US3703480A - Fabric-softener compositions - Google Patents
Fabric-softener compositions Download PDFInfo
- Publication number
- US3703480A US3703480A US90133A US3703480DA US3703480A US 3703480 A US3703480 A US 3703480A US 90133 A US90133 A US 90133A US 3703480D A US3703480D A US 3703480DA US 3703480 A US3703480 A US 3703480A
- Authority
- US
- United States
- Prior art keywords
- softener
- resin
- detergent
- sodium
- compositions
- 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
- 239000000203 mixture Substances 0.000 title abstract description 87
- 239000002979 fabric softener Substances 0.000 title abstract description 17
- 239000003599 detergent Substances 0.000 abstract description 55
- 239000011347 resin Substances 0.000 abstract description 52
- 229920005989 resin Polymers 0.000 abstract description 52
- 150000003839 salts Chemical class 0.000 abstract description 33
- -1 AMINO Chemical class 0.000 abstract description 24
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 abstract description 10
- 239000004753 textile Substances 0.000 abstract description 10
- 238000000034 method Methods 0.000 abstract description 9
- 150000003863 ammonium salts Chemical group 0.000 abstract description 4
- 235000002639 sodium chloride Nutrition 0.000 description 33
- 125000000217 alkyl group Chemical group 0.000 description 32
- 239000011734 sodium Substances 0.000 description 29
- 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 description 28
- 229910052708 sodium Inorganic materials 0.000 description 28
- 125000004432 carbon atom Chemical group C* 0.000 description 24
- 125000001453 quaternary ammonium group Chemical group 0.000 description 15
- 239000003760 tallow Substances 0.000 description 15
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 13
- 239000007788 liquid Substances 0.000 description 12
- 238000004900 laundering Methods 0.000 description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- 239000000463 material Substances 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 9
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 9
- 125000000129 anionic group Chemical group 0.000 description 9
- 239000004615 ingredient Substances 0.000 description 9
- 239000011591 potassium Substances 0.000 description 9
- 229910052700 potassium Inorganic materials 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 7
- 239000004744 fabric Substances 0.000 description 7
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 6
- KIWBPDUYBMNFTB-UHFFFAOYSA-N Ethyl hydrogen sulfate Chemical compound CCOS(O)(=O)=O KIWBPDUYBMNFTB-UHFFFAOYSA-N 0.000 description 6
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 6
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 6
- 125000001273 sulfonato group Chemical class [O-]S(*)(=O)=O 0.000 description 6
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 6
- 238000005406 washing Methods 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 5
- 239000004202 carbamide Substances 0.000 description 5
- 125000002091 cationic group Chemical group 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- 239000000194 fatty acid Substances 0.000 description 5
- 229930195729 fatty acid Natural products 0.000 description 5
- 150000004665 fatty acids Chemical class 0.000 description 5
- 159000000001 potassium salts Chemical class 0.000 description 5
- 239000000344 soap Substances 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 239000003125 aqueous solvent Substances 0.000 description 4
- 150000001805 chlorine compounds Chemical group 0.000 description 4
- 239000013065 commercial product Substances 0.000 description 4
- IQDGSYLLQPDQDV-UHFFFAOYSA-N dimethylazanium;chloride Chemical compound Cl.CNC IQDGSYLLQPDQDV-UHFFFAOYSA-N 0.000 description 4
- 125000001165 hydrophobic group Chemical group 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- IYAQFFOKAFGDKE-UHFFFAOYSA-N 4,5-dihydro-1h-imidazol-3-ium;methyl sulfate Chemical compound C1CN=CN1.COS(O)(=O)=O IYAQFFOKAFGDKE-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Natural products OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000002252 acyl group Chemical group 0.000 description 3
- 150000004996 alkyl benzenes Chemical class 0.000 description 3
- 150000007942 carboxylates Chemical class 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000003240 coconut oil Substances 0.000 description 3
- 235000019864 coconut oil Nutrition 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 235000021317 phosphate Nutrition 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- 235000011152 sodium sulphate Nutrition 0.000 description 3
- 235000019832 sodium triphosphate Nutrition 0.000 description 3
- 230000003381 solubilizing effect Effects 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- 239000004094 surface-active agent Substances 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
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 125000003368 amide group Chemical group 0.000 description 2
- 150000001450 anions Chemical group 0.000 description 2
- 239000012736 aqueous medium Substances 0.000 description 2
- OTBHHUPVCYLGQO-UHFFFAOYSA-N bis(3-aminopropyl)amine Chemical compound NCCCNCCCN OTBHHUPVCYLGQO-UHFFFAOYSA-N 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
- SQEDZTDNVYVPQL-UHFFFAOYSA-N dodecylbenzene;sodium Chemical compound [Na].CCCCCCCCCCCCC1=CC=CC=C1 SQEDZTDNVYVPQL-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical compound OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 description 2
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 2
- 239000000391 magnesium silicate Substances 0.000 description 2
- 229910052919 magnesium silicate Inorganic materials 0.000 description 2
- 235000019792 magnesium silicate Nutrition 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- LWIHDJKSTIGBAC-UHFFFAOYSA-K potassium phosphate Substances [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 2
- OTYBMLCTZGSZBG-UHFFFAOYSA-L potassium sulfate Chemical compound [K+].[K+].[O-]S([O-])(=O)=O OTYBMLCTZGSZBG-UHFFFAOYSA-L 0.000 description 2
- 235000011151 potassium sulphates Nutrition 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L sodium sulphate Substances [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 150000008053 sultones Chemical class 0.000 description 2
- 239000008399 tap water Substances 0.000 description 2
- 235000020679 tap water Nutrition 0.000 description 2
- 229940104261 taurate Drugs 0.000 description 2
- MCVUKOYZUCWLQQ-UHFFFAOYSA-N tridecylbenzene Chemical compound CCCCCCCCCCCCCC1=CC=CC=C1 MCVUKOYZUCWLQQ-UHFFFAOYSA-N 0.000 description 2
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
- PAOXFRSJRCGJLV-UHFFFAOYSA-N 2-[4-(2-aminoethyl)piperazin-1-yl]ethanamine Chemical compound NCCN1CCN(CCN)CC1 PAOXFRSJRCGJLV-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- XUSNPFGLKGCWGN-UHFFFAOYSA-N 3-[4-(3-aminopropyl)piperazin-1-yl]propan-1-amine Chemical compound NCCCN1CCN(CCCN)CC1 XUSNPFGLKGCWGN-UHFFFAOYSA-N 0.000 description 1
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 1
- 240000005589 Calophyllum inophyllum Species 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical class [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 229920002307 Dextran Polymers 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical class OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical class [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 241000316887 Saissetia oleae Species 0.000 description 1
- 239000004115 Sodium Silicate Substances 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 239000004902 Softening Agent Substances 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical class OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- BWQWDZDWUKXQAF-UHFFFAOYSA-N [Cl-].C(CCCCCCCCCCCCCCCCC)[NH+](CC(O)O)CCCCCCCCCCCCCCCCCC Chemical compound [Cl-].C(CCCCCCCCCCCCCCCCC)[NH+](CC(O)O)CCCCCCCCCCCCCCCCCC BWQWDZDWUKXQAF-UHFFFAOYSA-N 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical class N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000001204 arachidyl 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])C([H])([H])C([H])([H])[H] 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229940077388 benzenesulfonate Drugs 0.000 description 1
- 150000001642 boronic acid derivatives Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 239000004665 cationic fabric softener Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- DUVVMRVJKHBTHP-UHFFFAOYSA-N chloromethane;4,5-dihydro-1h-imidazole Chemical compound ClC.C1CN=CN1 DUVVMRVJKHBTHP-UHFFFAOYSA-N 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000005289 controlled pore glass Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 description 1
- 235000011180 diphosphates Nutrition 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- JVOYGBUYQTYMEZ-UHFFFAOYSA-N dodecanamide;sodium Chemical compound [Na].CCCCCCCCCCCC(N)=O JVOYGBUYQTYMEZ-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 229960001484 edetic acid Drugs 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 229930182830 galactose Natural products 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 150000002462 imidazolines Chemical class 0.000 description 1
- 229910052816 inorganic phosphate Inorganic materials 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229940045996 isethionic acid Drugs 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 150000004668 long chain fatty acids Chemical class 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- NQMRYBIKMRVZLB-UHFFFAOYSA-N methylamine hydrochloride Chemical compound [Cl-].[NH3+]C NQMRYBIKMRVZLB-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 125000006353 oxyethylene group Chemical group 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000011236 particulate material Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000004885 piperazines Chemical class 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 235000011009 potassium phosphates Nutrition 0.000 description 1
- 229910052939 potassium sulfate Inorganic materials 0.000 description 1
- 239000001120 potassium sulphate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 239000012487 rinsing solution Substances 0.000 description 1
- 108700004121 sarkosyl Proteins 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 239000001509 sodium citrate Chemical class 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical class O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- KSAVQLQVUXSOCR-UHFFFAOYSA-M sodium lauroyl sarcosinate Chemical compound [Na+].CCCCCCCCCCCC(=O)N(C)CC([O-])=O KSAVQLQVUXSOCR-UHFFFAOYSA-M 0.000 description 1
- 229940045885 sodium lauroyl sarcosinate Drugs 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- DZCAZXAJPZCSCU-UHFFFAOYSA-K sodium nitrilotriacetate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CC([O-])=O DZCAZXAJPZCSCU-UHFFFAOYSA-K 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- DUXXGJTXFHUORE-UHFFFAOYSA-M sodium;4-tridecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCCC1=CC=C(S([O-])(=O)=O)C=C1 DUXXGJTXFHUORE-UHFFFAOYSA-M 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 125000003696 stearoyl group Chemical group O=C([*])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
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000271 synthetic detergent Substances 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000004711 α-olefin Substances 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
- C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4933—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having sulfur as an exocyclic substituent, e.g. pyridinethione
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
- A61K8/65—Collagen; Gelatin; Keratin; Derivatives or degradation products thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/88—Polyamides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/90—Block copolymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0041—Optical brightening agents, organic pigments
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/02—Polyureas
-
- 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
- C11D3/37—Polymers
-
- 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
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3726—Polyurethanes
-
- 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
- C11D3/40—Dyes ; Pigments
- C11D3/42—Brightening agents ; Blueing agents
-
- 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
- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/60—Optical bleaching or brightening
- D06L4/664—Preparations of optical brighteners; Optical brighteners in aerosol form; Physical treatment of optical brighteners
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/61—Polyamines polyimines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/42—Colour properties
- A61K2800/43—Pigments; Dyes
- A61K2800/434—Luminescent, Fluorescent; Optical brighteners; Photosensitizers
Definitions
- a washing-cycle fabric softener consisting essentially of a cationic quaternary ammonium fabric softener and an amino polyureylene resin wherein the weight ratio of softener to resin is from about 0.16:1 to about 4:1 for di-higher alkyl quaternary ammonium softeners and 05:1 to 2:1 for imidazoline softeners.
- Such compositions effectively soften textiles in the presence of anionic detergent compositions.
- Another aspect of the invention is detergent-softener compositions containing the washingcycle softener composition in combination with an anionic detergent and, optionally, a water-soluble builder salt. Also within the scope of the invention is a method of softening textiles.
- This invention is directed to fabric-softener compositions containing a quaternary ammonium softener material in combination with amino polyureylene (APU) resin and to detergent-softener compositions containing the aforementioned softener composition in combination with an anionic detergent and, optionally, a water-soluble builder salt.
- the invention is also directed to a process for simultaneously washing and softening fabrics and textiles by laundering in an aqueous medium containing .02.5% of a mixture of APU resin, softener and anionic detergent.
- the softener compositions are liquids which contain as the principal active component a quaternary ammonium softener compound.
- the quaternary ammonium softener compounds are positively charged and deposit readily on the negatively charged surface of textiles to form a lubricious surface on the textile which feels soft to the touch.
- the quaternary ammonium type fabric-softener compositions have been added to the rinse water during the rinsing cycle. Such addition during the rinse cycle has the disadvantage that the user must monitor the laundering operation to be certain that the softener is added at the proper time and must take special precautions to employ the proper amount to avoid excesses which frequently render the textiles water repellent.
- the fabric-softener compositions of this invention consist essentially of a cationic quaternary ammonium fabric softener and an APU resin having a molecular weight of about 300 to 100,000, the ratio of softener to resin being from about 0.16:1 to about 4:1 for dihigher alkyl quaternary ammonium softeners and from 0.5 :1 to about 2:1 for imidazolinium softeners.
- the cationic fabric softeners consist of at least one hydrophilic functional group bearing a negative charge and a hydrophobic group containing a quaternary ammonium atom which is positively charged.
- Suitable softeners include the di-higher alkyl quaternary ammonium softeners and the di-higher alkyl imidazolinium softeners.
- R and R are higher alkyl or alkenyl radicals each containing between about 12 and 22 carbon atoms and R and R are independently selected from the group consisting of lower alkyl radicals, lower hydroxy alkyl radicals and the hydroxy polyether radicals formed by the condensation of ethylene oxide, each radical containing 1 to 4 carbon atoms, and X is an anion selected from the group consisting of halogens, such as chloride, bromide, and iodide, methylsulfate and ethylsulfate.
- the higher alkyl radicals in the general formula are carbon chains which may be straight or branched and saturated or unsaturated.
- the carbon chains are obtained from long-chain fatty acids such as those derived from tallow, soybean oil or coconut oil.
- disoya, dicoco, and di-tallow, etc., as used above refer to the source from which the long-chain fatty alkyl chains are derived.
- Mixtures of the above as well as other quaternary ammonium surface active agents may also be used if desired.
- both R and R are alkyl groups containing about 16 to 20 carbon atoms and R and R are methyl groups.
- Suitable compounds include dilauryl-methyl-ethoxyethanol ammonium chloride; dimyristyl-methyl-ethoxyethanol ammonium methyl sulfate; distearyl di-hydroxyethyl ammonium chloride; and di arachidyl/behenyl dimethyl ammonium bromide.
- Still another class of useful fabric softeners include the imidazolines represented by the general formula wherein R and R are higher alkyl or alkenyl radicals each containing between about 12 and 22 carbon atoms, R; is a lower alkyl radical containing lto 4 carbon atoms, and X is an anion selected from the group consisting of halogens such as chloride, bromide, iodide, and methylsulfate, or ethylsulfate.
- the higher alkyl radicals in the general formula are carbon chains which may be straight or branched and saturated or unsaturated.
- both R and R are alkyl groups containing about 17 carbon atoms and R is a methyl group.
- Suitable compounds include 2-hexadecyl-1-methyl-1 (2-dodecoyl amido)etl1yl] imidazolinium methylsulfate,
- the amino polyureylene (APU) resins are employed in the softener compositions because of their ability to compatibilize the quaternary ammonium softener component GE -C CH 1;. HiCHCHQOH CH; 1;. l CHaCIlHCHICI O YisOorS,andnis2or3.
- suitable APU resins include both the polyureaand the polythiourea-containing compounds.
- Preferred APU resins have a repeating unit where Y is oxygen, n is 3, and X is selected from the group consisting of N-C alkyl and Generally, the number of repeating units in the resin will be suflicient to yield a polymer having a molecular weight in the range of about 300 to 100,000.
- Preferred APU resins have an average molecular weight in the range of 1,000 to 20,000; and a particularly preferred resin is the reaction product of equimolar quantities of N-methyl, bis (3-aminopropyl) amine and urea having a molecular weight of about 4,300.
- the molecular weight of the APU resins is based upon aqueous gel permeation chromatographic analysis. The separation is carried out in oxalic acid solution, adjusted to pH 3.5 on three Corning controlled-pore glass columns (nominal pore sizes 175, 125, and 75 A.) in series. Detection is by differential refractometer. Reference compounds are dextran polysaccharides of molecular weights of 150,- 000, 110,000, 40,000, 20,000, and 10,000 and sucrose and galactose.
- the APU resins which can be used in the compositions of this invention are prepared by reacting, for example, 145 grams of N-methyl-bis(S-aminopropyl) amine (1.0 mole) and 60 grams of urea (1.0 mole) in a 3-necked flask equipped with a thermometer, mechanical stirrer, condenser, and nitrogen sparge tube. Nitrogen is bubbled slowly through the solution throughout the course of the reaction. The solution is heated to 140 C. over a 20-minute interval where ammonia begins to evolve. The solution is further heated to 250 C. over a 30 minute interval and allowed to cool. The product is a hard, resinous powder (Resin A) having a molecular weight of about 4300.
- the secondary amine analogues can be made by the above process if bis(3-aminopropyl) amine or bis(2-aminoethyl) amine are reacted with urea or thiourea.
- the piperazine analogues are made by reacting N,N'-di(3-aminopropyl) piperazine or N,N'-di(2-aminoethyl) piperazine with urea or thiourea.
- N-C to C alkyl analogues are prepared by reacting N-C to C alkyl-bis(3-aminopropyl) amine or N-C to C alkyl-bis (2-aminoethyl) amine with urea or thiourea. Additional analogues are prepared by the following reactions:
- the weight ratio of cationic softening material to APU resin is important factor herein. Generally the ratio ranges from 0.16:1 to 4:1, preferably from 0.3:1 to about 3:1 when di-higher alkyl quarternary softeners are used. When imidazolinium softeners are used, satisfactory softener to resin ratios range from 0.5:1 to about 2:1, preferably 1:1 to about 1.5:1.
- Another important factor herein is the weight of cationic softening material added to the washer.
- a minimum weight of about 2.5 grams is needed to achieve a high level of softening performance, especially when the weight of laundry is in the range of 6-12 lbs. and the laundering bath contains l720 gallons of water.
- wash-cycle softener compositions containing a quaternary softener in combination with the APU resin may be in the form of a liquid or a powder.
- such compositions contain about 3 to 20% by weight of quarternary softeners and about 3 to 20% by weight of resin.
- the balance of liquid softener compositions will generally be an aqueous solvent.
- the aqueous solvent may be water or mixtures of water with a lower monoor dihydroxy alcohol containing from two to three carbon atoms.
- the concentration of alcohol is dependent upon the physical characteristics desired in the liquid composition and generally ranges from 2 to 60, preferably 4 to 40%, by weight.
- Such compositions are prepared by adding the resin and softener ingredients to the aqueous solvent.
- powdered softener compositions the balance of the compositions will be a substantially dry particulate material.
- suitable materials include fillers, such as starch or magnesium silicate and water-soluble inorganic or organic detergent builder salts, such as sodium or potassium sulphate, carbonate, phosphate, nitrolotriacetate, borate or mixtures thereof.
- the powdered compositions may be prepared by admixing the resin and softener ingredients in either powder or liquid form with the particulate filler or inorganic builder.
- the softener compositions, whether liquid or powder may be used on a variety of fabrics, such as cotton, polyester, nylon, acrylic, and other materials, including blends of the foregoing.
- compositions can include coloring agents, perfumes, optical dyes, bluing agents, and ethoxylated nonionic detergent as dispersing agents or emulsifiers.
- Thickening agents such as polyvinyl alcohol and sodium carboxymethyl cellulose may also be included. The amount of each such added material may range from 0.1% to by weight.
- Example 1 A particularly satisfactory liquid fabric softener composition is set forth in Example 1.
- the foregoing softener composition is prepared by dispersing the quarternary ammonium softener material (an aqueous paste containing 75% of quarternary salt, 5% isopropariol and 20% water) in hot water containing the blue color. A 40.2% aqueous solution of Resin A is added to the mixture with agitation, and a pourable, homogeneous, translucent liquid is obtained. The ratio of softener to resin is 0.9:1.
- the softness of the towel subjected to the foregoing test is reported in terms of values from 1 to based on a tactile rating by an experienced individual.
- a value of l is assigned to a control towel which is subjected to the foregoing test in the absence of a softener composition; whereas, a value of 10 is assigned to the towel treated with softener composition A.
- the softness scale follows:
- Whiteness values are determined with a Gardner color difference meter, model No. AC-1, purchased from Gardner Laboratories Inc. at Bethesda, Md., using the +b.scale as a measure of the yellow chromaticity. However, higher +b values or whiteness numbers indicate a high amount of yellowness and poor results; whereas low +b values or whiteness numbers denote less yellowness or greater whiteness and excellent results. A difference of 0.5 +b unit in the test represents a difference that is visible to the eye.
- a commercial product which contains about 18% of sodium tridecyl benzene sulfonate and the balance inorganic builder salts.
- a commercial product which contains 10% of sodium alkyl tridecyl benzene sulionate, 2% sodium 012-018 soap, 2% nonionic detergent and. the balance inorganic builder salts.
- a commercial product which contains about 7% of sodium dodecylbenzene sultonate, about 9% of sodium tallow alcohol sulfate, about 1% nonionic detergent, and the balance inorganic builder salts.
- a commercial product which contains about 3% sodium dodecylbenzene suiionate, about 3% sodium tallow alcohol sulfate, 1.5% sodium soap, 2% nonionic detergent, and the balance inorganic builder salts.
- the tabulation clearly shows. that the softener composition containing the quaternary softener-resin mixture effectively softens in the presence of commercial detergentcontaining laundry compositions having water-soluble anionic, organic detergents as the principal detergent ingredient without adversely aifecting whiteness.
- use of a similar amount of softener, but no resin, in combination with Detergent D results in a softness rating of 2.
- Example 2 Another suitable liquid softener composition is set forth in Example 2.
- EXAMPLE 2 Percent by wt. Dimethyl dihydrogenated tallow quaternary ammonium chloride 7.5 Resin A 12.1 Isopropyl alcohol 5.3 Acid Blue #80, 1% solution 1.4 Water Balance
- the foregoing composition is a readily pourable, homogeneous, translucent liquid wherein the ratio of softener to resin is 0.6: l. Softening results similar to those shown in Table I of Example 1 are obtained when 60 gm. are added to the washer with commercial detergents.
- Example 3 A satisfactory powdered softener composition is illustrated in Example 3.
- EXAMPLE 3 Percent by wt. Dimethyl dihydrogenated tallow quaternary ammonium chloride 6 Resin A 8 Water 13.6 Isopropanol 0.4 Pentasodium tripolyphosphate 72.0
- Resin A (grains):
- EXAMPLE 7 When the One-Towel Test is repeated using Detergent D of Table I and a softener composition consisting of 4 grams of the imidazolinium softener of Example 6 in combination with 8 grams of Resin A, the softness of the laundered towel is rated 10.
- EXAMPLE 8 When the One-Towel Test is repeated using Detergent C of Table I and softener compositions consisting of 3.8 grams of the imidazolinium softener of Example 6 in corn- 8 bination with 3.8 grams and 7.4 grams of Resin A respectively, the softness of the laundered towels is 7 and 6 respectively.
- softener compositions containing a quaternary ammonium softener in combination with an APU resin are effective when used in the wash cycle in conjunction with a watersoluble anionic organic detergent having a hydrophobic group containing an alkyl group of 8 to 26 carbon atoms and at least one hydrophilic solubilizing radical selected from the group consisting of sulfate, sulfonate and carboxylate.
- a watersoluble anionic organic detergent having a hydrophobic group containing an alkyl group of 8 to 26 carbon atoms and at least one hydrophilic solubilizing radical selected from the group consisting of sulfate, sulfonate and carboxylate.
- Anionic detergents containing more than one such water-solubilizing group in the molecule may be used or required when inorganic phosphate builder salts are not a component of the laundering composition.
- anionic detergents are usually in the form of a water-soluble salt, and the salt-forming ion is generally selected from the group consisting of sodium, potassium, magnesium, ammonium, and alkylol (mono, di, and tri-ethanol) ammonium salts.
- the most common salts are sodium and potassium.
- anionic detergents within the scope of the anionic detergent class include the water-soluble salts, e.g., the sodium, potassium, ammonium, and alkylolammonium salts, of higher fatty acids containing about 8 to 20 carbon atoms, preferably 10 to 18 carbon atoms.
- Suitable fatty acids can be obtained from oils and waxes of animal or vegetable origin, e.g., tallow, grease, coconut oil, tall oil and mixtures thereof.
- Particularly useful are the sodium and potassium salts of the fatty acid mixtures derived from coconut oil and tallow, e.g., sodium coconut soap and potassium tallow soap.
- the anionic class of detergents also includes the watersoluble sulfated and sulfonated synthetic detergents having an alkyl radical of 8 to 26, and preferably about 12 to 22 carbon atoms, in their molecular structure. (The term alkyl includes the alkyl portion of the higher acyl radicals.)
- the sulfonated anionic detergents are the higher alkyl mononuclear aromatic sulfonates such as the higher alkyl benzene sulfonates containing from to 16 carbon atoms in the higher alkyl group in a straight or branched chain, e.g., the sodium, potassium and ammonium salts of higher alkyl benzene sulfonates, higher alkyl toluene sulfonates, higher alkyl phenol sulfonates, and higher naphthalene sulfonates.
- the higher alkyl mononuclear aromatic sulfonates such as the higher alkyl benzene sulfonates containing from to 16 carbon atoms in the higher alkyl group in a straight or branched chain, e.g., the sodium, potassium and ammonium salts of higher alkyl benzene sulfonates, higher alkyl toluene sul
- a preferred sulfonate is linear alkyl benzene sulfonate having a high content of 3- (or higher) phenyl isomers and a correspondingly low content (Well below 50%) of 2- (or lower) phenyl isomers, i.e., wherein the benzene ring is preferably attached in large part at the 3 or higher (e.g., 4, 5, 6 or 7) position of the alkyl group and the content of isomers in which the benzene ring is attached at the 2 or 1 position is correspondingly low.
- Particularly preferred materials are set forth in US. Pat. 3,320,174.
- Suitable anionic detergents are the olefin sulfonates, including long-chain alkene sulfonates, long-chain hydroxyalkane sulfonates or mixtures of alkene-sulfomates and hydroxyalkane-sulfonates. These olefin sulfonate detergents may be prepared in a known manner by the,
- sulfate or sulfonate detergents are paraflin sulfonates containing about 10-20, preferably about -20, carbon atoms, e.g., the primary paraffin sulfonates made by reacting long-chain alpha olefins and bisulfites and paralfin sulfonates having the sulfonate groups distributed along the paratfin chain as shown in US. Pats. 2,503,280; 2,507,088; 3,260,741; 3,372,188 and German Pat.
- the suitable anionic detergents include also the C -C acyl sarcosinates (e.g. sodium lauroyl sarcosinate), sodium and potassium salts of the reaction product of higher fatty acids containing 8 to 18 carbon atoms in the molecule esterified with isethionic acid, and sodium and potassium salts of the Cg-Cm acyl N-methyl taurides, e.g., sodium cocoyl methyl taurate and potassium stearoyl methyl taurate.
- C -C acyl sarcosinates e.g. sodium lauroyl sarcosinate
- sodium and potassium salts of the reaction product of higher fatty acids containing 8 to 18 carbon atoms in the molecule esterified with isethionic acid e.g., sodium cocoyl methyl taurate and potassium stearoyl methyl taurate.
- the laundering compositions containing the foregoing anionic detergents may or may not include water-soluble builder salts.
- Such builders are Well known to those skilled in the art and can be either organic or inorganic in character.
- Laundering compositions containing anionic detergents and builder salts may be prepared in a known manner-by spray drying an aqueous mixture thereof or by dry blending the two components in particulate form-to form a granular laundering composition comprising about 5% to 40%, preferably 8% to by weight of anionic detergent and about 60% to 90% by weight of builder salt.
- suitable inorganic builder salts are the 'soduim and potassium phosphates, sulfates, carbonates, borates and silicates.
- Suitable phosphates include the sodium or potassium tripolyphosphates, hexametaphosphates, pyrophosphate's, and orthophosphates.
- Suitable organic builder salts include the trisodiurn salt of nitrilotriacetic acid and the di, tri, and tetrasodium salts of ethylene diamine tetra-acetic acid, and sodium citrate.
- the builder component will comprise a mixture of inorganic builder salts and/or organic builder salts.
- Detergent-softener compositions may be prepared by including the qauternary ammonium softener and the APU resin as components in the laundering compositions containing the water-soluble anionic detergent ingredient and, optionally, a detergent builder ingredient.
- the mole ratio of quaternary softener to anionic detergent should not be less than about .12 to 1.
- the general weight proportions of the ingredients will be in the range of 2% to 10% of quaternary ammonium softener, 2% to 16% APU resin, 5% to 35% of water-soluble anionic organic detergent, and about 50% to of detergent builder salt.
- detergent-softener compositions may be prepared by conventional heat drying or blending techniques known to those skilled in the art.
- Suitable detergent-softener compositions in particulate form are set forth in Examples 9-12.
- a wash-cycle fabric softener suitable for use simultaneously with anionic detergent-containing laundering compositions consisting essentially of a cationic quaternary fabric softener selected from the group consisting of quaternary ammonium softeners having the general wherein R and R are higher alkyl or alkenyl radicals of 12 to 22 carbon atoms, R is C -C alkyl and X is selected from the group consisting of chloride, bromide,
- X is NH, N-C to C alkyl
- HnCHCHaCl Y is O or S, and n is 2 or 3, and a molecular weight in the range of about 300 to 100,000, the weight ratio of said softener to said resin being from about .16:1 to about 4:1 for said quaternary ammonium softeners and about 0.5 :1 to about 2:1 for said imidazolinium softeners.
- a softener composition according to claim 1 wherein the amount of said softener is about 3% to 20% by weight, the amount of said resin is about 3% to 20% by weight, and the balance is an aqueous solvent containing 2% to 60% by weight of a C -C monoor dihydroxy alcohol.
- a fabric softener according to claim 1 wherein the repeating unit of said resin is f( a)a a) H2)a )NHl 6.
- a softener according to claim 5 wherein said resin has an average molecular weight in the range of from 1,000 to 20,000.
- a detergent-softener composition consisting essentially of a cationic quaternary ammonium softener selected from the group consisting of quaternary softeners having the general formula wherein R and R are higher alkyl or alkenyl radicals of 12 to 22 carbon atoms and R and 'R are each selected from the group consisting of C -C alkyl, C -C hydroxyalkyl and ethoxyethanol and X is selected from the group consisting of chloride, bromide, iodide, methylsulfate, and ethylsulfate, and imidazolinium softeners having the general formula wherein R and R are higher alkyl or alkenyl radicals of 12 to 22 carbon atoms, R is C -C alkyl and X is selected from the group consisting of chloride, bromide, iodide, methylsulfate and ethylsulfate; an aminopolyureylene resin having the following repeating unit:
- Y is O or S and n is 2 or 3, and a molecular weight in the range of about 300 to 100,000; and a water-soluble, anionic, organic detergent salt having a hydrophobic group containing an alkyl group of 8 to 26 carbon atoms in its molecular structure and at least one hydrophilic solubilizing radical selected from the group consisting of sulfonate, sulfate, and carboxylate, the weight ratio of said softener to said resin being from about .16:1 to about 4:1 for the quaternary ammonium softeners and 0.5:1 to about 2:1 for the imidazolinium softeners and the mole ratio of said softener to said anionic detergent being greater than about .l2:1.
- a detergent-softener composition according to claim 8 which contains in addition about 50% to by weight of a detergent builder salt.
- a detergent-softener composition according to claim 9 which consists essentially of (a) 2% to 10% by weight of said softener;
- a water-soluble detergent builder salt selected from the group consisting of sodium and potassium salts of nitrilotriacetate, citrate, sulfate, silicate, phosphate, carbonate, and mixtures thereof.
- a process for simultaneously washing and softening fabrics which comprises laundering said fabrics in an aqueous medium containing 0.02% to 0.5% by weight of a mixture consisting essentially of a cationic quaternary ammonium fabric softener selected from the group consisting of quaternary ammonium softeners having the general formula 0 RI CHzCHgNH -Br where R and R are higher alkyl or alkenyl radicals of 12 to 22 carbon atoms, R is C -C alkyl and X is selected from the group consisting of chloride, bromide, iodide, methylsulfate and ethylsulfate; an aminopolyureylene resin having the following repeating unit:
- N+(CHa)(CHzZHCHnCl) Y is O or S and n is 2 or 3, and a molecular weight in the range of about 300 to 100,000; and a water-soluble, anionic, organic detergent salt having a hydrophobic group containing an alkyl group of 8 to 26 carbon atoms in its molecular structure and at least one hydrophilic solubilizing radical selected from the group consisting of sulfonate, sulfate, and carboxylate, the weight ratio of said softener to said resin being from about .16:1 to about 4:1 for the quaternary ammonium softeners and 0.5 :1 to about 2:1 for the imidazoliniurn softeners and the mole ratio of said softener to said anionic detergent being greater than about 0.12:1.
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Textile Engineering (AREA)
- Dermatology (AREA)
- Detergent Compositions (AREA)
- Cosmetics (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US9015470A | 1970-11-16 | 1970-11-16 | |
US9013370A | 1970-11-16 | 1970-11-16 | |
US308884A US3875071A (en) | 1970-11-16 | 1972-11-22 | Antimicrobial detergent composition containing aminopolyureylene resin |
US00308885A US3832310A (en) | 1970-11-16 | 1972-11-22 | Detergent compositions containing aminopolyureylene resin and optical brighteners |
Publications (1)
Publication Number | Publication Date |
---|---|
US3703480A true US3703480A (en) | 1972-11-21 |
Family
ID=27492378
Family Applications (4)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US90133A Expired - Lifetime US3703480A (en) | 1970-11-16 | 1970-11-16 | Fabric-softener compositions |
US00090154A Expired - Lifetime US3726815A (en) | 1970-11-16 | 1970-11-16 | Compositions containing amino-polyureylene resin |
US00308885A Expired - Lifetime US3832310A (en) | 1970-11-16 | 1972-11-22 | Detergent compositions containing aminopolyureylene resin and optical brighteners |
US308884A Expired - Lifetime US3875071A (en) | 1970-11-16 | 1972-11-22 | Antimicrobial detergent composition containing aminopolyureylene resin |
Family Applications After (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US00090154A Expired - Lifetime US3726815A (en) | 1970-11-16 | 1970-11-16 | Compositions containing amino-polyureylene resin |
US00308885A Expired - Lifetime US3832310A (en) | 1970-11-16 | 1972-11-22 | Detergent compositions containing aminopolyureylene resin and optical brighteners |
US308884A Expired - Lifetime US3875071A (en) | 1970-11-16 | 1972-11-22 | Antimicrobial detergent composition containing aminopolyureylene resin |
Country Status (9)
Country | Link |
---|---|
US (4) | US3703480A (enrdf_load_stackoverflow) |
AT (1) | AT322708B (enrdf_load_stackoverflow) |
BE (1) | BE775158A (enrdf_load_stackoverflow) |
CA (2) | CA970909A (enrdf_load_stackoverflow) |
DE (1) | DE2155224A1 (enrdf_load_stackoverflow) |
FR (1) | FR2114751A5 (enrdf_load_stackoverflow) |
GB (1) | GB1357960A (enrdf_load_stackoverflow) |
NL (1) | NL7115801A (enrdf_load_stackoverflow) |
SE (1) | SE401608B (enrdf_load_stackoverflow) |
Cited By (32)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3862045A (en) * | 1971-11-15 | 1975-01-21 | Kao Corp | Antistatic softening composition |
US3892669A (en) * | 1972-10-27 | 1975-07-01 | Lever Brothers Ltd | Clear fabric-softening composition |
US3920564A (en) * | 1972-09-20 | 1975-11-18 | Colgate Palmolive Co | Softener-detergent composition |
US3920563A (en) * | 1972-10-31 | 1975-11-18 | Colgate Palmolive Co | Soap-cationic combinations as rinse cycle softeners |
US3957661A (en) * | 1972-07-25 | 1976-05-18 | Colgate-Palmolive Company | Fabric softening laundry detergent containing organic esters of phosphoric acid |
US3973065A (en) * | 1973-10-04 | 1976-08-03 | Microfibres, Inc. | Synthetic suede |
US3979307A (en) * | 1972-09-20 | 1976-09-07 | Texaco Inc. | Fabric softener composition |
US3997453A (en) * | 1974-02-11 | 1976-12-14 | Colgate-Palmolive Company | Softener dispersion |
US4000077A (en) * | 1972-05-04 | 1976-12-28 | Colgate-Palmolive Company | Enhancement of cationic softener |
US4049558A (en) * | 1972-07-25 | 1977-09-20 | Colgate-Palmolive Co. | Free flowing phosphate ester compositions for post addition to detergents |
US4118324A (en) * | 1976-11-13 | 1978-10-03 | Hoechst Aktiengesellschaft | Fabric softeners |
US4126586A (en) * | 1976-02-10 | 1978-11-21 | Lever Brothers Company | Process of spray drying nonionic surfactant-containing detergents also containing a cationic nitrogen compound |
US4144177A (en) * | 1976-10-19 | 1979-03-13 | Kao Soap Co., Ltd. | Softener composition for fabrics |
US4196104A (en) * | 1977-09-26 | 1980-04-01 | The Procter & Gamble Company | Process for producing antistatic, fabric-softening detergent composition |
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 |
US4237016A (en) * | 1977-11-21 | 1980-12-02 | The Procter & Gamble Company | Textile conditioning compositions with low content of cationic materials |
US4259217A (en) * | 1978-03-07 | 1981-03-31 | The Procter & Gamble Company | Laundry detergent compositions having enhanced greasy and oily soil removal performance |
US4265772A (en) * | 1978-11-16 | 1981-05-05 | The Procter & Gamble Company | Antistatic, fabric-softening detergent additive |
US4326965A (en) * | 1979-05-21 | 1982-04-27 | Levers Brothers Company | Liquid fabric-softening composition |
US4333862A (en) * | 1977-06-29 | 1982-06-08 | The Procter & Gamble Company | Detergent compositions comprising mixture of cationic, anionic and nonionic surfactants |
US4347168A (en) * | 1977-11-17 | 1982-08-31 | The Procter & Gamble Company | Spray-dried granular detergent compositions for improved greasy soil removal |
US4392965A (en) * | 1981-11-12 | 1983-07-12 | Woodward Fred E | Laundry softener antistatic composition |
US4399045A (en) * | 1980-11-18 | 1983-08-16 | The Procter & Gamble Company | Concentrated fabric softening compositions |
US4427410A (en) | 1974-09-06 | 1984-01-24 | Colgate-Palmolive Company | Fabric softening composition containing molecular sieve zeolite |
US4439335A (en) * | 1981-11-17 | 1984-03-27 | The Procter & Gamble Company | Concentrated fabric softening compositions |
US4493773A (en) * | 1982-05-10 | 1985-01-15 | The Procter & Gamble Company | Low phosphate, softening laundry detergent containing ethoxylated nonionic, alkylpolysaccharide and cationic surfactants |
US4610796A (en) * | 1974-09-06 | 1986-09-09 | The Colgate-Palmolive Co. | Fabric softener composition containing molecular sieve zeolite |
US4719099A (en) * | 1977-03-15 | 1988-01-12 | L'oreal | Composition and process for the treatment of keratin materials with polymers |
US4724090A (en) * | 1984-06-20 | 1988-02-09 | Lion Corporation | Additive fabric softening composition for granular detergent |
US4950412A (en) * | 1985-01-15 | 1990-08-21 | Lever Brothers Company | Fabric conditioning composition |
US4964873A (en) * | 1985-01-15 | 1990-10-23 | Lever Brothers Company | Fabric conditioning method |
Families Citing this family (28)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4312855A (en) * | 1970-11-16 | 1982-01-26 | Colgate-Palmolive Company | Compositions containing aminopolyureylene resin |
US3861870A (en) * | 1973-05-04 | 1975-01-21 | Procter & Gamble | Fabric softening compositions containing water-insoluble particulate material and method |
CH597335A5 (enrdf_load_stackoverflow) * | 1973-09-14 | 1978-03-31 | Ciba Geigy Ag | |
US4108800A (en) * | 1975-03-26 | 1978-08-22 | Milliken Research Corporation | Cleaning composition |
GB1553201A (en) * | 1975-04-18 | 1979-09-26 | Colgate Palmolive Co | Method of cleaning glass or glazed articles |
NZ184181A (en) * | 1976-06-04 | 1979-10-25 | Colgate Palmolive Co | Preparing toilet soap bars comprising poly-(ehtyene oxide) of high molecular weight |
GB1580205A (en) * | 1976-07-26 | 1980-11-26 | Unilever Ltd | Liquid systems |
ZA776315B (en) * | 1976-11-16 | 1979-05-30 | Colgate Palmolive Co | Emollient bath |
US4157388A (en) * | 1977-06-23 | 1979-06-05 | The Miranol Chemical Company, Inc. | Hair and fabric conditioning compositions containing polymeric ionenes |
US4938951A (en) * | 1980-12-30 | 1990-07-03 | Union Carbide Chemicals And Plastics Company Inc. | Potentiation of topical compositions wherein a uniform microdispersion of active agent is formed |
JPS57123112A (en) * | 1980-12-30 | 1982-07-31 | Union Carbide Corp | Effect increase of local composition |
US4632772A (en) * | 1982-02-22 | 1986-12-30 | Dexide, Inc. | Mild antimicrobial detergent composition |
US4826689A (en) * | 1984-05-21 | 1989-05-02 | University Of Rochester | Method for making uniformly sized particles from water-insoluble organic compounds |
US4783484A (en) * | 1984-10-05 | 1988-11-08 | University Of Rochester | Particulate composition and use thereof as antimicrobial agent |
US4806263A (en) * | 1986-01-02 | 1989-02-21 | Ppg Industries, Inc. | Fungicidal and algicidal detergent compositions |
DE3639635A1 (de) * | 1986-11-20 | 1988-06-01 | Ulrich Jordan | Desinfektionsmittel |
GB9026050D0 (en) * | 1990-11-30 | 1991-01-16 | Unilever Plc | Process and composition for treating fabrics |
US5122304A (en) * | 1991-01-31 | 1992-06-16 | Basf Corporation | Stable aqueous dispersions of fluorescent brightening agents of the coumarine type and method of preparing same |
US5256336A (en) * | 1991-01-31 | 1993-10-26 | Basf Corporation | Stable aqueous dispersions of fluorescent brightening agents of the coumarine type and method of preparing same |
IT1250656B (it) * | 1991-07-08 | 1995-04-21 | Crinos Ind Farmacobiologia | Composizione per la pulizia della pelle, del cuoio capelluto e dei capelli. |
GB9503474D0 (en) * | 1995-02-22 | 1995-04-12 | Ciba Geigy Ag | Compounds and their use |
JP4390159B2 (ja) * | 1995-11-17 | 2009-12-24 | モーメンティブ・パフォーマンス・マテリアルズ・インク | 化粧品組成物の蛍光による光沢付与法 |
US5837274A (en) * | 1996-10-22 | 1998-11-17 | Kimberly Clark Corporation | Aqueous, antimicrobial liquid cleaning formulation |
DE10230026A1 (de) * | 2002-07-04 | 2004-01-22 | Beiersdorf Ag | Kosmetische Zubereitung zur Behandlung trockener oder empfindlicher Haut |
CN101080171A (zh) * | 2004-12-17 | 2007-11-28 | 陶氏环球技术公司 | 水溶性聚合物用于提高复杂基质中二碘甲基-对-甲苯砜的稳定性的应用 |
MX2007008240A (es) * | 2005-01-05 | 2008-03-24 | Dow Global Technologies Inc | Eficacia incrementada de fungicidas en papel y carton. |
US20080249136A1 (en) * | 2005-10-25 | 2008-10-09 | Ioana Annis | Antimicrobial Composition and Method |
US11178924B2 (en) * | 2016-08-24 | 2021-11-23 | Daniel Robert Schlatterer | Two toned gowns for operating room personnel |
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US3156672A (en) * | 1959-05-11 | 1964-11-10 | Tno | Linear polyureas prepared from half-polymers |
US3506720A (en) * | 1963-02-22 | 1970-04-14 | Geigy Chem Corp | Halogenated hydroxy-diphenyl ethers |
US3311594A (en) * | 1963-05-29 | 1967-03-28 | Hercules Inc | Method of making acid-stabilized, base reactivatable amino-type epichlorohydrin wet-strength resins |
US3240664A (en) * | 1964-02-03 | 1966-03-15 | Hercules Powder Co Ltd | Polyaminoureylene- epichlorohydrin resins and use in forming wet strength paper |
US3489686A (en) * | 1965-07-30 | 1970-01-13 | Procter & Gamble | Detergent compositions containing particle deposition enhancing agents |
US3668135A (en) * | 1967-07-25 | 1972-06-06 | Henkel & Cie Gmbh | Antimicrobic washing agents, washing adjuvants and cleaning agents |
US3681249A (en) * | 1968-07-26 | 1972-08-01 | Ciba Geigy Corp | Unsymmetrical diphenyl carbonates |
US3725547A (en) * | 1970-10-08 | 1973-04-03 | Procter & Gamble | Synergistic antibacterial combination |
-
1970
- 1970-11-16 US US90133A patent/US3703480A/en not_active Expired - Lifetime
- 1970-11-16 US US00090154A patent/US3726815A/en not_active Expired - Lifetime
-
1971
- 1971-10-19 CA CA125,548A patent/CA970909A/en not_active Expired
- 1971-10-25 GB GB4937671A patent/GB1357960A/en not_active Expired
- 1971-11-06 DE DE19712155224 patent/DE2155224A1/de active Pending
- 1971-11-10 BE BE775158A patent/BE775158A/xx unknown
- 1971-11-12 AT AT976571A patent/AT322708B/de not_active IP Right Cessation
- 1971-11-12 CA CA127,541A patent/CA955390A/en not_active Expired
- 1971-11-15 SE SE7114616A patent/SE401608B/xx unknown
- 1971-11-16 NL NL7115801A patent/NL7115801A/xx unknown
- 1971-11-16 FR FR7140963A patent/FR2114751A5/fr not_active Expired
-
1972
- 1972-11-22 US US00308885A patent/US3832310A/en not_active Expired - Lifetime
- 1972-11-22 US US308884A patent/US3875071A/en not_active Expired - Lifetime
Cited By (32)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3862045A (en) * | 1971-11-15 | 1975-01-21 | Kao Corp | Antistatic softening composition |
US4000077A (en) * | 1972-05-04 | 1976-12-28 | Colgate-Palmolive Company | Enhancement of cationic softener |
US3957661A (en) * | 1972-07-25 | 1976-05-18 | Colgate-Palmolive Company | Fabric softening laundry detergent containing organic esters of phosphoric acid |
US4049558A (en) * | 1972-07-25 | 1977-09-20 | Colgate-Palmolive Co. | Free flowing phosphate ester compositions for post addition to detergents |
US3920564A (en) * | 1972-09-20 | 1975-11-18 | Colgate Palmolive Co | Softener-detergent composition |
US3979307A (en) * | 1972-09-20 | 1976-09-07 | Texaco Inc. | Fabric softener composition |
US3892669A (en) * | 1972-10-27 | 1975-07-01 | Lever Brothers Ltd | Clear fabric-softening composition |
US3920563A (en) * | 1972-10-31 | 1975-11-18 | Colgate Palmolive Co | Soap-cationic combinations as rinse cycle softeners |
US3973065A (en) * | 1973-10-04 | 1976-08-03 | Microfibres, Inc. | Synthetic suede |
US3997453A (en) * | 1974-02-11 | 1976-12-14 | Colgate-Palmolive Company | Softener dispersion |
US4427410A (en) | 1974-09-06 | 1984-01-24 | Colgate-Palmolive Company | Fabric softening composition containing molecular sieve zeolite |
US4610796A (en) * | 1974-09-06 | 1986-09-09 | The Colgate-Palmolive Co. | Fabric softener composition containing molecular sieve zeolite |
US4126586A (en) * | 1976-02-10 | 1978-11-21 | Lever Brothers Company | Process of spray drying nonionic surfactant-containing detergents also containing a cationic nitrogen compound |
US4144177A (en) * | 1976-10-19 | 1979-03-13 | Kao Soap Co., Ltd. | Softener composition for fabrics |
US4118324A (en) * | 1976-11-13 | 1978-10-03 | Hoechst Aktiengesellschaft | Fabric softeners |
US4719099A (en) * | 1977-03-15 | 1988-01-12 | L'oreal | Composition and process for the treatment of keratin materials with polymers |
US4333862A (en) * | 1977-06-29 | 1982-06-08 | The Procter & Gamble Company | Detergent compositions comprising mixture of cationic, anionic and nonionic surfactants |
US4196104A (en) * | 1977-09-26 | 1980-04-01 | The Procter & Gamble Company | Process for producing antistatic, fabric-softening detergent composition |
US4347168A (en) * | 1977-11-17 | 1982-08-31 | The Procter & Gamble Company | Spray-dried granular detergent compositions for improved greasy soil removal |
US4237016A (en) * | 1977-11-21 | 1980-12-02 | The Procter & Gamble Company | Textile conditioning compositions with low content of cationic materials |
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 |
US4222905A (en) * | 1978-06-26 | 1980-09-16 | The Procter & Gamble Company | Laundry detergent compositions having enhanced particulate soil removal performance |
US4265772A (en) * | 1978-11-16 | 1981-05-05 | The Procter & Gamble Company | Antistatic, fabric-softening detergent additive |
US4326965A (en) * | 1979-05-21 | 1982-04-27 | Levers Brothers Company | Liquid fabric-softening composition |
US4399045A (en) * | 1980-11-18 | 1983-08-16 | The Procter & Gamble Company | Concentrated fabric softening compositions |
US4392965A (en) * | 1981-11-12 | 1983-07-12 | Woodward Fred E | Laundry softener antistatic composition |
US4439335A (en) * | 1981-11-17 | 1984-03-27 | The Procter & Gamble Company | Concentrated fabric softening compositions |
US4493773A (en) * | 1982-05-10 | 1985-01-15 | The Procter & Gamble Company | Low phosphate, softening laundry detergent containing ethoxylated nonionic, alkylpolysaccharide and cationic surfactants |
US4724090A (en) * | 1984-06-20 | 1988-02-09 | Lion Corporation | Additive fabric softening composition for granular detergent |
US4950412A (en) * | 1985-01-15 | 1990-08-21 | Lever Brothers Company | Fabric conditioning composition |
US4964873A (en) * | 1985-01-15 | 1990-10-23 | Lever Brothers Company | Fabric conditioning method |
Also Published As
Publication number | Publication date |
---|---|
NL7115801A (enrdf_load_stackoverflow) | 1972-05-18 |
AU3452671A (en) | 1973-04-19 |
FR2114751A5 (enrdf_load_stackoverflow) | 1972-06-30 |
AT322708B (de) | 1975-06-10 |
SE401608B (sv) | 1978-05-22 |
US3726815A (en) | 1973-04-10 |
BE775158A (fr) | 1972-03-01 |
US3875071A (en) | 1975-04-01 |
CA970909A (en) | 1975-07-15 |
US3832310A (en) | 1974-08-27 |
CA955390A (en) | 1974-10-01 |
DE2155224A1 (de) | 1972-05-18 |
GB1357960A (en) | 1974-06-26 |
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