US3749691A - Detergent-compatible,fabric-softening compositions - Google Patents
Detergent-compatible,fabric-softening compositions Download PDFInfo
- Publication number
- US3749691A US3749691A US00103275A US3749691DA US3749691A US 3749691 A US3749691 A US 3749691A US 00103275 A US00103275 A US 00103275A US 3749691D A US3749691D A US 3749691DA US 3749691 A US3749691 A US 3749691A
- Authority
- US
- United States
- Prior art keywords
- fabric
- softening
- percent
- detergent
- carbon atoms
- 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 50
- 239000000839 emulsion Substances 0.000 abstract description 22
- 239000004902 Softening Agent Substances 0.000 abstract description 21
- 229920000098 polyolefin Polymers 0.000 abstract description 19
- 239000002280 amphoteric surfactant Substances 0.000 abstract description 15
- 239000002979 fabric softener Substances 0.000 description 27
- 125000004432 carbon atom Chemical group C* 0.000 description 26
- -1 myrisityl Chemical group 0.000 description 21
- 125000002091 cationic group Chemical group 0.000 description 20
- 239000004744 fabric Substances 0.000 description 12
- 239000003599 detergent Substances 0.000 description 11
- 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 10
- 125000000217 alkyl group Chemical group 0.000 description 10
- 229910052708 sodium Inorganic materials 0.000 description 10
- 239000011734 sodium Substances 0.000 description 10
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical group OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 9
- 239000011575 calcium Substances 0.000 description 9
- 229910052791 calcium Inorganic materials 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 9
- 229910052700 potassium Inorganic materials 0.000 description 9
- 239000011591 potassium Substances 0.000 description 9
- 239000004698 Polyethylene Substances 0.000 description 8
- 229910052782 aluminium Inorganic materials 0.000 description 8
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 8
- 229910052739 hydrogen Inorganic materials 0.000 description 8
- 229920000573 polyethylene Polymers 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- 230000008859 change Effects 0.000 description 7
- 239000003995 emulsifying agent Substances 0.000 description 7
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical group [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- 125000001931 aliphatic group Chemical group 0.000 description 6
- 239000003906 humectant Substances 0.000 description 6
- 239000001257 hydrogen Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 150000001450 anions Chemical class 0.000 description 5
- 239000006081 fluorescent whitening agent Substances 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- 239000004743 Polypropylene Substances 0.000 description 4
- 239000002518 antifoaming agent Substances 0.000 description 4
- 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 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 229920001155 polypropylene Polymers 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 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 4
- QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical compound O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 239000001045 blue dye Substances 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 238000004900 laundering Methods 0.000 description 3
- 229910001507 metal halide Inorganic materials 0.000 description 3
- 150000005309 metal halides Chemical class 0.000 description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 235000019270 ammonium chloride Nutrition 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 150000004820 halides Chemical group 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 150000002431 hydrogen Chemical group 0.000 description 2
- 125000005645 linoleyl group Chemical group 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 150000002763 monocarboxylic acids Chemical class 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 125000001117 oleyl 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])=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])[H] 0.000 description 2
- 125000000962 organic group Chemical group 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 125000000913 palmityl 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])[H] 0.000 description 2
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 2
- 229920006324 polyoxymethylene Polymers 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 238000004383 yellowing Methods 0.000 description 2
- QIVUCLWGARAQIO-OLIXTKCUSA-N (3s)-n-[(3s,5s,6r)-6-methyl-2-oxo-1-(2,2,2-trifluoroethyl)-5-(2,3,6-trifluorophenyl)piperidin-3-yl]-2-oxospiro[1h-pyrrolo[2,3-b]pyridine-3,6'-5,7-dihydrocyclopenta[b]pyridine]-3'-carboxamide Chemical compound C1([C@H]2[C@H](N(C(=O)[C@@H](NC(=O)C=3C=C4C[C@]5(CC4=NC=3)C3=CC=CN=C3NC5=O)C2)CC(F)(F)F)C)=C(F)C=CC(F)=C1F QIVUCLWGARAQIO-OLIXTKCUSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- XYYUAOIALFMRGY-UHFFFAOYSA-N 3-[2-carboxyethyl(dodecyl)amino]propanoic acid Chemical class CCCCCCCCCCCCN(CCC(O)=O)CCC(O)=O XYYUAOIALFMRGY-UHFFFAOYSA-N 0.000 description 1
- YGUMVDWOQQJBGA-VAWYXSNFSA-N 5-[(4-anilino-6-morpholin-4-yl-1,3,5-triazin-2-yl)amino]-2-[(e)-2-[4-[(4-anilino-6-morpholin-4-yl-1,3,5-triazin-2-yl)amino]-2-sulfophenyl]ethenyl]benzenesulfonic acid Chemical compound C=1C=C(\C=C\C=2C(=CC(NC=3N=C(N=C(NC=4C=CC=CC=4)N=3)N3CCOCC3)=CC=2)S(O)(=O)=O)C(S(=O)(=O)O)=CC=1NC(N=C(N=1)N2CCOCC2)=NC=1NC1=CC=CC=C1 YGUMVDWOQQJBGA-VAWYXSNFSA-N 0.000 description 1
- SJVGFKBLUYAEOK-SFHVURJKSA-N 6-[4-[(3S)-3-(3,5-difluorophenyl)-3,4-dihydropyrazole-2-carbonyl]piperidin-1-yl]pyrimidine-4-carbonitrile Chemical compound FC=1C=C(C=C(C=1)F)[C@@H]1CC=NN1C(=O)C1CCN(CC1)C1=CC(=NC=N1)C#N SJVGFKBLUYAEOK-SFHVURJKSA-N 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical class [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical class N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- 229920004934 Dacron® Polymers 0.000 description 1
- MWHHJYUHCZWSLS-UHFFFAOYSA-N FC=1C=C(C=CC1C1=C2CNC(C2=C(C=C1)C=1NC(=CN1)C)=O)NC(=O)NC1=C(C=C(C=C1F)F)F Chemical compound FC=1C=C(C=CC1C1=C2CNC(C2=C(C=C1)C=1NC(=CN1)C)=O)NC(=O)NC1=C(C=C(C=C1F)F)F MWHHJYUHCZWSLS-UHFFFAOYSA-N 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical group [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical group [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 235000019257 ammonium acetate Nutrition 0.000 description 1
- SWLVFNYSXGMGBS-UHFFFAOYSA-N ammonium bromide Chemical class [NH4+].[Br-] SWLVFNYSXGMGBS-UHFFFAOYSA-N 0.000 description 1
- LDDQLRUQCUTJBB-UHFFFAOYSA-N ammonium fluoride Chemical class [NH4+].[F-] LDDQLRUQCUTJBB-UHFFFAOYSA-N 0.000 description 1
- VZTDIZULWFCMLS-UHFFFAOYSA-N ammonium formate Chemical class [NH4+].[O-]C=O VZTDIZULWFCMLS-UHFFFAOYSA-N 0.000 description 1
- UKFWSNCTAHXBQN-UHFFFAOYSA-N ammonium iodide Chemical class [NH4+].[I-] UKFWSNCTAHXBQN-UHFFFAOYSA-N 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- XJMWHXZUIGHOBA-UHFFFAOYSA-N azane;propanoic acid Chemical class N.CCC(O)=O XJMWHXZUIGHOBA-UHFFFAOYSA-N 0.000 description 1
- YNTQKXBRXYIAHM-UHFFFAOYSA-N azanium;butanoate Chemical class [NH4+].CCCC([O-])=O YNTQKXBRXYIAHM-UHFFFAOYSA-N 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 125000005998 bromoethyl group Chemical group 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 125000000490 cinnamyl group Chemical group C(C=CC1=CC=CC=C1)* 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000002704 decyl 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])* 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229920001903 high density polyethylene Polymers 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 239000003317 industrial substance Substances 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 125000002346 iodo group Chemical group I* 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 125000002960 margaryl 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])[H] 0.000 description 1
- 125000005528 methosulfate group Chemical group 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 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
- 150000002823 nitrates Chemical class 0.000 description 1
- 150000002826 nitrites Chemical class 0.000 description 1
- 231100000989 no adverse effect Toxicity 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 125000002958 pentadecyl 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])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 125000002889 tridecyl 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])[H] 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B3/00—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties
- H01B3/18—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances
- H01B3/48—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances fibrous materials
-
- 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
- C11D1/88—Ampholytes; Electroneutral compounds
- C11D1/94—Mixtures with anionic, cationic or non-ionic 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
- C11D3/37—Polymers
- C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3749—Polyolefins; Halogenated polyolefins; Natural or synthetic rubber; Polyarylolefins or halogenated polyarylolefins
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21J—FIBREBOARD; MANUFACTURE OF ARTICLES FROM CELLULOSIC FIBROUS SUSPENSIONS OR FROM PAPIER-MACHE
- D21J1/00—Fibreboard
Definitions
- Aqueous, detergent-compatible, fabric-softening compositions are described as comprising (A) a cationic softening agent, (B) an amphoteric surfactant, and (C) a modified polyolefin emulsion.
- This invention relates to fabric-softening compositions. In one of its more specific aspects, this invention relates to aqueous, detergent-compatible, fabric-softening compositions.
- Fabric-softening compositions have been used in commercial and home laundry applications for the past few years.
- the presently available fabric-softening compositions generally require that they be added to the final rinse of the laundering process. If added directly to the wash cycle, these compositions do not produce the desirable or intended softening results.
- fabric softeners added to the Wash cycle tend to intefere with the detergent and, as a consequence, the cleaning may not be adequate.
- a dispenser for the fabric softener a person must return to the laundry area to add these fabric softeners to the rinse cycle.
- a detergent-compatible, fabricsoftening composition would be a highly useful product.
- an aqueous, detergent-compatible, fabric-softening composition comprising:
- A a cationic softening agent
- B an amphoteric surfactant
- C a modified polyolefin emulsion
- Another embodiment of this invention comprises providing a process for softening fabrics, wherein said process comprises contacting said fabrics with the above-described aqueous, detergent-compatible, fabric-softening composition, which composition may be more specifically described as comprising:
- (C) from about 0.25 to about 25 percent, by weight, of a modified polyolefin emulsion.
- Still another embodiment of this invention comprises providing a fabric softened with an aqueous, detergentcompatible, fabric-softening componsition comprising:
- An essential component of the fabric-softeners of this invention is cationic softening agent (that is, softening agents having an active cation). These agents contain one or two nitrogen atoms quaternized with reactants having groups such as sulfate, nitrate, nitrite, halide (e.g., chloride, bromide, fluoride, or iodide), phospshate, and carbonate.
- the cationic softening agents useful in this invention are those derived, in part, from a fatty acid having at least 12 carbon atoms.
- the useful cationic softening agents are (a) the dialkyl imidazolinium methosulfates, including the l-methyl-1-alkylamidoethyl-2-alkyl-imidazolinium methosulfates and (b) the dialkyl dimethyl quaternary ammonium chlorides.
- Specific commercially available cationic softening agents falling in category (a) include Varisoft 475 and Varisoft 222 from Varney Chemical Division of Northern Petrochemical Company, Armosoft AB from Armour Industrial Chemical Company, and Ammonyx 4080 from Onyx Chemical Company.
- Specific commercially available cationic softening agents falling in caegory (b) include Armosoft 2HT and Armosoft DC from Armour.
- the cationic softening agents falling in category (3.) may also be described as having the general formula:
- D is a divalent, non-amino, organic group having 1-24 carbon atoms and composed of elements from the group consisting of C, H, O, and N;
- D is a divalent organic group having 1-24 carbon atoms, composed of elements from the group consisting of C, H, O, and N, and containing at least one amino group;
- R is hydrogen, an alkyl group having 1-24 carbon atoms, or a cycloalkyl group having 1-24 carbon atoms (such as methyl, ethyl, propyl, butyl, hexyl, decyl, lauryl, myrisityl, palmityl, stearyl, tetracosanyl, cyclopentyl, cyclohexyl, oleyl, linoleyl);
- R is an alkyl group having 1-24 carbon atoms or an aralkyl group having 1-24 carbon atoms (such as methyl, propyl, lauryl,
- An especially preferred cationic softening agent is 2- heptadecyl 1 methyl 1 (stearyl amidoethyl)imidazolinium methosulfate.
- the fabric-softening compositions of this invention generally comprise from about 5 to about 30 percent, by weight, of the cationic softening agent. A preferred range is from about -25 percent, by weight. Blends of cationic softening agents can be used.
- amphoteric surfactant Another essential component of these fabric softeners is an amphoteric surfactant. Because it contains an active cation and an active anion, this type of surfactant functions as a cationic surfactant in acid media and as an anionic surfactant in alkaline media.
- Amphoteric surfactants in addition to contributing to the softening capability of these fabric softeners, provide the following special advantages: have no adverse effect on lightfastness or shade of dyestuffs; are resistant to yellowing during high temperature drying; produce no yellowing or rancidity of stored fabrics; gives excellent chemical stability over the pH range of these fabric softeners; and give antistatic effects on fabrics.
- Amphoteric surfactants useful in the practice of this invention include the complex fatty amido surfactants having the general formula:
- R is an alkyl group having 12-18 carbon atoms (such as lauryl, tridecyl, tetradecyl, pentadecyl, palmityl, heptadecyl, stearyl, ethyl, lauryl, oleyl, and linoleyl),
- R is a divalent aliphatic hydrocarbon group having 2-5 carbon atoms (such as methylene, ethylene, propylene, butylene, 2-methylbutylene, and pentylene)
- R is a divalent aliphatic hydrocarbon group having l-S carbon atoms (such as methylene, ethylene, propylene, butylene, 2-methylbutylene, and pentylene)
- M is a hydrogen or an alkali metal (such as sodium, potassium, calcium, and lithium).
- R, R and R can be branched or unbranched and that R can be saturated or unsaturated.
- amphoteric surfactants useful in this invention include Miranol CM (liquid) and Miranol DM (paste), both having the formula:
- amphoteric surfactants are disclosed in U .8. Pat. 2,528,378 and in McCutcheons Detergents and Emulsifiers 1970 Annual.
- the fabric softeners of this invention generally comprise from about 1 to about 25 percent, by weight, of the amphoteric surfactant.
- a preferred range is from about 2.5 to about percent, by weight, A blend of amphoteric surfactants may be used.
- a third essential component of these fabric softeners is a modified polyolefin emulsion, preferably a modified polyethylene or polypropylene emulsion.
- the term modified indicates that the polyolefin is at least partially oxidized and, with the aid of emulsifying agents, formed into an emulsion.
- the modified polyolefin emulsion may be nonionic, cationic, or anionic.
- the fabric softeners of this invention may contain a blend of these emulsions.
- the modified polyolefin may contain functional groups, such as carboxyl, alkylamide, SulfOnic acid, and amide.
- modified polyolefins which can be emulsified and used in the practice of this invention include polyethylene; polypropylene; high density polyethylenes; and copolymers of polyethylene and acrylic acid or a substituted acrylic acid. These modified polyolefins are commercially available from such sources as Eastman Chemical Products, Inc. (including the Epolene series) and Allied Chemical Company (including the AC series).
- emulsions generally have a solids content (including the modified polyolefin) of about 10 to about 35 percent, by weight. A preferred range is about 15 to about 30 percent, by weight.
- modified polyolefin emulsions are prepared by using emulsifiers which contain ethylene oxide units, these emulsifiers can contain up to 16 moles of ethylene oxide.
- the fabric-softening compositions of this invention generally comprise from about 0.25 to about 25 percent, by weight, of the modified polyolefin emulsion.
- a preferred range is from about 0.5 to about 20 percent, by weight.
- These fabric softeners generally have a viscosity from about 50 to about 3500 centipoises (measured using a Brookfield viscometer, RVF model, at 20 r.p.m. with a #2 spindle) and a pH from about 3.5 to about 7.0.
- Minor amounts may be used to enhance or provide particular characteristics to these fabric softeners.
- optional components include viscosity-controlling agents, humectants, fluorescent whitening agents, bactericides, perfumes, wetting agents, preservatives, anti-foaming agents, dispersing aids, and dyes.
- the viscosity-controlling agents suitable for use in this invention are selected from the group consisting of metal salts of aliphatic, monocarboxylic acids having 14 carbon atoms; metal halides; and mixtures thereof.
- the acid salts are sodium, calcium, potassium, aluminum, and ammonium acetates; sodium, calcium, potassium, aluminum, and ammonium propionates; sodium, calcium, potassium, aluminum, and ammonium formates; and sodium, calcium, potassium, aluminum, and ammonium butyrates.
- metal halides are sodium, calcium, potassium, aluminum, and ammonium chlorides; sodium, calcium, potassium, aluminum, and ammonium bromides; sodium, calcium, potassium, aluminum, and ammonium iodides; and sodium, calcium, potassium, aluminum, and ammonium fluorides.
- a mixture of these agents may be used.
- a preferred viscosity-controlling agent is sodium chloride.
- humectants may be used to improve the water absorbency of the fabrics treated with these fabric softeners.
- humectants are glycerin, polymethylene glycols having 26 carbon atoms (such as ethylene, trimethylene, tetramethylene, pentamethylene, and hexymethylene glycols) and mixtures thereof.
- An especially preferred humectant is ethylene glycol.
- Another optional component is a fluorescent whitening agent to improve the apparent whiteness and brightness of the cleaned and softened fabrics.
- fluorescent whitening agents are sold by Sandoz, Inc., under the trade designation Sandoz TH-40; by GAF Corporation under the trade designation Blancophore; by American Cyanamid under the trade designation Calcofluor; by Geigy Chemical Company under the trade designation Tinopal; and by Ciba under the trade designation Uvitex. Blends of these agents may be used.
- the fabric softeners of this invention are stable (i.e., do not separate into phases in the container) for periods up to 3 months and longer.
- a useful procedure for preparing the fabric-softening compositions of this invention is as follows: With mild agitation, the amphoteric surfactant is added to warm water (at least 90 F.). While continuing the agitation, the warm (at least 90 F.) cationic softening agent is added to the surfactant-water blend. Finally, the modified polyolefin emulsion is added to the surfactant-watersoftening agent blend. Optional components can be added while cooling the final blend to room temperature.
- compositions of this invention soften fabrics containing fibers of various types-such as cellulosics (e.g., cotton), and synthetics.
- synthetic fibers include polyesters (such as Kodel polyester sold by Eastman Chemical Products, Inc., and Dacron polyester sold by DuPont), and polyamides (such as nylon).
- these fabric softeners can be added to the rinse cycle and equivalent softening will be obtained as when added to the wash cycle.
- a preferred method of using these fabric softeners in an automatic washing machine is to fill the wash tub with about two inches of water and then add the fabric softener. After the addition of fabric softener is completed and, as the wash tub is being filled with the remaining water, the laundry is placed in the machine and then the detergent is added.
- the above standard test may be altered by adding, during the wash cycle, a prior fabric softener (that is, not one of this invention) to bundle A. The panel is then asked to determine the difference in softness between bundles A and B.
- a prior fabric softener that is, not one of this invention
- the blue dye is an oil-soluble blue dye.
- the anti-foaming agent is a 10 percent silicone anti-foaming agent.
- 31-6 is a dye formulation consisting of 99.33 percent isopropyl alcohol and 0.67 percent of the oil-soluble blue dye.
- 126-2" is an oxidized polyethylene emulsion consisting of 69.092 percent water, 20.000 percent polyethylene (sold by Allied Chemical Company under the trade designation AC-629), 5.000 percent nonylphenoxypoly(ethyleneoxy)ethanol, 5.000 percent diethylene glycol, 0.708 percent of a 45% potassium hydroxide solution, and 0.200 percent of a 37% formaldehyde solution.
- the fabric-softeners of this invention permit the user to obtain softness in the presence of detergents and detergency in the presence of softness.
- An aqueous, detergent-compatible, fabric softening composition comprising:
- D is -CH CH D is amidoethyl
- R is hydrogen, an alkyl group having 124 carbon atoms, or a cycloalkyl group having 1-24 carbon atoms
- R is an alkyl group having 1-24 carbon atoms or an aralkyl group having 1-24 carbon atoms, with the provision that at least two of R and R are alkyl groups having at least 11 carbon atoms
- A represents an anion
- Y and Z are each hydrogen or alkyl groups having 1-6 carbon atoms.
- composition as defined by claim 1 wherein said polyolefin emulsion is a polypropylene emulsion.
- composition as defined by claim 1 wherein said cationic softening agent is Z-heptadecyl-l-methyl-l-stearylamidoethylimidazolinium methosulfate.
- composition as defined by claim 1 wherein said emulsion is a polyethylene emulsion.
- An aqueous, detergent-compatible, fabric softening composition comprising:
- R- J-I i-R OM ofim-oo OM wherein R is an alkyl group having 12l8 carbon atoms, R is an aliphatic hydrocarbon group having 2-5 carbon atoms, R is an aliphatic hydrocarbon group having 1-5 carbon atoms, and each M is hydrogen or an alkali metal;
- (F) from about 0.001 to about 5 percent, by weight, of a humectant selected from the group consisting of polymethylene glycols having 2-6 atoms, glycerin, and mixtures thereof.
- composition as defined by claim 7 wherein said cationic softening agent is Z-heptadecyl-l-methyl-l-stearyl amidoethylimidazolinium methosulfate.
- composition as defined by claim 8 wherein said polyolefin emulsion is a polyethylene emulsion.
- composition as defined by claim 7 wherein said viscosity-controlling agent is sodium chloride.
- composition as defined by claim 7 wherein said humectant is ethylene glycol.
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10327570A | 1970-12-31 | 1970-12-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3749691A true US3749691A (en) | 1973-07-31 |
Family
ID=22294334
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US00103275A Expired - Lifetime US3749691A (en) | 1970-12-31 | 1970-12-31 | Detergent-compatible,fabric-softening compositions |
Country Status (10)
Cited By (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3835148A (en) * | 1971-02-16 | 1974-09-10 | Ciba Geigy Ag | Aqueous polystyrene containing dispersions as anti-statics for the permanent finishing of fibre materials |
| US3910759A (en) * | 1972-08-25 | 1975-10-07 | Gaf Corp | Method of treating fabrics |
| US3936538A (en) * | 1974-03-18 | 1976-02-03 | Calgon Consumer Products Company Inc. | Polymeric film dryer-added fabric softening compositions |
| US3983061A (en) * | 1971-02-16 | 1976-09-28 | Ciba-Geigy Corporation | Process for the permanent finishing of fiber materials |
| US3984335A (en) * | 1975-01-16 | 1976-10-05 | Basf Wyandotte Corporation | Compositions for souring and softening laundered textile materials and stock solutions prepared therefrom |
| US3998775A (en) * | 1975-04-24 | 1976-12-21 | Allied Chemical Corporation | Aerosol latex paint containing imidazoline surfactants |
| US4121009A (en) * | 1974-09-03 | 1978-10-17 | Gaf Corporation | Anti-static fabric softening compositions and processes for drying and softening textiles therewith |
| US4127489A (en) * | 1976-05-20 | 1978-11-28 | The Procter & Gamble Company | Process for making imidazolinium salts, fabric conditioning compositions and methods |
| US4233451A (en) * | 1976-05-20 | 1980-11-11 | The Procter & Gamble Company | Process for making imidazolinium salts |
| US4666964A (en) * | 1983-12-16 | 1987-05-19 | Calgon Corporation | Method for producing free-flowing water-soluble polymer gels |
| US4795032A (en) * | 1987-12-04 | 1989-01-03 | S. C. Johnson & Son, Inc. | Wash-added, rinse-activated fabric conditioner and package |
| US4970008A (en) * | 1988-12-20 | 1990-11-13 | Kandathil Thomas V | Fabric conditioner comprising a mixture of quaternary ammonium compounds and select tertiary amines |
| US5051250A (en) * | 1989-06-21 | 1991-09-24 | Colgate-Palmolive Company | Fiber conditioning compositions containing solubilized poly-lower alkylene |
| US5494593A (en) * | 1992-07-17 | 1996-02-27 | Clariant Finance (Bvi) Limited | Amphoteric surfactants-containing wax compositions, their production and their use |
| WO1997028244A1 (en) * | 1996-01-31 | 1997-08-07 | The Procter & Gamble Company | Process for making a fluid, stable liquid fabric softening composition including dispersible polyolefin |
| WO1997028239A1 (en) * | 1996-01-31 | 1997-08-07 | The Procter & Gamble Company | Fabric care compositions including dispersible polyolefin and method for using same |
| WO1997028242A1 (en) * | 1996-01-31 | 1997-08-07 | The Procter & Gamble Company | Laundry additive compositions including dispersible polyolefin and method for using same |
| US10669673B2 (en) * | 2017-01-17 | 2020-06-02 | Gpcp Ip Holdings Llc | Manufacture of absorbent paper with low charge density imidazolinium containing debonder compositions |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1596791A (en) * | 1977-02-15 | 1981-08-26 | Unilever Ltd | Deodorant detergent composition |
| CH667362GA3 (enrdf_load_stackoverflow) * | 1981-03-23 | 1988-10-14 | ||
| DE3209239A1 (de) * | 1981-03-23 | 1982-09-30 | Sandoz-Patent-GmbH, 7850 Lörrach | Mittel zur trocknungsbeschleunigung hydrophiler materialien |
| GB8823875D0 (en) * | 1988-10-12 | 1988-11-16 | Dow Corning Sa | Softening compositions |
| DE4435386A1 (de) * | 1994-10-04 | 1996-04-11 | Henkel Kgaa | Wäßrige Weichspülerdispersionen |
| AU5977496A (en) * | 1996-06-03 | 1998-01-05 | Procter & Gamble Company, The | Fabric softening compositions |
-
1970
- 1970-12-31 US US00103275A patent/US3749691A/en not_active Expired - Lifetime
-
1971
- 1971-12-22 ZA ZA718581A patent/ZA718581B/xx unknown
- 1971-12-24 AU AU37346/71A patent/AU465913B2/en not_active Expired
- 1971-12-29 CA CA131,251A patent/CA965905A/en not_active Expired
- 1971-12-30 NL NL7118110A patent/NL7118110A/xx unknown
- 1971-12-30 GB GB6087071A patent/GB1360660A/en not_active Expired
- 1971-12-30 BR BR8697/71A patent/BR7108697D0/pt unknown
- 1971-12-30 IT IT55112/71A patent/IT945730B/it active
- 1971-12-30 DE DE19712165947 patent/DE2165947A1/de active Pending
- 1971-12-31 FR FR7147734A patent/FR2120168A1/fr not_active Withdrawn
Cited By (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3835148A (en) * | 1971-02-16 | 1974-09-10 | Ciba Geigy Ag | Aqueous polystyrene containing dispersions as anti-statics for the permanent finishing of fibre materials |
| US3983061A (en) * | 1971-02-16 | 1976-09-28 | Ciba-Geigy Corporation | Process for the permanent finishing of fiber materials |
| US3910759A (en) * | 1972-08-25 | 1975-10-07 | Gaf Corp | Method of treating fabrics |
| US3936538A (en) * | 1974-03-18 | 1976-02-03 | Calgon Consumer Products Company Inc. | Polymeric film dryer-added fabric softening compositions |
| US4121009A (en) * | 1974-09-03 | 1978-10-17 | Gaf Corporation | Anti-static fabric softening compositions and processes for drying and softening textiles therewith |
| US3984335A (en) * | 1975-01-16 | 1976-10-05 | Basf Wyandotte Corporation | Compositions for souring and softening laundered textile materials and stock solutions prepared therefrom |
| US3998775A (en) * | 1975-04-24 | 1976-12-21 | Allied Chemical Corporation | Aerosol latex paint containing imidazoline surfactants |
| US4127489A (en) * | 1976-05-20 | 1978-11-28 | The Procter & Gamble Company | Process for making imidazolinium salts, fabric conditioning compositions and methods |
| US4233451A (en) * | 1976-05-20 | 1980-11-11 | The Procter & Gamble Company | Process for making imidazolinium salts |
| US4666964A (en) * | 1983-12-16 | 1987-05-19 | Calgon Corporation | Method for producing free-flowing water-soluble polymer gels |
| US4795032A (en) * | 1987-12-04 | 1989-01-03 | S. C. Johnson & Son, Inc. | Wash-added, rinse-activated fabric conditioner and package |
| US4970008A (en) * | 1988-12-20 | 1990-11-13 | Kandathil Thomas V | Fabric conditioner comprising a mixture of quaternary ammonium compounds and select tertiary amines |
| US5051250A (en) * | 1989-06-21 | 1991-09-24 | Colgate-Palmolive Company | Fiber conditioning compositions containing solubilized poly-lower alkylene |
| US5494593A (en) * | 1992-07-17 | 1996-02-27 | Clariant Finance (Bvi) Limited | Amphoteric surfactants-containing wax compositions, their production and their use |
| WO1997028244A1 (en) * | 1996-01-31 | 1997-08-07 | The Procter & Gamble Company | Process for making a fluid, stable liquid fabric softening composition including dispersible polyolefin |
| WO1997028239A1 (en) * | 1996-01-31 | 1997-08-07 | The Procter & Gamble Company | Fabric care compositions including dispersible polyolefin and method for using same |
| WO1997028242A1 (en) * | 1996-01-31 | 1997-08-07 | The Procter & Gamble Company | Laundry additive compositions including dispersible polyolefin and method for using same |
| US5728673A (en) * | 1996-01-31 | 1998-03-17 | The Procter & Gamble Company | Process for making a fluid, stable liquid fabric softening composition including dispersible polyolefin |
| US5789373A (en) * | 1996-01-31 | 1998-08-04 | Baker; Ellen Schmidt | Laundry additive compositions including dispersible polyolefin |
| US5830843A (en) * | 1996-01-31 | 1998-11-03 | The Procter & Gamble Company | Fabric care compositions including dispersible polyolefin and method for using same |
| US10669673B2 (en) * | 2017-01-17 | 2020-06-02 | Gpcp Ip Holdings Llc | Manufacture of absorbent paper with low charge density imidazolinium containing debonder compositions |
| US10697123B2 (en) | 2017-01-17 | 2020-06-30 | Gpcp Ip Holdings Llc | Zwitterionic imidazolinium surfactant and use in the manufacture of absorbent paper |
| US11408127B2 (en) | 2017-01-17 | 2022-08-09 | Gpcp Ip Holdings Llc | Zwitterionic imidazolinium surfactant and use in the manufacture of absorbent paper |
| US11542662B2 (en) | 2017-01-17 | 2023-01-03 | Gpcp Ip Holdings Llc | Manufacture of absorbent paper with low charge density imidazolinium containing debonder compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2120168A1 (enrdf_load_stackoverflow) | 1972-08-11 |
| AU465913B2 (en) | 1975-10-09 |
| GB1360660A (en) | 1974-07-17 |
| BR7108697D0 (pt) | 1973-04-12 |
| AU3734671A (en) | 1973-06-28 |
| IT945730B (it) | 1973-05-10 |
| DE2165947A1 (de) | 1972-07-20 |
| CA965905A (en) | 1975-04-15 |
| NL7118110A (enrdf_load_stackoverflow) | 1972-07-04 |
| ZA718581B (en) | 1973-01-31 |
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