 0.000 description 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 description 1
235000019270 ammonium chloride Nutrition 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
230000004888 barrier function Effects 0.000 description 1
235000013361 beverage Nutrition 0.000 description 1
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
150000001718 carbodiimides Chemical class 0.000 description 1
150000007942 carboxylates Chemical class 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
150000001805 chlorine compounds Chemical class 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
238000000576 coating method Methods 0.000 description 1
239000000356 contaminant Substances 0.000 description 1
238000011109 contamination Methods 0.000 description 1
229920001577 copolymer Polymers 0.000 description 1
230000008021 deposition Effects 0.000 description 1
239000000982 direct dye Substances 0.000 description 1
KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
238000005108 dry cleaning Methods 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
239000011737 fluorine Substances 0.000 description 1
229910052731 fluorine Inorganic materials 0.000 description 1
235000013305 food Nutrition 0.000 description 1
150000004675 formic acid derivatives Chemical class 0.000 description 1
238000009472 formulation Methods 0.000 description 1
239000013505 freshwater Substances 0.000 description 1
HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 1
229960004275 glycolic acid Drugs 0.000 description 1
150000002357 guanidines Chemical class 0.000 description 1
125000006389 halopyrimidinyl group Chemical group 0.000 description 1
230000002209 hydrophobic effect Effects 0.000 description 1
125000005027 hydroxyaryl group Chemical group 0.000 description 1
125000003010 ionic group Chemical group 0.000 description 1
239000003446 ligand Substances 0.000 description 1
238000002844 melting Methods 0.000 description 1
229910001510 metal chloride Inorganic materials 0.000 description 1
229910044991 metal oxide Inorganic materials 0.000 description 1
150000004706 metal oxides Chemical class 0.000 description 1
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
235000010446 mineral oil Nutrition 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
150000002823 nitrates Chemical class 0.000 description 1
RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
230000035515 penetration Effects 0.000 description 1
239000005011 phenolic resin Substances 0.000 description 1
125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
150000004885 piperazines Chemical class 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920000058 polyacrylate Polymers 0.000 description 1
229920006149 polyester-amide block copolymer Polymers 0.000 description 1
229920006306 polyurethane fiber Polymers 0.000 description 1
239000001103 potassium chloride Substances 0.000 description 1
235000011164 potassium chloride Nutrition 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
238000003825 pressing Methods 0.000 description 1
238000012545 processing Methods 0.000 description 1
125000001453 quaternary ammonium group Chemical group 0.000 description 1
239000012266 salt solution Substances 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
235000019345 sodium thiosulphate Nutrition 0.000 description 1
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
238000006277 sulfonation reaction Methods 0.000 description 1
150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
238000010998 test method Methods 0.000 description 1
150000003918 triazines Chemical class 0.000 description 1
150000003673 urethanes Chemical class 0.000 description 1
125000002348 vinylic group Chemical group 0.000 description 1
238000005406 washing Methods 0.000 description 1
238000009736 wetting Methods 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
239000011592 zinc chloride Substances 0.000 description 1
235000005074 zinc chloride Nutrition 0.000 description 1
JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 1
229910001928 zirconium oxide Inorganic materials 0.000 description 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
- D06M15/39—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)

CA000546983A 1986-10-14 1987-09-16 Treating fibrous polyamide articles Expired - Fee Related CA1339878C (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US918,376		1978-06-23
US91837686A	1986-10-14	1986-10-14

Publications (1)

Publication Number	Publication Date
CA1339878C true CA1339878C (en)	1998-05-26

Family

ID=25440283

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000546983A Expired - Fee Related CA1339878C (en)	1986-10-14	1987-09-16	Treating fibrous polyamide articles

Country Status (5)

Country	Link
EP (1)	EP0267681B1 (de)
AU (1)	AU604504B2 (de)
CA (1)	CA1339878C (de)
DE (1)	DE3784631T2 (de)
ZA (1)	ZA877686B (de)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CA1276410C (en) *	1986-02-14	1990-11-20	Theodor A. Liss	Textiles having stain resistance
US5310828A (en) *	1989-04-20	1994-05-10	Peach State Labs, Inc.	Superior stain resistant compositions
US5061763A (en) *	1989-04-20	1991-10-29	Peach State Labs, Inc.	Stain resistant treatment for polyamide fibers
US4940757A (en) *	1989-04-20	1990-07-10	Peach State Labs, Inc.	Stain resistant polymeric composition
US5015259A (en) *	1989-04-20	1991-05-14	Peach State Labs, Inc.	Stain resistant polymeric composition
JPH05500395A (ja) *	1989-09-11	1993-01-28	サンド・リミテツド	布処理
US5260406A (en) *	1992-04-14	1993-11-09	E. I. Du Pont De Nemours And Company	Phenolic stain-resists using mercaptocarboxylic acid
US5229483A (en) *	1992-04-30	1993-07-20	E. I. Du Pont De Nemours And Company	Phenolic stain-resists
US5520962A (en) *	1995-02-13	1996-05-28	Shaw Industries, Inc.	Method and composition for increasing repellency on carpet and carpet yarn
US6524492B2 (en)	2000-12-28	2003-02-25	Peach State Labs, Inc.	Composition and method for increasing water and oil repellency of textiles and carpet
US7335234B2 (en)	2002-10-16	2008-02-26	Columbia Insurance Company	Method of treating fibers, carpet yarns and carpets to enhance repellency
WO2006108240A1 (en) *	2005-04-14	2006-10-19	Feltex Australia Pty Ltd	Method of treating carpet

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2934980A1 (de) *	1979-08-30	1981-03-19	Bayer Ag, 5090 Leverkusen	Phenol-formaldehyd-kondensate, ihre herstellung und verwendung als dispergiermittel, verfluessiger und gerbstoffe
US4457874A (en) *	1981-08-19	1984-07-03	Diamond Shamrock Chemicals Company	Condensation products of substituted phenol sulfonic acid and formaldehyde
US4592940A (en) *	1983-12-16	1986-06-03	Monsanto Company	Stain-resistant nylon carpets impregnated with condensation product of formaldehyde with mixture of diphenolsulfone and phenolsulfonic acid
CA1276410C (en) *	1986-02-14	1990-11-20	Theodor A. Liss	Textiles having stain resistance
CA1264505A (en) *	1986-02-14	1990-01-23	E.I. Du Pont De Nemours And Company	Method for producing stain resistant polyamide fibers
AU599427B2 (en) *	1986-11-14	1990-07-19	Minnesota Mining And Manufacturing Company	Divalent metal salts of sulfonated novolak resins and methods for treating fibrous polyamide materials therewith

1987
- 1987-09-16 CA CA000546983A patent/CA1339878C/en not_active Expired - Fee Related
- 1987-09-18 AU AU78659/87A patent/AU604504B2/en not_active Ceased
- 1987-09-24 DE DE8787308464T patent/DE3784631T2/de not_active Revoked
- 1987-09-24 EP EP87308464A patent/EP0267681B1/de not_active Revoked
- 1987-10-13 ZA ZA877686A patent/ZA877686B/xx unknown

Also Published As

Publication number	Publication date
AU604504B2 (en)	1990-12-20
DE3784631T2 (de)	1993-09-23
ZA877686B (en)	1989-06-28
AU7865987A (en)	1988-04-21
DE3784631D1 (de)	1993-04-15
EP0267681B1 (de)	1993-03-10
EP0267681A2 (de)	1988-05-18
EP0267681A3 (de)	1991-03-13

Legal Events

Date	Code	Title	Description
2001-05-28	MKLA	Lapsed

Publication	Publication Date	Title
US4875901A (en)	1989-10-24	Treating fibrous polyamide articles
US4822373A (en)	1989-04-18	Process for providing polyamide materials with stain resistance with sulfonated novolak resin and polymethacrylic acd
US5098774A (en)	1992-03-24	Divalent metal salts of sulfonated novolak resins and methods for treating fibrous polyamide materials therewith
US5073442A (en)	1991-12-17	Method of enhancing the soil- and stain-resistance characteristics of polyamide and wool fabrics, the fabrics so treated, and treating compositions
EP0268374B1 (de)	1993-02-10	Methode zur Behandlung von Polyamidfasermaterialien mit Salzen sulfonierter Novolake mit zweiwertigen Metallen.
AU632641B2 (en)	1993-01-07	Process for providing polyamide materials with stain resistance
EP0437583B1 (de)	1995-02-22	Verfahren zum auftragen von schmutzabweisenden mitteln
AU735478B2 (en)	2001-07-12	Tandem application of soil and stain resists to carpeting
AU604504B2 (en)	1990-12-20	Treating fibrous polyamide articles
US5759431A (en)	1998-06-02	Stain resistant composition containing sulphonated surfactant
CA1340028C (en)	1998-09-08	Stain-resistant agents for textiles
AU736286B2 (en)	2001-07-26	Treatment of fibrous substrates to impart repellency, stain resistance, and soil resistance
US5110317A (en)	1992-05-05	Methods and compositions to enhance stain resistance of dyed nylon carpet fibers: thiocyanate to reduce yellowing
US6719810B1 (en)	2004-04-13	Method for providing protective treatment to nylon fibers
US5230708A (en)	1993-07-27	Methods and compositions to enhance stain resistance of nylon carpet fibers: thlocyanate to reduce yellowing
EP0353080A1 (de)	1990-01-31	Schmutzabweisendes System
EP0797699B1 (de)	1999-02-03	Fleckabweisende zusammensetzungen enthaltend ein sulfoniertes oberflächenaktives mittel
US5457259A (en)	1995-10-10	Polyamide materials with durable stain resistance
AU7875087A (en)	1988-04-07	Polyamide stain resist process
US5152803A (en)	1992-10-06	Methods and compositions to enhance stain resistance of carpet fibers with water-soluble thiocyanate
Cooke et al.	1990	Stain blockers for nylon fibres
EP0290485A1 (de)	1988-11-17	Verfahren und zubereitung zwecks behandlung zur steigerung der druckqualität eines transfers
JPH08500648A (ja)	1996-01-23	繊維製品に汚れ防止剤を付与するための化学系
AU618533B2 (en)	1992-01-02	Method to enhance stain resistance of carpet fibers
JPH04240271A (ja)	1992-08-27	ナイロンまたは羊毛製の繊維材料の防汚処理方法