US3644203A - Fabric softener - Google Patents
Fabric softener Download PDFInfo
- Publication number
- US3644203A US3644203A US782469A US3644203DA US3644203A US 3644203 A US3644203 A US 3644203A US 782469 A US782469 A US 782469A US 3644203D A US3644203D A US 3644203DA US 3644203 A US3644203 A US 3644203A
- Authority
- US
- United States
- Prior art keywords
- complex
- alkyl
- fabric softener
- carbon atoms
- softener
- 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
- 239000002979 fabric softener Substances 0.000 title claims abstract description 20
- 239000000203 mixture Substances 0.000 claims abstract description 27
- 125000004432 carbon atom Chemical group C* 0.000 claims description 20
- -1 alkali metal alkyl sulfate Chemical class 0.000 claims description 8
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 claims description 8
- 239000011734 sodium Substances 0.000 claims description 8
- 229910052708 sodium Inorganic materials 0.000 claims description 8
- 229910052783 alkali metal Inorganic materials 0.000 claims description 7
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 claims description 4
- 229940043264 dodecyl sulfate Drugs 0.000 claims description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- 150000001340 alkali metals Chemical class 0.000 claims description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 2
- SRYDOKOCKWANAE-UHFFFAOYSA-N hexadecane-1,1-diol Chemical compound CCCCCCCCCCCCCCCC(O)O SRYDOKOCKWANAE-UHFFFAOYSA-N 0.000 claims description 2
- 229910052700 potassium Inorganic materials 0.000 claims description 2
- 239000011591 potassium Substances 0.000 claims description 2
- 150000008051 alkyl sulfates Chemical class 0.000 abstract description 16
- 239000003795 chemical substances by application Substances 0.000 abstract description 7
- 150000003856 quaternary ammonium compounds Chemical class 0.000 abstract description 3
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 abstract description 2
- 239000003599 detergent Substances 0.000 description 22
- 125000005233 alkylalcohol group Chemical group 0.000 description 11
- 239000004665 cationic fabric softener Substances 0.000 description 10
- 238000004383 yellowing Methods 0.000 description 10
- 125000000217 alkyl group Chemical group 0.000 description 9
- 239000004744 fabric Substances 0.000 description 8
- 238000009472 formulation Methods 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 5
- 150000001298 alcohols Chemical class 0.000 description 3
- 239000003945 anionic surfactant Substances 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 description 3
- 238000002845 discoloration Methods 0.000 description 3
- 239000004664 distearyldimethylammonium chloride (DHTDMAC) Substances 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical compound O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 description 2
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 2
- 235000019832 sodium triphosphate Nutrition 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 239000004115 Sodium Silicate Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 150000001339 alkali metal compounds Chemical class 0.000 description 1
- 229910000318 alkali metal phosphate Inorganic materials 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000001450 anions Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 150000001768 cations Chemical group 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 235000011180 diphosphates Nutrition 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 239000008233 hard water Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 150000002462 imidazolines Chemical class 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229940043348 myristyl alcohol Drugs 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 1
- VJQGGZWPOMJLTP-UHFFFAOYSA-N octadecane-1,1-diol Chemical compound CCCCCCCCCCCCCCCCCC(O)O VJQGGZWPOMJLTP-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 230000002085 persistent effect Effects 0.000 description 1
- 229920001983 poloxamer Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 238000005406 washing Methods 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
- C11D3/2006—Monohydric alcohols
- C11D3/201—Monohydric alcohols linear
- C11D3/2013—Monohydric alcohols linear fatty or with at least 8 carbon atoms in the alkyl chain
-
- 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
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
-
- 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
- C11D1/62—Quaternary ammonium 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/001—Softening compositions
-
- 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
- C11D3/2041—Dihydric alcohols
- C11D3/2044—Dihydric alcohols linear
-
- 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
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
-
- 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
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/46—Compounds containing quaternary nitrogen atoms
-
- 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
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/46—Compounds containing quaternary nitrogen atoms
- D06M13/47—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds
- D06M13/473—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds having five-membered heterocyclic rings
Definitions
- Yellowing may be mitigated by providing for an anionic surfactant in combination with the cationic fabric softener.
- the anionic surfactant forms a complex with the cationic'fabric softener, which, under proper conditions, may be deposited on the fabric to be softened without causing yellowing.
- This approach to the control of the discoloration caused by fabric softeners is not without difficulties.
- the principal disadvantage of it is that the presence of an anionic surfactant interferes with the softening efficiency of most cationic fabric softeners.
- Alkanols suitable for use in the present invention usually contain from 12 to 22 carbon atoms.
- linear alcohols may be used, whether of natural or synthetic origin, such as dodecyl alcohol, myristyl alcohol, stearyl alcohol, and mixed alcohols such as C to C alcohols prepared by Ziegler polymerization of ethylene.
- Alkane diols such as octadecane diol may also be used if desired.
- EXAMPLE 1 25 the distearyldimethyl ammonium chloride as a fabric softener, sodium lauryl sulfate and various alkyl alcohols.
- Five 4X6 inch terry cloth swatches were treated in a Terg-O-Tometer pot for 15 minutes with 1,000 ml. of 90 p.p.m. hard water artificially hardened with calcium and magnesium in a 2:1 ratio and additionally containing 4 ppm. of Fe.
- the washing temperature was 120 F. 1.94 grams of built nonionic detergent composition and 0.1 grams of distearyl dimethyl ammonium chloride were added.
- the amounts of sodium lauryl sulfate and alkyl alcohol were varied as set forth below,
- EXAMPLE 2 The test described in Example 1 was repeated substituting fabric softener 1-methyll-alkylamido-ethyl-Z-al- TABLE I.TERG-O-TOMETER SOFTENING ACTION AND YELLOWING DATA Detergent, Softener, Job Pot percent percent Antiyellowant AS Ah I 1 0. 194 s t 0. 0 0. 0 2 0.194 0.01 2.5 12.8 3 0. 194 0.01 .0034%* Na lauryl sulfate-.25 0c 2. 5 11.9 4 0. 194 0.01 .0067% Na lauryl sulfate-.25 octadecanol 0. 0 2.0 II 1 0. 194 0. 0 2 0. 194 0. 01 .4 10.
- the first number (.0034%) states the concentration in weight percent of the complex in the wash water.
- a fabric softening composition having a reduced tendency to cause yellowing consisting essentially of a complex of (a) an alcohol selected from the group consisting of alkanols and alkane diols of 12 to 22 carbon atoms and an alkali metal alkyl sulfate of 12 to 18 carbon atoms in combination with (b) a cationic fabric softener selected from the group consisting of 3 and N-CHz s C ⁇ O N-CH:
- molar ratio of the alcohol to the alkali metal-alkyl sulfate in the complex (a) being from between about l:l and 1:2.
- composition according to claim 1 wherein said complex is formed from a linear alkanol having from l2 to 22 carbon atoms and an alkali metal alkyl sulfate having from 12 to 18 carbon atoms and in which the alkali metal is selected from the group consisting of sodium and potassium.
- composition according to claim 3 wherein said complex is formed from octadecanol and lauryl sulfate.
- composition according to claim 3 wherein said complex is formed from hexadecanediol and lauryl sulfate.
- a multifunctional detergent composition consistl5 ing essentially of the following ingredients in the following approximate proportions in parts by weight:
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Textile Engineering (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US78246968A | 1968-12-09 | 1968-12-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3644203A true US3644203A (en) | 1972-02-22 |
Family
ID=25126152
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US782469A Expired - Lifetime US3644203A (en) | 1968-12-09 | 1968-12-09 | Fabric softener |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US3644203A (en, 2012) |
| AT (1) | AT298402B (en, 2012) |
| BE (1) | BE742879A (en, 2012) |
| CH (2) | CH498976A (en, 2012) |
| DE (1) | DE1961451C3 (en, 2012) |
| DK (2) | DK131432B (en, 2012) |
| FR (1) | FR2025683A1 (en, 2012) |
| GB (1) | GB1282428A (en, 2012) |
| NL (1) | NL161827C (en, 2012) |
| NO (1) | NO136203C (en, 2012) |
| SE (1) | SE368027B (en, 2012) |
Cited By (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3886075A (en) * | 1973-02-16 | 1975-05-27 | Procter & Gamble | Fabric softening composition containing a smectite type clay |
| US3928213A (en) * | 1973-03-23 | 1975-12-23 | Procter & Gamble | Fabric softener and soil-release composition and method |
| US3936537A (en) * | 1974-11-01 | 1976-02-03 | The Procter & Gamble Company | Detergent-compatible fabric softening and antistatic compositions |
| US3968042A (en) * | 1974-09-13 | 1976-07-06 | Phillips Petroleum Company | Finishing agent and nonscroopy polyolefin fibers |
| US4000077A (en) * | 1972-05-04 | 1976-12-28 | Colgate-Palmolive Company | Enhancement of cationic softener |
| US4073735A (en) * | 1976-02-19 | 1978-02-14 | Colgate Palmolive Company | Rinse cycle fabric softener |
| US4213867A (en) * | 1978-12-29 | 1980-07-22 | Domtar Inc. | Fabric conditioning compositions |
| US4264457A (en) * | 1980-02-04 | 1981-04-28 | Desoto, Inc. | Cationic liquid laundry detergent and fabric softener |
| US4388077A (en) * | 1981-08-07 | 1983-06-14 | W. E. Greer Ltd. | Composition for washing fabric |
| DE3309569A1 (de) * | 1982-03-22 | 1983-10-27 | Colgate-Palmolive Co., 10022 New York, N.Y. | Konzentrierte waescheweichspuelmittel |
| US4493773A (en) * | 1982-05-10 | 1985-01-15 | The Procter & Gamble Company | Low phosphate, softening laundry detergent containing ethoxylated nonionic, alkylpolysaccharide and cationic surfactants |
| US4661289A (en) * | 1984-08-29 | 1987-04-28 | Lever Brothers Company | Detergent compositions |
| US4661269A (en) * | 1985-03-28 | 1987-04-28 | The Procter & Gamble Company | Liquid fabric softener |
| US4661270A (en) * | 1983-05-11 | 1987-04-28 | Colgate-Palmolive Company | Concentrated fabric softening composition and methods for making same |
| US4724089A (en) * | 1985-03-28 | 1988-02-09 | The Procter & Gamble Company | Textile treatment compositions |
| US4772403A (en) * | 1985-01-30 | 1988-09-20 | Colgate Palmolive Company | Fabric softener composition |
| US4806255A (en) * | 1985-08-20 | 1989-02-21 | The Procter & Gamble Company | Textile treatment compositions |
| US4855072A (en) * | 1985-03-28 | 1989-08-08 | The Procter & Gamble Company | Liquid fabric softener |
| US4976878A (en) * | 1990-01-18 | 1990-12-11 | The Procter & Gamble Company | Process for recovering gelled aqueous liquid fabric softener |
| US5466394A (en) * | 1994-04-25 | 1995-11-14 | The Procter & Gamble Co. | Stable, aqueous laundry detergent composition having improved softening properties |
| US5584888A (en) * | 1994-08-31 | 1996-12-17 | Miracle; Gregory S. | Perhydrolysis-selective bleach activators |
| WO1997003172A1 (en) * | 1995-07-11 | 1997-01-30 | The Procter & Gamble Company | Concentrated, stable fabric softening compositions including chelants |
| WO1997003170A1 (en) * | 1995-07-11 | 1997-01-30 | The Procter & Gamble Company | Concentrated, water dispersible, stable, fabric softening compositions |
| EP0763592A1 (en) | 1995-09-18 | 1997-03-19 | The Procter & Gamble Company | Stabilised fabric softening compositions |
| US5622925A (en) * | 1994-04-25 | 1997-04-22 | The Procter & Gamble Company | Stable, aqueous laundry detergent composition having improved softening properties |
| US5703035A (en) * | 1994-02-23 | 1997-12-30 | Witco Surfactants Gmbh | Highly concentrated aqueous fabric softners having improved storage stability |
| EP0839899A1 (en) | 1996-10-30 | 1998-05-06 | The Procter & Gamble Company | Fabric softening compositions |
| US6180594B1 (en) | 1998-12-01 | 2001-01-30 | Witco Surfactants Gmbh | Low-concentration, high-viscosity aqueous fabric softeners |
| US6323172B1 (en) * | 1996-03-22 | 2001-11-27 | The Procter & Gamble Company | Concentrated, stable fabric softening composition |
| US6376455B1 (en) | 1998-01-09 | 2002-04-23 | Goldschmidt Rewo Gmbh & Co. Kg | Quaternary ammonium compounds, compositions containing them, and uses thereof |
| US20030069158A1 (en) * | 2001-09-10 | 2003-04-10 | Unilever Home & Personal Care Usa Division Of Conopco, Inc. | Fabric conditioning compositions |
| US20030114338A1 (en) * | 2001-09-10 | 2003-06-19 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Fabric conditioning compositions |
| US20030114336A1 (en) * | 2001-09-10 | 2003-06-19 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Method of reducing the viscosity of fabric conditioning compositions |
| DE102007012909A1 (de) | 2007-03-19 | 2008-09-25 | Momentive Performance Materials Gmbh | Mit Duftstoffen modifizierte, reaktive Polyorganosiloxane |
| DE102007012910A1 (de) | 2007-03-19 | 2008-09-25 | Momentive Performance Materials Gmbh | Mit Duftstoffen modifizierte, verzweigte Polyorganosiloxane |
| EP2476743A1 (en) | 2011-04-04 | 2012-07-18 | Unilever Plc, A Company Registered In England And Wales under company no. 41424 of Unilever House | Method of laundering fabric |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2376994A1 (fr) * | 1977-01-11 | 1978-08-04 | Snecma | Perfectionnements aux dispositifs a cavites resonnantes pour la reduction du bruit dans un conduit en presence d'un flux gazeux |
| US4497716A (en) * | 1982-12-23 | 1985-02-05 | Lever Brothers Company | Fabric softening composition |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2166314A (en) * | 1935-08-13 | 1939-07-18 | Procter & Gamble | Preparation of detergents |
| US2679482A (en) * | 1949-10-08 | 1954-05-25 | Colgate Palmolive Co | Synthetic detergent compositions |
| US3044962A (en) * | 1957-10-31 | 1962-07-17 | British Nylon Spinners Ltd | Preparation of detergent compositions |
| US3095373A (en) * | 1959-01-30 | 1963-06-25 | Wyandotte Chemicals Corp | Fabric softeners |
| US3360470A (en) * | 1963-05-28 | 1967-12-26 | Colgate Palmolive Co | Laundering compositions |
-
0
- DK DK131432D patent/DK131432A/da unknown
- CH CH1824769D patent/CH1824769D/xx unknown
-
1968
- 1968-12-09 US US782469A patent/US3644203A/en not_active Expired - Lifetime
-
1969
- 1969-12-03 NO NO4785/69A patent/NO136203C/no unknown
- 1969-12-05 AT AT1135669A patent/AT298402B/de not_active IP Right Cessation
- 1969-12-08 DE DE1961451A patent/DE1961451C3/de not_active Expired
- 1969-12-08 FR FR6942390A patent/FR2025683A1/fr not_active Withdrawn
- 1969-12-08 NL NL6918426.A patent/NL161827C/xx not_active IP Right Cessation
- 1969-12-08 CH CH1824769A patent/CH498976A/de not_active IP Right Cessation
- 1969-12-08 DK DK648069AA patent/DK131432B/da not_active IP Right Cessation
- 1969-12-09 BE BE742879D patent/BE742879A/xx not_active IP Right Cessation
- 1969-12-09 SE SE16989/69A patent/SE368027B/xx unknown
- 1969-12-09 GB GB59977/69A patent/GB1282428A/en not_active Expired
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2166314A (en) * | 1935-08-13 | 1939-07-18 | Procter & Gamble | Preparation of detergents |
| US2679482A (en) * | 1949-10-08 | 1954-05-25 | Colgate Palmolive Co | Synthetic detergent compositions |
| US3044962A (en) * | 1957-10-31 | 1962-07-17 | British Nylon Spinners Ltd | Preparation of detergent compositions |
| US3095373A (en) * | 1959-01-30 | 1963-06-25 | Wyandotte Chemicals Corp | Fabric softeners |
| US3360470A (en) * | 1963-05-28 | 1967-12-26 | Colgate Palmolive Co | Laundering compositions |
Non-Patent Citations (1)
| Title |
|---|
| Reference cited by Applicant Goddard et al., MOdified Detergent Properties, Soap and Chemical Specialties, Feb. 1966. * |
Cited By (44)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4000077A (en) * | 1972-05-04 | 1976-12-28 | Colgate-Palmolive Company | Enhancement of cationic softener |
| US3886075A (en) * | 1973-02-16 | 1975-05-27 | Procter & Gamble | Fabric softening composition containing a smectite type clay |
| US3928213A (en) * | 1973-03-23 | 1975-12-23 | Procter & Gamble | Fabric softener and soil-release composition and method |
| US3968042A (en) * | 1974-09-13 | 1976-07-06 | Phillips Petroleum Company | Finishing agent and nonscroopy polyolefin fibers |
| US3936537A (en) * | 1974-11-01 | 1976-02-03 | The Procter & Gamble Company | Detergent-compatible fabric softening and antistatic compositions |
| US4073735A (en) * | 1976-02-19 | 1978-02-14 | Colgate Palmolive Company | Rinse cycle fabric softener |
| US4213867A (en) * | 1978-12-29 | 1980-07-22 | Domtar Inc. | Fabric conditioning compositions |
| US4264457A (en) * | 1980-02-04 | 1981-04-28 | Desoto, Inc. | Cationic liquid laundry detergent and fabric softener |
| US4388077A (en) * | 1981-08-07 | 1983-06-14 | W. E. Greer Ltd. | Composition for washing fabric |
| DE3309569A1 (de) * | 1982-03-22 | 1983-10-27 | Colgate-Palmolive Co., 10022 New York, N.Y. | Konzentrierte waescheweichspuelmittel |
| US4493773A (en) * | 1982-05-10 | 1985-01-15 | The Procter & Gamble Company | Low phosphate, softening laundry detergent containing ethoxylated nonionic, alkylpolysaccharide and cationic surfactants |
| US4661270A (en) * | 1983-05-11 | 1987-04-28 | Colgate-Palmolive Company | Concentrated fabric softening composition and methods for making same |
| US4661289A (en) * | 1984-08-29 | 1987-04-28 | Lever Brothers Company | Detergent compositions |
| US4772403A (en) * | 1985-01-30 | 1988-09-20 | Colgate Palmolive Company | Fabric softener composition |
| US4661269A (en) * | 1985-03-28 | 1987-04-28 | The Procter & Gamble Company | Liquid fabric softener |
| US4724089A (en) * | 1985-03-28 | 1988-02-09 | The Procter & Gamble Company | Textile treatment compositions |
| US4855072A (en) * | 1985-03-28 | 1989-08-08 | The Procter & Gamble Company | Liquid fabric softener |
| US4806255A (en) * | 1985-08-20 | 1989-02-21 | The Procter & Gamble Company | Textile treatment compositions |
| US4976878A (en) * | 1990-01-18 | 1990-12-11 | The Procter & Gamble Company | Process for recovering gelled aqueous liquid fabric softener |
| US5703035A (en) * | 1994-02-23 | 1997-12-30 | Witco Surfactants Gmbh | Highly concentrated aqueous fabric softners having improved storage stability |
| US5466394A (en) * | 1994-04-25 | 1995-11-14 | The Procter & Gamble Co. | Stable, aqueous laundry detergent composition having improved softening properties |
| US5622925A (en) * | 1994-04-25 | 1997-04-22 | The Procter & Gamble Company | Stable, aqueous laundry detergent composition having improved softening properties |
| US5584888A (en) * | 1994-08-31 | 1996-12-17 | Miracle; Gregory S. | Perhydrolysis-selective bleach activators |
| WO1997003169A1 (en) * | 1995-07-11 | 1997-01-30 | The Procter & Gamble Company | Concentrated, stable fabric softening composition |
| US6369025B1 (en) * | 1995-07-11 | 2002-04-09 | The Procter & Gamble Company | Concentrated, water dispersible, stable, fabric softening compositions |
| WO1997003170A1 (en) * | 1995-07-11 | 1997-01-30 | The Procter & Gamble Company | Concentrated, water dispersible, stable, fabric softening compositions |
| WO1997003172A1 (en) * | 1995-07-11 | 1997-01-30 | The Procter & Gamble Company | Concentrated, stable fabric softening compositions including chelants |
| EP0763592A1 (en) | 1995-09-18 | 1997-03-19 | The Procter & Gamble Company | Stabilised fabric softening compositions |
| US20060058215A1 (en) * | 1996-03-22 | 2006-03-16 | Toan Trinh | Concentrated, stable, preferably clear, fabric softening composition |
| US20060058216A1 (en) * | 1996-03-22 | 2006-03-16 | Toan Trinh | Concentrated, stable, preferably clear, fabric softening composition |
| US6323172B1 (en) * | 1996-03-22 | 2001-11-27 | The Procter & Gamble Company | Concentrated, stable fabric softening composition |
| US20030153483A1 (en) * | 1996-03-22 | 2003-08-14 | Toan Trinh | Concentrated, stable fabric softening composition |
| EP0839899A1 (en) | 1996-10-30 | 1998-05-06 | The Procter & Gamble Company | Fabric softening compositions |
| US6376455B1 (en) | 1998-01-09 | 2002-04-23 | Goldschmidt Rewo Gmbh & Co. Kg | Quaternary ammonium compounds, compositions containing them, and uses thereof |
| US6180594B1 (en) | 1998-12-01 | 2001-01-30 | Witco Surfactants Gmbh | Low-concentration, high-viscosity aqueous fabric softeners |
| US20030069158A1 (en) * | 2001-09-10 | 2003-04-10 | Unilever Home & Personal Care Usa Division Of Conopco, Inc. | Fabric conditioning compositions |
| US20030114338A1 (en) * | 2001-09-10 | 2003-06-19 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Fabric conditioning compositions |
| US20030114336A1 (en) * | 2001-09-10 | 2003-06-19 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Method of reducing the viscosity of fabric conditioning compositions |
| US6797689B2 (en) | 2001-09-10 | 2004-09-28 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Method of reducing the viscosity of fabric conditioning compositions |
| US6992059B2 (en) | 2001-09-10 | 2006-01-31 | Unilever Home & Personal Care Usa Divisionof Conopco, Inc. | Fabric conditioning compositions |
| DE102007012909A1 (de) | 2007-03-19 | 2008-09-25 | Momentive Performance Materials Gmbh | Mit Duftstoffen modifizierte, reaktive Polyorganosiloxane |
| DE102007012910A1 (de) | 2007-03-19 | 2008-09-25 | Momentive Performance Materials Gmbh | Mit Duftstoffen modifizierte, verzweigte Polyorganosiloxane |
| EP2476743A1 (en) | 2011-04-04 | 2012-07-18 | Unilever Plc, A Company Registered In England And Wales under company no. 41424 of Unilever House | Method of laundering fabric |
| WO2012136427A1 (en) | 2011-04-04 | 2012-10-11 | Unilever Plc | Method of laundering fabric |
Also Published As
| Publication number | Publication date |
|---|---|
| CH498976A (de) | 1970-11-15 |
| DE1961451A1 (de) | 1970-07-02 |
| NO136203C (no) | 1977-08-03 |
| AT298402B (de) | 1972-05-10 |
| FR2025683A1 (en, 2012) | 1970-09-11 |
| DK131432C (en, 2012) | 1975-12-15 |
| SE368027B (en, 2012) | 1974-06-17 |
| NO136203B (en, 2012) | 1977-04-25 |
| BE742879A (en, 2012) | 1970-06-09 |
| DK131432A (en, 2012) | |
| DE1961451C3 (de) | 1978-12-14 |
| GB1282428A (en) | 1972-07-19 |
| NL161827C (nl) | 1980-03-17 |
| NL161827B (nl) | 1979-10-15 |
| DE1961451B2 (de) | 1978-04-13 |
| CH1824769D (en, 2012) | |
| NL6918426A (en, 2012) | 1970-06-11 |
| DK131432B (da) | 1975-07-14 |
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