US2950253A - Methods of washing textile fabrics - Google Patents
Methods of washing textile fabrics Download PDFInfo
- Publication number
- US2950253A US2950253A US446146A US44614654A US2950253A US 2950253 A US2950253 A US 2950253A US 446146 A US446146 A US 446146A US 44614654 A US44614654 A US 44614654A US 2950253 A US2950253 A US 2950253A
- Authority
- US
- United States
- Prior art keywords
- carbon atoms
- compounds
- washing
- liter
- fabric
- 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.)
- Expired - Lifetime
Links
- 238000005406 washing Methods 0.000 title claims description 56
- 239000004744 fabric Substances 0.000 title claims description 45
- 238000000034 method Methods 0.000 title claims description 22
- 239000004753 textile Substances 0.000 title description 5
- 239000000243 solution Substances 0.000 claims description 34
- 229910052757 nitrogen Inorganic materials 0.000 claims description 32
- 239000002689 soil Substances 0.000 claims description 31
- -1 CYCLOHEXYL Chemical class 0.000 claims description 29
- 239000002253 acid Substances 0.000 claims description 26
- 150000004010 onium ions Chemical class 0.000 claims description 19
- 229920002994 synthetic fiber Polymers 0.000 claims description 17
- 239000007864 aqueous solution Substances 0.000 claims description 15
- 239000000203 mixture Substances 0.000 claims description 13
- 239000004758 synthetic textile Substances 0.000 claims description 12
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical class C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 11
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical class N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims description 11
- 239000000654 additive Substances 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 230000000996 additive effect Effects 0.000 claims description 10
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 claims description 9
- 229920000233 poly(alkylene oxides) Polymers 0.000 claims description 9
- 150000007513 acids Chemical class 0.000 claims description 8
- 239000001993 wax Substances 0.000 claims description 8
- 229920002678 cellulose Polymers 0.000 claims description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 5
- 150000002430 hydrocarbons Chemical group 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 238000004140 cleaning Methods 0.000 claims description 2
- 150000003254 radicals Chemical class 0.000 claims 5
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen(.) Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 3
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical class [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 claims 1
- 150000003868 ammonium compounds Chemical class 0.000 claims 1
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical class C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 claims 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical class [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 description 40
- 239000000835 fiber Substances 0.000 description 31
- 125000001183 hydrocarbyl group Chemical group 0.000 description 29
- 125000004433 nitrogen atom Chemical group N* 0.000 description 29
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical class CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 24
- 238000004900 laundering Methods 0.000 description 13
- 125000002091 cationic group Chemical group 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 11
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 10
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 10
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 10
- 235000011054 acetic acid Nutrition 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 8
- 150000003839 salts Chemical class 0.000 description 8
- 239000013543 active substance Substances 0.000 description 7
- 239000004952 Polyamide Substances 0.000 description 6
- 235000010980 cellulose Nutrition 0.000 description 6
- 239000000084 colloidal system Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 229920002647 polyamide Polymers 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 125000003545 alkoxy group Chemical group 0.000 description 5
- 239000012209 synthetic fiber Substances 0.000 description 5
- 125000005842 heteroatom Chemical group 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Chemical class OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- 239000004677 Nylon Substances 0.000 description 3
- 229920002292 Nylon 6 Polymers 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 229940117927 ethylene oxide Drugs 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 229920001778 nylon Polymers 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 210000002268 wool Anatomy 0.000 description 3
- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 description 2
- QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical compound O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical class COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- 229920002972 Acrylic fiber Polymers 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 229920004934 Dacron® Polymers 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical class Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical class OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical class OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical class [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- MJWPFSQVORELDX-UHFFFAOYSA-K aluminium formate Chemical class [Al+3].[O-]C=O.[O-]C=O.[O-]C=O MJWPFSQVORELDX-UHFFFAOYSA-K 0.000 description 2
- 230000003190 augmentative effect Effects 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 238000006266 etherification reaction Methods 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical class CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229920000609 methyl cellulose Polymers 0.000 description 2
- 239000001923 methylcellulose Substances 0.000 description 2
- 235000010981 methylcellulose Nutrition 0.000 description 2
- 229960002900 methylcellulose Drugs 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- HJNAJKBRYDFICV-UHFFFAOYSA-M 1-tetradecylpyridin-1-ium;bromide Chemical compound [Br-].CCCCCCCCCCCCCC[N+]1=CC=CC=C1 HJNAJKBRYDFICV-UHFFFAOYSA-M 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- MPNXSZJPSVBLHP-UHFFFAOYSA-N 2-chloro-n-phenylpyridine-3-carboxamide Chemical compound ClC1=NC=CC=C1C(=O)NC1=CC=CC=C1 MPNXSZJPSVBLHP-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 229920002101 Chitin Polymers 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical class CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 1
- 229920000881 Modified starch Polymers 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000001361 adipic acid Chemical class 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 229920013820 alkyl cellulose Polymers 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical class [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
- 150000001408 amides Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 230000003466 anti-cipated effect Effects 0.000 description 1
- 229910052785 arsenic Chemical group 0.000 description 1
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical group [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-M bisulphate group Chemical group S([O-])(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical class OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Chemical class 0.000 description 1
- 235000010338 boric acid Nutrition 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 150000001767 cationic compounds Chemical class 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 1
- 230000003749 cleanliness Effects 0.000 description 1
- KBXRGBYSPXRSOZ-UHFFFAOYSA-N cyclohexyl(dimethyl)azanium;chloride Chemical compound Cl.CN(C)C1CCCCC1 KBXRGBYSPXRSOZ-UHFFFAOYSA-N 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- NDKVQHHMRXFBEZ-UHFFFAOYSA-M dimethyl(dioctyl)phosphanium;chloride Chemical compound [Cl-].CCCCCCCC[P+](C)(C)CCCCCCCC NDKVQHHMRXFBEZ-UHFFFAOYSA-M 0.000 description 1
- GFIQVRMNGWFIHW-UHFFFAOYSA-N dimethyl(octadecyl)sulfanium Chemical compound CCCCCCCCCCCCCCCCCC[S+](C)C GFIQVRMNGWFIHW-UHFFFAOYSA-N 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- BPKXYIANTZUCQC-UHFFFAOYSA-M dodecyl(dimethyl)sulfanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[S+](C)C BPKXYIANTZUCQC-UHFFFAOYSA-M 0.000 description 1
- MIQYOHNNWUEBSP-UHFFFAOYSA-N dodecyl(trimethyl)phosphanium Chemical compound CCCCCCCCCCCC[P+](C)(C)C MIQYOHNNWUEBSP-UHFFFAOYSA-N 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- FYIBGDKNYYMMAG-UHFFFAOYSA-N ethane-1,2-diol;terephthalic acid Chemical compound OCCO.OC(=O)C1=CC=C(C(O)=O)C=C1 FYIBGDKNYYMMAG-UHFFFAOYSA-N 0.000 description 1
- 238000005189 flocculation Methods 0.000 description 1
- 230000016615 flocculation Effects 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 239000004310 lactic acid Chemical class 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 235000019426 modified starch Nutrition 0.000 description 1
- 150000004712 monophosphates Chemical class 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 150000002897 organic nitrogen compounds Chemical class 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 125000004437 phosphorous atom Chemical group 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 235000019832 sodium triphosphate Nutrition 0.000 description 1
- 239000004071 soot Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L1/00—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
- D06L1/12—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using aqueous solvents
- D06L1/16—Multi-step processes
Definitions
- This invention relates to a method of laundering textile fabrics and to a composition of matter for laundering such fabrics more efficiently.
- Cation-active compounds which, when present in sufficient concentration, are suitable for use in connection with our invention are cation-active onium compounds, such as, for example, ammonium, sulfonium, phosphoniurn and like compounds. While, in general, any cation-active onium compound is a suitable additive for the purpose of charging the fiber and soil with a positive charge, those onium compounds comprising at least one high-molecular hydrocarbon radical with at least 6 and no more than 20 carbon atoms in its molecule are preferred.
- the hydrocarbon radical may also contain heteroatoms, heteroatom groups or substituents.
- onium compounds are the following, which are derived from ammonia or organic nitrogen compounds:
- Trimethyl-hexyl-ammonium chloride Trimethyl-dodecylammonium chloride Trimethyl-octadecylammonium methosulfate Dimethyl-dodecyl-benzyl-ammonium chloride Hexylpyridinium-bisulfate Octadecylpyridinium chloride Hexylquinolinium chloride
- suitable onium compounds are the following in which one or more of the alkyl radicals contain heteroatoms or heteroatom groups:
- Octadecoxy-carbomethyl-trimethyl-ammonium chloride Dodecoxy-carbomethyl-pyridinium-methosulfate Naphthenoxy-carbomethyl-quinolinium chloride Abietyloxy-carbomethyl-quinolinium bromide Di(dodecoxy-carbomethyl)-dimethyl-ammonium methosulfate Octadecyl-amino-carbomethyl-trimethyl-ammonium chloride Octadecyl-anilino-carbomethyl-pyridinium-bisulfate Dodecoxymethyl-trimethyl-ammonium chloride Octadecylthiomethyl-triethyl-ammonium bisulfate Octadecyl-carbaminomethyl-pyridinium chloride Octadecyloxy-carbaminomethyl-pyridinium-methosulfate and the like, as well as the corresponding compounds containing a quaternary phosphorus atom or
- the effect of placing a positive electrical charge upon the fiber and the soil can be enhanced by the additional and simultaneous use of other types of cation-active compounds such as, for example, acid salts or acids, which adjust the pH of the washing solution to acid reaction, or of easily absorbable multivalent cationic compounds such as, for example, salts of aluminum and the like.
- cation-active compounds such as, for example, acid salts or acids, which adjust the pH of the washing solution to acid reaction, or of easily absorbable multivalent cationic compounds such as, for example, salts of aluminum and the like.
- Compounds suitable for use in accordance with our invention to augment the effect of low-concentration solutions of onium compounds by changing the pH of such solutions to acid reaction include inorganic and organic acids such as, for example, hydrochloric acid, sulfuric acid, phosphoric acid, boric acid, formic acid, acetic acid, lactic acid and adipic acid, as well as acid salts such as, for example, bisulfates, monophosphates, monocitrates and the like.
- Multivalent cation c. compounds which are suitable to augment the electrical charging effect of low-concentration solutions of onium compounds,includeinorganicand organic salts of aluminum, such as, for example, aluminum sulfate, lactate and aluminum formate, as .well as salts of other polyvalent metals or also, salts ofpolyvalent organic bases.
- H I 1 The amounts ofadditives which will produce the desired effect of charging the fiber and the soil with'a positive electrical charge. dependlargely upon the type of fiber, upon the nature and reaction of the, soil, upon the volume of washing solution and, last-but by no means least, also upon the co position of the cationic additives, particularly the cationic washing agent.
- the proper amount ofcation-active additive can'be most easily determined by the laundering results, but it may also be determined at anytirneduringthe laundering process by flocculation tests or by electrorkinetic test.
- the washing solution is provided with cation-active agents such as the onium compounds described above and, if necessary, the above-described agents which augment the positive electrical charging effect of the cation-active agents on the fiber and the soil.
- this Washing solution is provided with an additive comprising cationic colloids whereby the positive electrical charging eflt'ect is still further augmented.
- l i T Cationic colloids which are suitable for this purpose accordance with ouriinvention include high-molecular, oxygen-containing compounds such as polyalcohols, polyetheralcohols or polyethers and their derivatives.
- Such'colloids are'alkylcelluloses, such as oxyethylcellulose, as well as corresponding starch derivatives, chitoseamines, polyalkyleneoxides, such as polyalkyleneoxide waxes,'and the like.
- i s v These cationic colloids are added to the washingsolution in amounts ranging from 0.01 to 0.5 gm/liter, depending upon the composition of the washing solution and the operating conditions. 7 a
- the number and sequence ofthe anion-active and cation-active washing solutions can'be varied between wide limits, depending upon the amountand nature of the soil and the types of fibers the'batch of laundry to be washed. u rk
- This multiple-bath washing method is applicable to all types of textile fabrics including cotton, artificial wool, linen, natural wool, rayon, natural silk, as well as all types of synthetic fibers. It is particularly well-adapted for washing fabrics made of synthetic fibers the cleansing of which has been found to present much greater difiiculties than originally anticipated.
- Anion-active washing agents suitable to be added to the washing solution to impart a negative electrical charge to the fiber and the soil in the multiple-bath method include all of the well-known washing agents, such as soaps, alkyl sulfates, alkyl sulfonates, alkyl aryl sulfonates, and the like.
- Cation-active washing agents suitable to be added to the washing solution to impart a positive electrical charge to the fiber and the soil in our multiple-bath method include all of the onium compounds disclosed above in connection with the single-bath methods.
- the positive electrical charging elfect upon fiber and soil may be augmented by the addition of organic and inorganic acids and acid salts, polyvalent metal salts and cationic colloids. 1
- the washing solution employed in the washing process in accordance withour invention may at the same time contain any of the well-known non-ionic, surface-active compounds. They include, for example, alkyleneoxide addition products of higher molecular alcohols, amines,
- Example I clohexyl-dimethylammonium chloride and '1 gm./liter acetic acid at 40 C. and at a pH of about 3, then rinsed, spin-dried and finally air-dried. The undergarments were clean and pure white. 7
- Example III fMens white shirts made of terephthalic acid ethyleneglycol polyester fibers (Dacron) were soaked for half an hour at 40? C. in an aqueous bath which contained 0.5 gm./ liter hexade coxy carbomethyl trimethyl ammonium chloride, 0.5 gm./liter aluminum formate and 0.5 gm./liter formic acid.
- the pH of the bath was about 3.
- the shirts were then washed in this solution with moderate rubbing, and when necessary the highly soiled edges of the collar and the cuffs were treated with a concentrated solution of the cation-active washing agent.
- the s s we efin n fid n s riedi ihe sualmanner.
- Example 1V Mens colored socks made of polyacrylic nitrile fibers (Orlon) were vigorously washed in an aqueous bath which contained 0.4 gm./1iter octadecyl-trimethyl-ammoniumbisulfate, 0.2 gm./liter of a condensation product of 1 mol octylphenol and about 9 mols ethyleneoxide, and 0.5 gm./liter acetic acid, the bath being at a temperature of about 30 C. and its pH being about 4. Soil and perspiration, as well as soil and color stains originating from the shoes, which are common with synthetic fibers, were completely removed from the socks.
- Example V Women white blouses made of polyamide fibers (nylon) were washed in an aqueous bath at 4050 C.
- the bath contained 0.4 gm./ liter octadecoxy-carbomethyl-trimethyb ammonium chloride, 1 gm./ liter acetic acid and 0.03 gin/liter methyl-cellulose.
- the blouses were absolutely clean when removed from the bath and they did not turn
- Example VI Colored patterned sweaters made of wool were washed at 30 C.
- Example VII Twelve colored nightgowns made of polyamide fibers (Perlon) were washed at 25 C. in an aqueous solution which contained 0.3 gm./liter tetradecoXy-carbomethyltrimethyl-ammonium chloride, 0.2 gm./ liter of condensation products of 1 mol. dodecylalcohol and about 10 mols ethyleneoxide, 0.5 gm./liter acetic acid and 0.05 gm./ liter oxyethylenecellulose.
- the nightgowns were absolutely clean, the weave showed up very clearly, the material was soft to the touch, and the colors were clear and bright.
- Example 1X Mens white shirts made of polyamide fibers (nylon) which had been worn for a long time without washing were Washed for minutes at increasing temperatures from to 60 C. in a drum-type washing machine, holding a washing solution containing 1.2 gm./liter sodiumdodecyl benzene sulfonate and 0.5 gm./liter sodium tripolyphosphate. The solution was then drained oi, the goods were rinsed, and subsequently subjected to a second washing run at 50 C. for 15 minutes in a solution containing 0.5 gm./liter heXadecyltrimethyl-ammonium chloride and 1 grn./liter acetic acid. The goods were found to be clean without spot-cleaning.
- the method of cleansing a soiled synthetic textile fabric which comprises washing said fabric in a cationactive aqueous solution consisting essentially of water and from about 0.85 to about 1.5 gm./ liter of a cationactive washing composition
- a cationactive washing composition comprising (1) from about 23% to about 44% of an organic onium compound selected from the group consisting of aliphatic ammonium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, at least two alkyl radicals having from 1 to 2 carbon atoms and a radical selected from the group consisting of ethyl, methyl, benzyl and cyclohexyl, pyridinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atms and quinolinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, (2) from
- the method of cleansing a soiled synthetic textile fabric which comprises washing said fabric at least once in a cation-active aqueous solution consisting essentially of Water and from about 0.85 to about 1.5 gm./liter of a cation-active washing composition
- a cation-active washing composition comprising (1) from about 23 to about 44% of an organic onium compound selected from the group consisting of aliphatic ammonium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, at least two alkyl radica s having from 1 to 2 carbon atoms and a radical selected from the group consisting of ethyl, methyl, benzyl and cyclohexyl, pyridinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms and quinolinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20
- the method of cleansing a soiled synthetic textile fabric which comprises washing said fabric in a cationactive aqueous solution consisting of water, from about 0.3 to about 0.5 gm./liter of a cation-active organic onium compound selected from the group consisting of aliphatic ammonium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, at least two alkyl radicals having from 1 to 2 carbon atoms and a radical selected from the group consisting of ethyl, methyl, benzyl and cyclohexyl, pyridinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms and quinolinium compounds having attached alkanoic acid.
- the method of cleansing a soiled synthetic textile fabric 'which'comprises washing said fabric in a cationactive aqueous Solution consisting of water, from about 0.3 to about 0.5 gm./liter of a cation-active organic oniumtcompound selected from the group consisting of aliphatic ammonium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, at least two alkyl radicals having from 1 to 2 carbon atoms and a radical selected horn the group consisting of ethyl, methyl, benzyl and cyclohexyl, pyridinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms and quinolinium compounds having
- the method of cleansing a soiled synthetic textile fabric which comprises washing said fabric in a cationactive aqueous solution consisting of water, from about 0.3 to about 0.5 gm./liter of a cation-active organic onium compound selected from the group consisting of aliphatic ammonium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, at least two alkyl radicals having from 1 to 2 carbon atoms and a radical selected from the group consisting of ethyl, methyl, benzyl and cyclohexyl, pyridinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms and quinolinium compounds having attached to the nitrogen atom analiphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, from about 0.5 to about 1.0 gm./liter of a lower alkanoic acid and from 0.01 to
- a composition of matter for cleansing soilecl synthetic textile fabrics consisting essentially of water and from about 0.85 to about 1.5 gm./liter of a cation-active washing composition
- a cation-active washing composition comprising (1) from about 23% to about 44% of an organic onium compound selected from the group consisting of aliphatic ammonium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, at least two alkyl radicals having from 1 to 2 carbon atoms and a radical selected from the group consisting of ethyl, methyl, benzyl and cyclohexyl, pyridinium compounds having'attached to the nitrogen atom analiphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms and quinolinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, (2) from about 33% to about 77% of a lower alkan
- a composition of matter for cleansing soiled synthetic textile fabrics consisting essentially of water, from about 0.3 to about 0.5 gm./ liter of a cation-active organic onium compound'selected from the group consisting of aliphatic ammonium compounds having attached to the nitrogen-atom analiphatic radical containing a hydrocarbon chainhaving from 6 to 20 carbon atoms, at least two alkyl radicals having from 1 to Q carbon atoms and a radical selected from the group consisting of ethyl, methyl, benzyl and cyclohexyl, pyridinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms and quinolinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, and from about 0.5 to about 1.0 gm./liter of a lower alkanoic acid.
- a composition of matter for cleansing soiled synthetic textile fabrics consisting essentially of water, from about 0.3 to about 0.5 gm./liter of a cation-active organic onium compound selected from the group consisting of aliphatic ammonium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, at least two alkyl radicals having from 1 to 2 carbon atoms and a radical selected from the group consisting of ethyl, methyl, benzyl and cyclohexyl, pyridinium compounds having attached to 'the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms and quinolinium compounds having attached to the nitrogen atom' an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, from about 0.5 to about 1.0 gm./liter of a lower alkanoic acid, and about 0.5 g
- a composition of matter for cleansing soiled synthetic textile fabrics consisting essentially of water, from about 0.3 to about 0.5 gm./ liter of a cation-active organic onium compound selected from the group consisting of aliphatic ammonium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, at least two alkyl radicals having from 1 to 2 carbon atoms and a radical selected from the group consisting of ethyl, methyl, benzyl and cyclohexyl, pyridinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms and quinolinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, from about 0.5 to about -1.0 gm./liter of a lower alkanoic acid, and from about 0.01 to 0.5 gm./liter of an additive
- the method of cleansing a soiled polyamide fiber fabric which comprises washing said fabric in a cationactive aqueous solution consisting essentially of water and from about 0.85 to about 1.5 gm./liter of a cationactive washing composition
- a cationactive washing composition comprising (1) from about 23% to about 44% of an organic onium compound selected from the group consisting of aliphatic ammonium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain havingfrom 6 to 20 carbon atoms, at least two alkyl radicals having from 1 to 2 carbon atoms and a radical selected from the group consisting of ethyl, methyl, benzyl, and cyclohexyl, pyridinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms and quinolinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain havingfrom 6 to 20 carbon atoms, (2)
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Description
METHODS OF WASHING TEXTILE FABRIECS Walter Kling and Hermann Lange, Dusseldorf, Germany, assignors to Bohrne Fettchemie 'G.m.b.H., Dusseldorf, Germany, a corporation of Germany No Drawing. Filed July 27, 1%54, Ser. No. 446,146
Claims priority, application Germany July 29, 1953 Claims. (Cl. 252-152) This invention relates to a method of laundering textile fabrics and to a composition of matter for laundering such fabrics more efficiently.
It is well known that heavily soiled fabrics of all types are diflicult to launder to absolute cleanliness with ordinary Washing agents such as laundry soaps and detergents, particularly if the soiling substance is of a fatty nature or contains dyes. Practical experience has also shown that this is also true of soiled synthetic fabrics such as nylon, Perlon, Orlon, Dacron and others, despite the fact that the opinion has often been expressed in the literature that such synthetic fibers are particularly easy to cleanse. Moreover, synthetic fabrics have a tendency to undergo a gray or brownish discoloration after only a few times of laundering with the Washing agents now generally in use. This discoloration becomes more accentuated in varying degrees in places upon the fabric which are subjected to heavy wear and perspiration, such as, for example, the armpits, cuffs and the collars of shirts, blouses, jackets and the like.
It is an object of the present invention to provide a method of laundering soiled fabrics of all types which will completely remove the soiling substance from the fabric.
It is another object of this invention to provide a composition of matter for laundering fabrics which, when added to the washing solution, will aid in completely ridding soiled fabrics of all types of soil without any special manipulation of the fabric in the washing solution.
We have found that good laundering results can be obtained if both the fiber and the soil are charged with a positive electrical charge during the washing operation by adding a sufficient amount of a cation-active substance to the washing solution.
It is well known in the art that in ordinary laundering processes with the usual anion-active substances the fiber and the soil have a negative charge imparted thereto. It is generally believed in the art that the electrostatic repulsion created thereby between the fiber and the soil contributes considerably to the removal of the soil. It is further known that cation-active substances added to the washing solution in insufficient quantities have a negative cleansing eifect; i.e., they effect an increased attraction between the fiber and the soiling substance.
We have surprisingly discovered that in laundering fabrics composed entirely of synthetic fibers, such as, for example, polyester fibers, polyamide fibers, polyisocyanate fibers, fibers made from vinylpolymerisates such as polyvinylchloride, polyvinylacetate and the like, fibers made from polymerisates of acrylic acid derivatives such as 2,959,253 Patented Aug. 23, 1960 "ice acrylic acid esters, acrylic acid nitriles and the like, it is possible to remove all types of soil and obtain a perfectly clean fabric if the washing solution contains a sufficient amount, per unit volume of solution, of at least one cation-active substance to impart a positive charge to the soil and the fabric.
Cation-active compounds which, when present in sufficient concentration, are suitable for use in connection with our invention are cation-active onium compounds, such as, for example, ammonium, sulfonium, phosphoniurn and like compounds. While, in general, any cation-active onium compound is a suitable additive for the purpose of charging the fiber and soil with a positive charge, those onium compounds comprising at least one high-molecular hydrocarbon radical with at least 6 and no more than 20 carbon atoms in its molecule are preferred. The hydrocarbon radical may also contain heteroatoms, heteroatom groups or substituents.
Specific examples of suitable onium compounds are the following, which are derived from ammonia or organic nitrogen compounds:
Trimethyl-hexyl-ammonium chloride Trimethyl-dodecylammonium chloride Trimethyl-octadecylammonium methosulfate Dimethyl-dodecyl-benzyl-ammonium chloride Hexylpyridinium-bisulfate Octadecylpyridinium chloride Hexylquinolinium chloride Other examples of suitable onium compounds are the following in which one or more of the alkyl radicals contain heteroatoms or heteroatom groups:
Octadecoxy-carbomethyl-trimethyl-ammonium chloride Dodecoxy-carbomethyl-pyridinium-methosulfate Naphthenoxy-carbomethyl-quinolinium chloride Abietyloxy-carbomethyl-quinolinium bromide Di(dodecoxy-carbomethyl)-dimethyl-ammonium methosulfate Octadecyl-amino-carbomethyl-trimethyl-ammonium chloride Octadecyl-anilino-carbomethyl-pyridinium-bisulfate Dodecoxymethyl-trimethyl-ammonium chloride Octadecylthiomethyl-triethyl-ammonium bisulfate Octadecyl-carbaminomethyl-pyridinium chloride Octadecyloxy-carbaminomethyl-pyridinium-methosulfate and the like, as well as the corresponding compounds containing a quaternary phosphorus atom or arsenic atom, or a tertiary sulfur atom, such as, for example dimethyl dioctyl phosphonium chloride, trimethyl dodecyl phosphonium sufiate, triethyl octadecyl phosphoniurn chloride ad the like as well as the corresponding alkyl arsonium or alkyl stibonium salts respectively, dimethyl dodecyl sulfonium chloride, dimethyl octadecyl sulfonium methosulfate and the like.
If, for economic reasons, it is necessary to carry out our method of laundering with low concentrations of cation-active substances in the washing solution, the effect of placing a positive electrical charge upon the fiber and the soil can be enhanced by the additional and simultaneous use of other types of cation-active compounds such as, for example, acid salts or acids, which adjust the pH of the washing solution to acid reaction, or of easily absorbable multivalent cationic compounds such as, for example, salts of aluminum and the like.
Compounds suitable for use in accordance with our invention to augment the effect of low-concentration solutions of onium compounds by changing the pH of such solutions to acid reaction include inorganic and organic acids such as, for example, hydrochloric acid, sulfuric acid, phosphoric acid, boric acid, formic acid, acetic acid, lactic acid and adipic acid, as well as acid salts such as, for example, bisulfates, monophosphates, monocitrates and the like.
. Multivalent cation c. compounds. which are suitable to augment the electrical charging effect of low-concentration solutions of onium compounds,includeinorganicand organic salts of aluminum, such as, for example, aluminum sulfate, lactate and aluminum formate, as .well as salts of other polyvalent metals or also, salts ofpolyvalent organic bases. H I 1 The amounts ofadditives which will produce the desired effect of charging the fiber and the soil with'a positive electrical charge. dependlargely upon the type of fiber, upon the nature and reaction of the, soil, upon the volume of washing solution and, last-but by no means least, also upon the co position of the cationic additives, particularly the cationic washing agent.
The proper amount ofcation-active additive can'be most easily determined by the laundering results, but it may also be determined at anytirneduringthe laundering process by flocculation tests or by electrorkinetic test.
While we have thus far described a method of laundering synethic fabrics, the general concept of our invention, namely to provide the fiberand thesoil with a positive electrical charge during at least a portion of the washing operation, can be applied to textile fibers in general regardless of the type of fiber of which such fabrics are composed.
Thus, for example, if a batch of soiled laundry con taius fabrics made of both synthetic and natural fibers, the washing solution is provided with cation-active agents such as the onium compounds described above and, if necessary, the above-described agents which augment the positive electrical charging effect of the cation-active agents on the fiber and the soil. In addition, this Washing solution is provided with an additive comprising cationic colloids whereby the positive electrical charging eflt'ect is still further augmented. l i T Cationic colloids which are suitable for this purpose accordance with ouriinvention include high-molecular, oxygen-containing compounds such as polyalcohols, polyetheralcohols or polyethers and their derivatives. Examples of such'colloids are'alkylcelluloses, such as oxyethylcellulose, as well as corresponding starch derivatives, chitoseamines, polyalkyleneoxides, such as polyalkyleneoxide waxes,'and the like. i s v These cationic colloids are added to the washingsolution in amounts ranging from 0.01 to 0.5 gm/liter, depending upon the composition of the washing solution and the operating conditions. 7 a
If the fabrics to be laundered'are veryheavily soiled, it is advantageous to employ a multiple-bath washing process wherein the individual washing solutionshave approximately the same composition *asintheabovedescribed single-bath process. a
We have found that improved laundering results are obtained if the heavily soiled fabrics are subjected to a multiple-bath washing process in which at least one solution charges the fiber and the soil negatively and at least one solution charges .the fiber and the soil positively. in other words, the fabrics to be laundered are washedpart of the time in an anion-active washing solution and part of the time in a cation-active washing solution. I
The number and sequence ofthe anion-active and cation-active washing solutions can'be varied between wide limits, depending upon the amountand nature of the soil and the types of fibers the'batch of laundry to be washed. u rk This multiple-bath washing method is applicable to all types of textile fabrics including cotton, artificial wool, linen, natural wool, rayon, natural silk, as well as all types of synthetic fibers. It is particularly well-adapted for washing fabrics made of synthetic fibers the cleansing of which has been found to present much greater difiiculties than originally anticipated.
Anion-active washing agents suitable to be added to the washing solution to impart a negative electrical charge to the fiber and the soil in the multiple-bath method include all of the well-known washing agents, such as soaps, alkyl sulfates, alkyl sulfonates, alkyl aryl sulfonates, and the like. a
Cation-active washing agents suitable to be added to the washing solution to impart a positive electrical charge to the fiber and the soil in our multiple-bath method include all of the onium compounds disclosed above in connection with the single-bath methods. As in the singlebath methods, the positive electrical charging elfect upon fiber and soil may be augmented by the addition of organic and inorganic acids and acid salts, polyvalent metal salts and cationic colloids. 1
The washing solution employed in the washing process in accordance withour invention may at the same time contain any of the well-known non-ionic, surface-active compounds. They include, for example, alkyleneoxide addition products of higher molecular alcohols, amines,
mercaptans, carboxylic acids, sulfonic acids or their amides, particularly the addition products of ethyleneoxide; also the esterification products of higher molecular carboxylic acids or the etherification products of higher molecular alcohols withpolyethyleneoxide condensates, and the esterification products of higher molecular carboxylic acids or the etherification products of higher molecular alcohols with polyalcohols or polyetheralcohols, such as, for example,,polyglycerines, pentaerythritol, sorbitol, sugars and the like. The use of such compounds in conjunction with the cation-active compounds disclosed above further improves the washing results obtained, particularly if the soil is of a fatty nature; v
'The following examples will enable persons skilled in the art to understand our invention more completely. However, it is understood that our invention is not limited to the conditions, quantities and specific compounds disclosed in these examples.
r Example I Ladies brown stockings made of polyamide fibers (Perlon) were washed at 35 C. in an aqueous bath which contained 1.2 gmJliter tetradecyl-pyridiniumbromide. The weight ratio of washable goods to aqueous bath was 1:50, and the pH of the bath was about 7. The stockings were very satisfactorily cleansed.
Example I] clohexyl-dimethylammonium chloride and '1 gm./liter acetic acid at 40 C. and at a pH of about 3, then rinsed, spin-dried and finally air-dried. The undergarments were clean and pure white. 7
' Example III fMens white shirts made of terephthalic acid ethyleneglycol polyester fibers (Dacron) were soaked for half an hour at 40? C. in an aqueous bath which contained 0.5 gm./ liter hexade coxy carbomethyl trimethyl ammonium chloride, 0.5 gm./liter aluminum formate and 0.5 gm./liter formic acid. The pH of the bathwas about 3. The shirts were then washed in this solution with moderate rubbing, and when necessary the highly soiled edges of the collar and the cuffs were treated with a concentrated solution of the cation-active washing agent. The s s we efin n fid n s riedi ihe sualmanner.
The soil was completely removed and the material did not turn gray.
Example 1V Mens colored socks made of polyacrylic nitrile fibers (Orlon) were vigorously washed in an aqueous bath which contained 0.4 gm./1iter octadecyl-trimethyl-ammoniumbisulfate, 0.2 gm./liter of a condensation product of 1 mol octylphenol and about 9 mols ethyleneoxide, and 0.5 gm./liter acetic acid, the bath being at a temperature of about 30 C. and its pH being about 4. Soil and perspiration, as well as soil and color stains originating from the shoes, which are common with synthetic fibers, were completely removed from the socks.
Example V Ladies white blouses made of polyamide fibers (nylon) were washed in an aqueous bath at 4050 C. The bath contained 0.4 gm./ liter octadecoxy-carbomethyl-trimethyb ammonium chloride, 1 gm./ liter acetic acid and 0.03 gin/liter methyl-cellulose. The blouses were absolutely clean when removed from the bath and they did not turn Example VI Colored patterned sweaters made of wool were washed at 30 C. in an aqueous bath which contained 1.5 gm./ liter tetradecylpyridinium bisulfate and 0.1 gm./ liter chitoseamine (produced by alkaline degradation of chitin and subsequent neutralization with acetic acid). The sweaters were very clean, the colors Were bright and the patterns were clear.
Example VII Ladies colored nightgowns made of polyamide fibers (Perlon) were washed at 25 C. in an aqueous solution which contained 0.3 gm./liter tetradecoXy-carbomethyltrimethyl-ammonium chloride, 0.2 gm./ liter of condensation products of 1 mol. dodecylalcohol and about 10 mols ethyleneoxide, 0.5 gm./liter acetic acid and 0.05 gm./ liter oxyethylenecellulose. The nightgowns were absolutely clean, the weave showed up very clearly, the material was soft to the touch, and the colors were clear and bright.
Example VIII Woolen goods, highly soiled with dust, soot and mineral oil, were washed for half an hour at 40 C. in a paddletype washing machine with a washing solution containing 0.6 gm./ liter octadecoxy carbomethyl cyclohexyl dimethyl-ammonium chloride, 1 gm./liter acetic acid and 0.03 gm./ liter methylcellulose. The washing solution was then drained off and the goods were rinsed. Subsequently, the goods were washed for about one hour at the same temperature in another bath containing 1 gm./liter sodium lauryl sulfate and 1 grn./liter sodium carbonate. The washed goods were clean, odorless and the fiber efiects were clear.
Example 1X Mens white shirts made of polyamide fibers (nylon) which had been worn for a long time without washing were Washed for minutes at increasing temperatures from to 60 C. in a drum-type washing machine, holding a washing solution containing 1.2 gm./liter sodiumdodecyl benzene sulfonate and 0.5 gm./liter sodium tripolyphosphate. The solution was then drained oi, the goods were rinsed, and subsequently subjected to a second washing run at 50 C. for 15 minutes in a solution containing 0.5 gm./liter heXadecyltrimethyl-ammonium chloride and 1 grn./liter acetic acid. The goods were found to be clean without spot-cleaning.
While we have given specific examples for practicing our invention, we wish it to be understood that various modifications and changes can be made in the method of practicing our invention, and the quantities and conditions 6 disclosed herein, without departing from the spirit of our invention and the scope of the following claims.
We claim:
1. The method of cleansing a soiled synthetic textile fabric, which comprises washing said fabric in a cationactive aqueous solution consisting essentially of water and from about 0.85 to about 1.5 gm./ liter of a cationactive washing composition comprising (1) from about 23% to about 44% of an organic onium compound selected from the group consisting of aliphatic ammonium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, at least two alkyl radicals having from 1 to 2 carbon atoms and a radical selected from the group consisting of ethyl, methyl, benzyl and cyclohexyl, pyridinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atms and quinolinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, (2) from about 33% to about 77% of a lower alkanoic acid and (3) from about 0% to about 33% of an additive stable in said cationic active aqueous solution selected from the group consisting of aluminum salts of lower alkanoic acids, lower alkoxy celluloses, chitoseamine and polyalkylene oxide waxes, whereby both the fabric and the soil are imparted with a positive electrostatic charge and the soil is separated from the fabric by electrostatic repulsion and dispersed throughout the washing solution.
2. The method of cleansing a soiled synthetic textile fabric, which comprises washing said fabric at least once in a cation-active aqueous solution consisting essentially of Water and from about 0.85 to about 1.5 gm./liter of a cation-active washing composition comprising (1) from about 23 to about 44% of an organic onium compound selected from the group consisting of aliphatic ammonium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, at least two alkyl radica s having from 1 to 2 carbon atoms and a radical selected from the group consisting of ethyl, methyl, benzyl and cyclohexyl, pyridinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms and quinolinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, (2) from about 33% to about 77% of a lower alkanoic acid and, (3) from about 0% to about 33% of an additive stable in said cationic active aqueous solution selected from the group consisting of aluminum salts of lower alkanoic acids, lower alkoxy celluloses, chitoseamine and polyalkylene oxide waxes, whereby both the fabric and the soil are imparted with a positive electrostatic charge and the soil is separated from the fabric by electrostatic repulsion and dispersed throughout the washing solution, and at least once in an anion-active aqueous solution capable of imparting a negative electrostatic charge to the fabric and the soil.
3. The method of cleansing a soiled synthetic textile fabric, which comprises washing said fabric in a cationactive aqueous solution consisting of water, from about 0.3 to about 0.5 gm./liter of a cation-active organic onium compound selected from the group consisting of aliphatic ammonium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, at least two alkyl radicals having from 1 to 2 carbon atoms and a radical selected from the group consisting of ethyl, methyl, benzyl and cyclohexyl, pyridinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms and quinolinium compounds having attached alkanoic acid. 7
to thenitrogen atoman aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, and from about 0.5 to about 1.0 gm./liter of a lower 4. The method of cleansing a soiled synthetic textile fabric, 'which'comprises washing said fabric in a cationactive aqueous Solution consisting of water, from about 0.3 to about 0.5 gm./liter of a cation-active organic oniumtcompound selected from the group consisting of aliphatic ammonium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, at least two alkyl radicals having from 1 to 2 carbon atoms and a radical selected horn the group consisting of ethyl, methyl, benzyl and cyclohexyl, pyridinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms and quinolinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, from about 0.5 to about 1.0 gm./liter of a lower alkanoic acid, and about 0.5 gm./liter of an aluminum salt of a lower alkanoic acid.
5. The method of cleansing a soiled synthetic textile fabric, which comprises washing said fabric in a cationactive aqueous solution consisting of water, from about 0.3 to about 0.5 gm./liter of a cation-active organic onium compound selected from the group consisting of aliphatic ammonium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, at least two alkyl radicals having from 1 to 2 carbon atoms and a radical selected from the group consisting of ethyl, methyl, benzyl and cyclohexyl, pyridinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms and quinolinium compounds having attached to the nitrogen atom analiphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, from about 0.5 to about 1.0 gm./liter of a lower alkanoic acid and from 0.01 to 0.5 gm./liter of an additive stable in said'cationic active aqueous solution selected from the group consisting of aluminum salts of lower alkanoic acids, lower alkoxy celluloses, chitoseamine and polyalkylene oxide waxes. H
6. A composition of matter for cleansing soilecl synthetic textile fabrics consisting essentially of water and from about 0.85 to about 1.5 gm./liter of a cation-active washing composition comprising (1) from about 23% to about 44% of an organic onium compound selected from the group consisting of aliphatic ammonium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, at least two alkyl radicals having from 1 to 2 carbon atoms and a radical selected from the group consisting of ethyl, methyl, benzyl and cyclohexyl, pyridinium compounds having'attached to the nitrogen atom analiphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms and quinolinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, (2) from about 33% to about 77% of a lower alkanoic acid and, (3) from about to about 33% of an additive stable in said cationic active aqueous solution selected from the group consistingof aluminum salts of lower alkanoic acids, lower alkoxy celluloses, chitoseamine and polyalkylene oxide waxes.
7. A composition of matter for cleansing soiled synthetic textile fabrics consisting essentially of water, from about 0.3 to about 0.5 gm./ liter of a cation-active organic onium compound'selected from the group consisting of aliphatic ammonium compounds having attached to the nitrogen-atom analiphatic radical containing a hydrocarbon chainhaving from 6 to 20 carbon atoms, at least two alkyl radicals having from 1 to Q carbon atoms and a radical selected from the group consisting of ethyl, methyl, benzyl and cyclohexyl, pyridinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms and quinolinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, and from about 0.5 to about 1.0 gm./liter of a lower alkanoic acid. V .7 v v a 8. A composition of matter for cleansing soiled synthetic textile fabrics consisting essentially of water, from about 0.3 to about 0.5 gm./liter of a cation-active organic onium compound selected from the group consisting of aliphatic ammonium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, at least two alkyl radicals having from 1 to 2 carbon atoms and a radical selected from the group consisting of ethyl, methyl, benzyl and cyclohexyl, pyridinium compounds having attached to 'the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms and quinolinium compounds having attached to the nitrogen atom' an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, from about 0.5 to about 1.0 gm./liter of a lower alkanoic acid, and about 0.5 gm./liter of an aluminum salt of a lower alkanoic acid. a
9. A composition of matter for cleansing soiled synthetic textile fabrics consisting essentially of water, from about 0.3 to about 0.5 gm./ liter of a cation-active organic onium compound selected from the group consisting of aliphatic ammonium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, at least two alkyl radicals having from 1 to 2 carbon atoms and a radical selected from the group consisting of ethyl, methyl, benzyl and cyclohexyl, pyridinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms and quinolinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms, from about 0.5 to about -1.0 gm./liter of a lower alkanoic acid, and from about 0.01 to 0.5 gm./liter of an additive stable in said cationic active aqueous solution selected from the group consisting of aluminum salts of lower alkanoic acids, lower alkoxy celluloses, chitoseamine and polyalkylene oxide waxes.
10. The method of cleansing a soiled polyamide fiber fabric, which comprises washing said fabric in a cationactive aqueous solution consisting essentially of water and from about 0.85 to about 1.5 gm./liter of a cationactive washing composition comprising (1) from about 23% to about 44% of an organic onium compound selected from the group consisting of aliphatic ammonium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain havingfrom 6 to 20 carbon atoms, at least two alkyl radicals having from 1 to 2 carbon atoms and a radical selected from the group consisting of ethyl, methyl, benzyl, and cyclohexyl, pyridinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain having from 6 to 20 carbon atoms and quinolinium compounds having attached to the nitrogen atom an aliphatic radical containing a hydrocarbon chain havingfrom 6 to 20 carbon atoms, (2) from about 33% to about 77% of a lower alkanoic acid and (3) from about 0% to about 33% of an additive stable in said cationic active aqueous solutionsselected from the group consisting of aluminum salts of lower alkanoic acids, loweralkoxy celluloses, chitoseamine. and polyalkyleneoxide waxes, whereby both the fabric and the soil are imparted with a positive'electrostatic charge and 10 the soil is separated from the fabric by electrostatic re- FOREIGN PATENTS pulsion and dispersed throughout the Washing solution. 443,795 Great Britain Man 1936 Reeeeeeeee Cieee in we file ef the eeeeee 132%; 33322 1131113331111: 123? i? 13?;
UNITED STATES PATENTS 2,129,264 Downing et a1. Sept. 6, 11938 OTHER REFERENCES 2,165,356 Dunbar J ly 1939 Applied Colloid Chemistry (General Theory), 2nd ed. 2,374,213 Katzman Apr. 2 1945 Rev. by Bancroft, pp. 287, 291 (1926), pub. by McGraw 2,459,062 Cook Ian. 11, 1949 10 Hill, N w York, 2,577,773 Lambert 1951 Quaternary Ammonium Germicides, Lawrence, Aca- 2,587,597 Cook et a1 Mar. 4, 1952 demic Press Inc., New York (1950), pp. 185-192.
2,702,179 Funderburk et a1. Feb. (15, 1955
Claims (1)
1. THE METHOD OF CLEANING A SOILED SYNTHETIC TEXTILE FABRIC, WHICH COMPRISES WASHING SAID FABRIC IN A CATIONACTIVE AQUEOUS SOLUTION CONSISTING ESSENTIALLY OF WATER AND FROM ABOUT 0.85 TO ABOUT 1.5 GM./LITER OF A CATIONACTIVE WASHING COMPOSITION COMPRISING (1) FROM ABOUT 23% TO ABOUT 44% OF AN ORGANIC ONIUM COMPOUND SELECTED FROM THE GROUP CONSISTING OF ALIPHATIC AMMONIUM COMPOUNDS HAVING ATTACHED TO THE NITROGEN ATOM AN ALIPHATIC RADICAL CONTAINING A HYDROCARBON CHAIN HAVING FROM 6 TO 20 CARBON ATOMS, AT LEAST TWO ALKYL RADICALS HAVING FROM 1 TO 2 CARBON ATOMS, AND A RADICAL SELECTED FROM THE GROUP CONSISTING OF ETHYL, METHYL, BENZYL AND CYCLOHEXYL, PYRIDINIUM COMPOUNDS HAVING ATTACHED TO THE NITROGEN ATOM AN ALIPHATIC RADICAL CONTAINING A HYDROCARBON CHAIN HAVING FROM 6 TO 20 CARBON ATMS AND QUINOLINIUM COMPOUNDS HAVING ATTACHED TO THE NITROGEN ATOM AN ALIPHATIC RADICAL CONTAINING A HYDROCARBON CHAIN HAVING FROM 6 TO 20 CARBON ATOMS, (2) FROM ABOUT 33% TO ABOUT 77* OF A LOWER ALKANOIC ACID AND (3) ROM ABOUT 0% TO ABOUT 33% OF AN ADDITIVE STABLE IN SAID CATIONIC ACTIVE AQUEOUS SOLUTION SELECTED FROM THE GROUP CONSISTING OF ALUMINUM SALTS OF LOWER ALKANOIC ACIDS, LOWER ALKOY CELLULOSES, CHITOSEAMINE AND POLYALKYLENE OXIDE WAXES, WHEREBY BOTH THE FABRIC AND THE SOIL ARE IMPARTED WITH A POSITIVE ELECTROSTATIC CHARGE AND THE SOIL IS SEPARATED FROM THE FABRIC BY ELECTROSTATIC REPULSION AND DISPERSED THROUGHOUT THE WASHING SOLUTION.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE337172X | 1953-07-29 | ||
| DE310753X | 1953-07-31 | ||
| DE10853X | 1953-08-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2950253A true US2950253A (en) | 1960-08-23 |
Family
ID=27179992
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US446146A Expired - Lifetime US2950253A (en) | 1953-07-29 | 1954-07-27 | Methods of washing textile fabrics |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US2950253A (en) |
| CH (1) | CH337172A (en) |
| DE (1) | DE1050298B (en) |
| FR (2) | FR1105801A (en) |
| GB (2) | GB764007A (en) |
| NL (1) | NL189533C (en) |
Cited By (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3154489A (en) * | 1960-07-18 | 1964-10-27 | Armour & Co | Surface active compositions |
| US3174905A (en) * | 1962-03-12 | 1965-03-23 | American Cyanamid Co | Methods and compositions for rendering textile materials soft, germ resistant and antistatic |
| US3223643A (en) * | 1964-11-12 | 1965-12-14 | Rohm & Haas | Liquid acid-detergent-sanitizer composition |
| US3223644A (en) * | 1964-11-12 | 1965-12-14 | Rohm & Haas | Liquid detergent-sanitizer |
| US3347812A (en) * | 1965-06-25 | 1967-10-17 | Marco Carlo G De | Novel water- and oil-resistant fibrous structures, processes and compositions therefor |
| US4199465A (en) * | 1977-12-23 | 1980-04-22 | The Procter & Gamble Company | Laundry detergent substrate articles |
| US4199464A (en) * | 1977-12-23 | 1980-04-22 | The Procter & Gamble Company | Laundry detergent substrate articles |
| US4222905A (en) * | 1978-06-26 | 1980-09-16 | The Procter & Gamble Company | Laundry detergent compositions having enhanced particulate soil removal performance |
| US4228044A (en) * | 1978-06-26 | 1980-10-14 | The Procter & Gamble Company | Laundry detergent compositions having enhanced particulate soil removal and antiredeposition performance |
| US4228042A (en) * | 1978-06-26 | 1980-10-14 | The Procter & Gamble Company | Biodegradable cationic surface-active agents containing ester or amide and polyalkoxy group |
| US4259217A (en) * | 1978-03-07 | 1981-03-31 | The Procter & Gamble Company | Laundry detergent compositions having enhanced greasy and oily soil removal performance |
| US4294576A (en) * | 1979-06-23 | 1981-10-13 | Basf Aktiengesellschaft | Removal of oligomer deposits from textile materials |
| WO1982002041A1 (en) * | 1980-12-11 | 1982-06-24 | Mason Res Center Virginia | Method for providing long-lasting local anesthesia and compounds and compositions therefore |
| US4493773A (en) * | 1982-05-10 | 1985-01-15 | The Procter & Gamble Company | Low phosphate, softening laundry detergent containing ethoxylated nonionic, alkylpolysaccharide and cationic surfactants |
| US5614548A (en) * | 1988-10-25 | 1997-03-25 | Wake Forest University | Quaternary amine containing ether or ester lipid derivatives and therapeutic compositions |
| US5770584A (en) * | 1993-06-10 | 1998-06-23 | Wake Forest University | Method of treating hepatitis virus infections |
| US5962437A (en) * | 1994-08-29 | 1999-10-05 | Wake Forest University | Lipid analogs for treating viral infections |
| US20020082242A1 (en) * | 2000-10-19 | 2002-06-27 | Kucera Louis S. | Compositions and methods of double-targeting virus infections and cancer cells |
| US20040149809A1 (en) * | 2001-05-29 | 2004-08-05 | Weekamp Johannus Wilhelmus | Metal-ceramic bond |
| US20040233811A1 (en) * | 2001-08-31 | 2004-11-25 | Duffield David Jay | Sequence counter for an audio visual stream |
| US20040259845A1 (en) * | 1995-08-07 | 2004-12-23 | Wake Forest University | Lipid analogs for treating viral infections |
| US20050187191A1 (en) * | 2004-02-20 | 2005-08-25 | Kucera Louis S. | Methods and compositions for the treatment of respiratory syncytial virus |
| US7309696B2 (en) | 2000-10-19 | 2007-12-18 | Wake Forest University | Compositions and methods for targeting cancer cells |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2437173C3 (en) * | 1974-06-01 | 1981-10-29 | Heinlein, Karl Hans, Dipl.-Chem. Dr., 6490 Schlüchtern | Method for washing textile material |
| GB1473873A (en) * | 1974-06-26 | 1977-05-18 | Ciba Geigy Ag | Photographic silver halide bleach-fix baths |
| WO2012022034A1 (en) | 2010-08-18 | 2012-02-23 | Unilever Plc | Improvements relating to fabric treatment compositions comprising targeted benefit agents |
| CA2843039A1 (en) | 2011-08-24 | 2013-02-28 | Unilever Plc | Benefit agent delivery particles comprising dextran |
| JP6126605B2 (en) | 2011-08-24 | 2017-05-10 | ユニリーバー・ナームローゼ・ベンノートシヤープ | Beneficial agent delivery particles containing non-ionic polysaccharides |
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|---|---|---|---|---|
| GB443795A (en) * | 1933-10-10 | 1936-03-06 | Ig Farbenindustrie Ag | Improvements in the manufacture and production of shaped washing and cleansing agents |
| US2129264A (en) * | 1935-03-29 | 1938-09-06 | Du Pont | Nitrogen-containing organic compounds |
| US2165356A (en) * | 1935-03-13 | 1939-07-11 | Ici Ltd | Dry-cleaning fluid |
| FR859643A (en) * | 1939-05-20 | 1940-12-23 | New products for hair use | |
| US2374213A (en) * | 1945-04-24 | Cleansing compositions | ||
| US2459062A (en) * | 1944-02-08 | 1949-01-11 | American Cyanamid Co | Quaternary ammonium compounds |
| US2577773A (en) * | 1947-03-26 | 1951-12-11 | Gen Aniline & Film Corp | Ternary detergent compositions |
| US2587597A (en) * | 1949-07-14 | 1952-03-04 | Arkansas Company Inc | Process for removal of pigments from printed textiles and agents useful therein |
| FR1025482A (en) * | 1950-10-05 | 1953-04-15 | Union Francaise Commerciale Et Industrielle Sa | Perfected shampoo |
| US2702279A (en) * | 1955-02-15 | Detergent compositions having |
-
0
- DE DENDAT1050298D patent/DE1050298B/en active Pending
- NL NLAANVRAGE8201513,A patent/NL189533C/en active
-
1954
- 1954-07-22 CH CH337172D patent/CH337172A/en unknown
- 1954-07-27 US US446146A patent/US2950253A/en not_active Expired - Lifetime
- 1954-07-28 GB GB21994/54A patent/GB764007A/en not_active Expired
- 1954-07-28 GB GB21993/54A patent/GB765811A/en not_active Expired
- 1954-07-29 FR FR1105801D patent/FR1105801A/en not_active Expired
- 1954-07-30 FR FR1106094D patent/FR1106094A/en not_active Expired
Patent Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2374213A (en) * | 1945-04-24 | Cleansing compositions | ||
| US2702279A (en) * | 1955-02-15 | Detergent compositions having | ||
| GB443795A (en) * | 1933-10-10 | 1936-03-06 | Ig Farbenindustrie Ag | Improvements in the manufacture and production of shaped washing and cleansing agents |
| US2165356A (en) * | 1935-03-13 | 1939-07-11 | Ici Ltd | Dry-cleaning fluid |
| US2129264A (en) * | 1935-03-29 | 1938-09-06 | Du Pont | Nitrogen-containing organic compounds |
| FR859643A (en) * | 1939-05-20 | 1940-12-23 | New products for hair use | |
| US2459062A (en) * | 1944-02-08 | 1949-01-11 | American Cyanamid Co | Quaternary ammonium compounds |
| US2577773A (en) * | 1947-03-26 | 1951-12-11 | Gen Aniline & Film Corp | Ternary detergent compositions |
| US2587597A (en) * | 1949-07-14 | 1952-03-04 | Arkansas Company Inc | Process for removal of pigments from printed textiles and agents useful therein |
| FR1025482A (en) * | 1950-10-05 | 1953-04-15 | Union Francaise Commerciale Et Industrielle Sa | Perfected shampoo |
Cited By (41)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3154489A (en) * | 1960-07-18 | 1964-10-27 | Armour & Co | Surface active compositions |
| US3174905A (en) * | 1962-03-12 | 1965-03-23 | American Cyanamid Co | Methods and compositions for rendering textile materials soft, germ resistant and antistatic |
| US3223643A (en) * | 1964-11-12 | 1965-12-14 | Rohm & Haas | Liquid acid-detergent-sanitizer composition |
| US3223644A (en) * | 1964-11-12 | 1965-12-14 | Rohm & Haas | Liquid detergent-sanitizer |
| US3347812A (en) * | 1965-06-25 | 1967-10-17 | Marco Carlo G De | Novel water- and oil-resistant fibrous structures, processes and compositions therefor |
| US4199465A (en) * | 1977-12-23 | 1980-04-22 | The Procter & Gamble Company | Laundry detergent substrate articles |
| US4199464A (en) * | 1977-12-23 | 1980-04-22 | The Procter & Gamble Company | Laundry detergent substrate articles |
| US4259217A (en) * | 1978-03-07 | 1981-03-31 | The Procter & Gamble Company | Laundry detergent compositions having enhanced greasy and oily soil removal performance |
| US4228044A (en) * | 1978-06-26 | 1980-10-14 | The Procter & Gamble Company | Laundry detergent compositions having enhanced particulate soil removal and antiredeposition performance |
| US4228042A (en) * | 1978-06-26 | 1980-10-14 | The Procter & Gamble Company | Biodegradable cationic surface-active agents containing ester or amide and polyalkoxy group |
| US4222905A (en) * | 1978-06-26 | 1980-09-16 | The Procter & Gamble Company | Laundry detergent compositions having enhanced particulate soil removal performance |
| US4294576A (en) * | 1979-06-23 | 1981-10-13 | Basf Aktiengesellschaft | Removal of oligomer deposits from textile materials |
| WO1982002041A1 (en) * | 1980-12-11 | 1982-06-24 | Mason Res Center Virginia | Method for providing long-lasting local anesthesia and compounds and compositions therefore |
| US4493773A (en) * | 1982-05-10 | 1985-01-15 | The Procter & Gamble Company | Low phosphate, softening laundry detergent containing ethoxylated nonionic, alkylpolysaccharide and cationic surfactants |
| US5614548A (en) * | 1988-10-25 | 1997-03-25 | Wake Forest University | Quaternary amine containing ether or ester lipid derivatives and therapeutic compositions |
| US6030960A (en) * | 1993-06-10 | 2000-02-29 | Wake Forest University | Method of treating hepatitis virus infections |
| US5770584A (en) * | 1993-06-10 | 1998-06-23 | Wake Forest University | Method of treating hepatitis virus infections |
| US20070105811A1 (en) * | 1994-08-29 | 2007-05-10 | Wake Forest University | Lipid analogs for inhibiting the activity of hepatitis B antigen |
| US7294621B2 (en) | 1994-08-29 | 2007-11-13 | Wake Forest University | Lipid analogs for combating tumors |
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| US7294619B2 (en) | 1994-08-29 | 2007-11-13 | Wake Forest University | Lipid analogs for inhibiting the activity of hepatitis B antigen |
| US7294620B2 (en) | 1994-08-29 | 2007-11-13 | Wake Forest University | Lipid analogs for inhibiting HIV-1 activity |
| US20050080050A1 (en) * | 1994-08-29 | 2005-04-14 | Wake Forest University | Lipid analogs for treating viral infections |
| US20070105812A1 (en) * | 1994-08-29 | 2007-05-10 | Wake Forest University | Lipid analogs for inhibiting HIV-1 activity |
| US5962437A (en) * | 1994-08-29 | 1999-10-05 | Wake Forest University | Lipid analogs for treating viral infections |
| US7129227B1 (en) | 1994-08-29 | 2006-10-31 | Wake Forest University | Lipid analogs for treating viral infections |
| US20070099870A1 (en) * | 1994-08-29 | 2007-05-03 | Wake Forest University | Lipid analogs for combating tumors |
| US7141557B2 (en) | 1994-08-29 | 2006-11-28 | Wake Forest University | Lipid analogs for treating viral infections |
| US7135584B2 (en) | 1995-08-07 | 2006-11-14 | Wake Forest University | Lipid analogs for treating viral infections |
| US20040259845A1 (en) * | 1995-08-07 | 2004-12-23 | Wake Forest University | Lipid analogs for treating viral infections |
| US20100184718A1 (en) * | 1999-10-28 | 2010-07-22 | Kucera Louis S | Compositions and Methods for Double-Targeting Virus Infections and Targeting Cancer Cells |
| US8138200B2 (en) | 1999-10-28 | 2012-03-20 | Wake Forest University | Compositions and methods for double-targeting virus infections and targeting cancer cells |
| US20060264397A1 (en) * | 1999-10-28 | 2006-11-23 | Wake Forest University School Of Medicine | Compositions and methods for targeting cancer cells |
| US7638528B2 (en) | 1999-10-28 | 2009-12-29 | Wake Forest University School Of Medicine | Compositions and methods for targeting cancer cells |
| US7026469B2 (en) | 2000-10-19 | 2006-04-11 | Wake Forest University School Of Medicine | Compositions and methods of double-targeting virus infections and cancer cells |
| US20020082242A1 (en) * | 2000-10-19 | 2002-06-27 | Kucera Louis S. | Compositions and methods of double-targeting virus infections and cancer cells |
| US7309696B2 (en) | 2000-10-19 | 2007-12-18 | Wake Forest University | Compositions and methods for targeting cancer cells |
| US20040149809A1 (en) * | 2001-05-29 | 2004-08-05 | Weekamp Johannus Wilhelmus | Metal-ceramic bond |
| US20040233811A1 (en) * | 2001-08-31 | 2004-11-25 | Duffield David Jay | Sequence counter for an audio visual stream |
| US7551837B2 (en) | 2001-08-31 | 2009-06-23 | Thomson Licensing | Sequence counter for an audio visual stream |
| US20050187191A1 (en) * | 2004-02-20 | 2005-08-25 | Kucera Louis S. | Methods and compositions for the treatment of respiratory syncytial virus |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1105801A (en) | 1955-12-08 |
| DE1050298B (en) | 1959-02-12 |
| FR1106094A (en) | 1955-12-12 |
| GB764007A (en) | 1956-12-19 |
| NL189533C (en) | |
| CH337172A (en) | 1959-03-31 |
| GB765811A (en) | 1957-01-16 |
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