CA2801643A1 - Alkoxylates and the use thereof - Google Patents
Alkoxylates and the use thereof Download PDFInfo
- Publication number
- CA2801643A1 CA2801643A1 CA2801643A CA2801643A CA2801643A1 CA 2801643 A1 CA2801643 A1 CA 2801643A1 CA 2801643 A CA2801643 A CA 2801643A CA 2801643 A CA2801643 A CA 2801643A CA 2801643 A1 CA2801643 A1 CA 2801643A1
- Authority
- CA
- Canada
- Prior art keywords
- ethylene
- weight
- alkoxylate
- general formula
- mixture
- 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.)
- Abandoned
Links
- 239000000203 mixture Substances 0.000 claims abstract description 129
- 238000009472 formulation Methods 0.000 claims abstract description 44
- 239000000835 fiber Substances 0.000 claims abstract description 13
- 238000004519 manufacturing process Methods 0.000 claims abstract description 13
- 239000000976 ink Substances 0.000 claims abstract description 11
- 238000005188 flotation Methods 0.000 claims abstract description 10
- 238000007639 printing Methods 0.000 claims abstract description 10
- 238000010276 construction Methods 0.000 claims abstract description 9
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 9
- 239000010985 leather Substances 0.000 claims abstract description 9
- 239000004094 surface-active agent Substances 0.000 claims abstract description 7
- -1 ethylene, propylene, butylene, pentylene, phenylethylene Chemical group 0.000 claims description 38
- 238000004140 cleaning Methods 0.000 claims description 20
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 12
- 150000001767 cationic compounds Chemical class 0.000 claims description 9
- 150000002892 organic cations Chemical class 0.000 claims description 8
- 239000001301 oxygen Substances 0.000 claims description 8
- 229910052760 oxygen Inorganic materials 0.000 claims description 8
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 claims description 7
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 6
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 6
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 6
- 229930195729 fatty acid Natural products 0.000 claims description 6
- 239000000194 fatty acid Substances 0.000 claims description 6
- 150000004665 fatty acids Chemical class 0.000 claims description 6
- 229910001411 inorganic cation Inorganic materials 0.000 claims description 6
- 150000001735 carboxylic acids Chemical class 0.000 claims description 5
- 239000001993 wax Substances 0.000 claims description 5
- 229910019142 PO4 Inorganic materials 0.000 claims description 4
- 150000001450 anions Chemical class 0.000 claims description 4
- 150000007522 mineralic acids Chemical class 0.000 claims description 4
- 150000002763 monocarboxylic acids Chemical class 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 3
- 239000002280 amphoteric surfactant Substances 0.000 claims description 3
- 239000003945 anionic surfactant Substances 0.000 claims description 3
- 239000003093 cationic surfactant Substances 0.000 claims description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 claims description 3
- 150000007529 inorganic bases Chemical class 0.000 claims description 3
- 239000002736 nonionic surfactant Substances 0.000 claims description 3
- 150000007530 organic bases Chemical class 0.000 claims description 3
- 229920002545 silicone oil Polymers 0.000 claims description 3
- 150000007942 carboxylates Chemical class 0.000 claims description 2
- 150000004820 halides Chemical class 0.000 claims description 2
- 150000004693 imidazolium salts Chemical class 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
- 239000010452 phosphate Substances 0.000 claims description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 4
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical group CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 claims 1
- 125000004956 cyclohexylene group Chemical group 0.000 claims 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract description 10
- SSOBBNSVCWLYPH-UHFFFAOYSA-N 2-propylheptan-1-amine Chemical compound CCCCCC(CN)CCC SSOBBNSVCWLYPH-UHFFFAOYSA-N 0.000 abstract description 6
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract description 5
- SYURNNNQIFDVCA-UHFFFAOYSA-N 2-propyloxirane Chemical compound CCCC1CO1 SYURNNNQIFDVCA-UHFFFAOYSA-N 0.000 abstract description 3
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 abstract description 3
- WTQUVYBGJUBJSW-UHFFFAOYSA-N oxacycloundecane Chemical compound C1CCCCCOCCCC1 WTQUVYBGJUBJSW-UHFFFAOYSA-N 0.000 abstract description 3
- ZWAJLVLEBYIOTI-OLQVQODUSA-N (1s,6r)-7-oxabicyclo[4.1.0]heptane Chemical compound C1CCC[C@@H]2O[C@@H]21 ZWAJLVLEBYIOTI-OLQVQODUSA-N 0.000 abstract description 2
- 239000012459 cleaning agent Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
- 150000001412 amines Chemical class 0.000 description 13
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 8
- 239000005977 Ethylene Substances 0.000 description 8
- 229910052751 metal Inorganic materials 0.000 description 8
- 239000002184 metal Substances 0.000 description 8
- 238000002360 preparation method Methods 0.000 description 7
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 150000003973 alkyl amines Chemical class 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- 230000005588 protonation Effects 0.000 description 5
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 4
- 239000013543 active substance Substances 0.000 description 4
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 4
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 4
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 4
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical group CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 125000002947 alkylene group Chemical group 0.000 description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 235000021317 phosphate Nutrition 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 3
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 3
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 3
- YWWVWXASSLXJHU-AATRIKPKSA-N (9E)-tetradecenoic acid Chemical compound CCCC\C=C\CCCCCCCC(O)=O YWWVWXASSLXJHU-AATRIKPKSA-N 0.000 description 2
- QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical compound O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000010426 asphalt Substances 0.000 description 2
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 2
- 229940092714 benzenesulfonic acid Drugs 0.000 description 2
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 2
- 239000004327 boric acid Substances 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 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 2
- ZQPPMHVWECSIRJ-MDZDMXLPSA-N elaidic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(O)=O ZQPPMHVWECSIRJ-MDZDMXLPSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- KEMQGTRYUADPNZ-UHFFFAOYSA-N heptadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(O)=O KEMQGTRYUADPNZ-UHFFFAOYSA-N 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- SECPZKHBENQXJG-FPLPWBNLSA-N palmitoleic acid Chemical compound CCCCCC\C=C/CCCCCCCC(O)=O SECPZKHBENQXJG-FPLPWBNLSA-N 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 235000003441 saturated fatty acids Nutrition 0.000 description 2
- 150000004671 saturated fatty acids Chemical class 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 2
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- GYSCBCSGKXNZRH-UHFFFAOYSA-N 1-benzothiophene-2-carboxamide Chemical compound C1=CC=C2SC(C(=O)N)=CC2=C1 GYSCBCSGKXNZRH-UHFFFAOYSA-N 0.000 description 1
- VFWCMGCRMGJXDK-UHFFFAOYSA-N 1-chlorobutane Chemical compound CCCCCl VFWCMGCRMGJXDK-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- TWJNQYPJQDRXPH-UHFFFAOYSA-N 2-cyanobenzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1C#N TWJNQYPJQDRXPH-UHFFFAOYSA-N 0.000 description 1
- 125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- NHQDETIJWKXCTC-UHFFFAOYSA-N 3-chloroperbenzoic acid Chemical compound OOC(=O)C1=CC=CC(Cl)=C1 NHQDETIJWKXCTC-UHFFFAOYSA-N 0.000 description 1
- MCLMZMISZCYBBG-UHFFFAOYSA-N 3-ethylheptanoic acid Chemical compound CCCCC(CC)CC(O)=O MCLMZMISZCYBBG-UHFFFAOYSA-N 0.000 description 1
- 125000003542 3-methylbutan-2-yl group Chemical group [H]C([H])([H])C([H])(*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- AWQSAIIDOMEEOD-UHFFFAOYSA-N 5,5-Dimethyl-4-(3-oxobutyl)dihydro-2(3H)-furanone Chemical compound CC(=O)CCC1CC(=O)OC1(C)C AWQSAIIDOMEEOD-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- YWWVWXASSLXJHU-UHFFFAOYSA-N 9E-tetradecenoic acid Natural products CCCCC=CCCCCCCCC(O)=O YWWVWXASSLXJHU-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- 239000007848 Bronsted acid Substances 0.000 description 1
- GHVNFZFCNZKVNT-UHFFFAOYSA-N Decanoic acid Natural products CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- BAVYZALUXZFZLV-UHFFFAOYSA-O Methylammonium ion Chemical compound [NH3+]C BAVYZALUXZFZLV-UHFFFAOYSA-O 0.000 description 1
- 235000021360 Myristic acid Nutrition 0.000 description 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 235000021319 Palmitoleic acid Nutrition 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 235000021322 Vaccenic acid Nutrition 0.000 description 1
- UWHZIFQPPBDJPM-FPLPWBNLSA-M Vaccenic acid Natural products CCCCCC\C=C/CCCCCCCCCC([O-])=O UWHZIFQPPBDJPM-FPLPWBNLSA-M 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000002152 alkylating effect Effects 0.000 description 1
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000013011 aqueous formulation Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- GONOPSZTUGRENK-UHFFFAOYSA-N benzyl(trichloro)silane Chemical compound Cl[Si](Cl)(Cl)CC1=CC=CC=C1 GONOPSZTUGRENK-UHFFFAOYSA-N 0.000 description 1
- 150000003939 benzylamines Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-O bis(2-hydroxyethyl)azanium Chemical compound OCC[NH2+]CCO ZBCBWPMODOFKDW-UHFFFAOYSA-O 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
- SECPZKHBENQXJG-UHFFFAOYSA-N cis-palmitoleic acid Natural products CCCCCCC=CCCCCCCCC(O)=O SECPZKHBENQXJG-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000005068 cooling lubricant Substances 0.000 description 1
- 238000005238 degreasing Methods 0.000 description 1
- 239000002761 deinking Substances 0.000 description 1
- GDVKFRBCXAPAQJ-UHFFFAOYSA-A dialuminum;hexamagnesium;carbonate;hexadecahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Al+3].[Al+3].[O-]C([O-])=O GDVKFRBCXAPAQJ-UHFFFAOYSA-A 0.000 description 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- SYELZBGXAIXKHU-UHFFFAOYSA-N dodecyldimethylamine N-oxide Chemical compound CCCCCCCCCCCC[N+](C)(C)[O-] SYELZBGXAIXKHU-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 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 1
- 229960001545 hydrotalcite Drugs 0.000 description 1
- 229910001701 hydrotalcite Inorganic materials 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 238000007641 inkjet printing Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 description 1
- 229940048866 lauramine oxide Drugs 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- LULAYUGMBFYYEX-UHFFFAOYSA-N metachloroperbenzoic acid Natural products OC(=O)C1=CC=CC(Cl)=C1 LULAYUGMBFYYEX-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N n-hexanoic acid Natural products CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 150000004965 peroxy acids Chemical class 0.000 description 1
- CNVZJPUDSLNTQU-SEYXRHQNSA-N petroselinic acid Chemical compound CCCCCCCCCCC\C=C/CCCCC(O)=O CNVZJPUDSLNTQU-SEYXRHQNSA-N 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- YLQLIQIAXYRMDL-UHFFFAOYSA-N propylheptyl alcohol Chemical compound CCCCCC(CO)CCC YLQLIQIAXYRMDL-UHFFFAOYSA-N 0.000 description 1
- 238000005956 quaternization reaction Methods 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- MRKAVJXPGLUQKP-UHFFFAOYSA-N tetrakis(2-hydroxyethyl)azanium Chemical compound OCC[N+](CCO)(CCO)CCO MRKAVJXPGLUQKP-UHFFFAOYSA-N 0.000 description 1
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
- DAFQZPUISLXFBF-UHFFFAOYSA-N tetraoxathiolane 5,5-dioxide Chemical compound O=S1(=O)OOOO1 DAFQZPUISLXFBF-UHFFFAOYSA-N 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- UWHZIFQPPBDJPM-BQYQJAHWSA-N trans-vaccenic acid Chemical compound CCCCCC\C=C\CCCCCCCCCC(O)=O UWHZIFQPPBDJPM-BQYQJAHWSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/42—Amino alcohols or amino ethers
- C11D1/44—Ethers of polyoxyalkylenes with amino alcohols; Condensation products of epoxyalkanes with amines
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/42—Ethers, e.g. polyglycol ethers of alcohols or phenols
- C09K23/46—Ethers of aminoalcohols
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/16—Amines or polyamines
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/18—Quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/008—Polymeric surface-active agents
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or salts thereof
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/18—Sulfonic acids or sulfuric acid esters; Salts thereof derived from amino alcohols
- C11D1/20—Fatty acid condensates
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/58—Heterocyclic 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
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2075—Carboxylic acids-salts thereof
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23G—CLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
- C23G1/00—Cleaning or pickling metallic material with solutions or molten salts
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23G—CLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
- C23G1/00—Cleaning or pickling metallic material with solutions or molten salts
- C23G1/14—Cleaning or pickling metallic material with solutions or molten salts with alkaline solutions
- C23G1/19—Iron or steel
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Detergent Compositions (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Polyethers (AREA)
- Cleaning And De-Greasing Of Metallic Materials By Chemical Methods (AREA)
Abstract
The invention relates to the use of a 2-propyl-heptyl amine-based alkoxylate, which is alkoxylated with ethylene oxide, propylene oxide, butylene oxide, pentylene oxide, styrene oxide, cyclohexylene oxide, and/or decylene oxide, and to the quarternized derivative of said alkoxylate in cleaning agents, as an emulsifier, in the production of fibers, for treating leather, in printing inks, in formulations for construction chemistry or in formulations for flotation. The invention further relates to a mixture containing at least one of said alkoxylates and to at least one surface-active substance and to the use thereof.
Description
Alkoxylates and the use thereof Description The present invention relates to the use of an alkoxylate based on 2-propylheptylamine which has been alkoxylated with ethylene oxide, propylene oxide, butylene oxide, pentylene oxide, styrene oxide, cyclohexylene oxide and/or decylene oxide, and/or its quaternized derivative in cleaning compositions, as emulsifier, in the manufacture of fibers, for leather treatment, in printing inks, in formulations for construction chemistry or in formulations for flotation.
Furthermore, the present invention relates to a mixture comprising at least one of the specified alkoxylates and also at least one surface-active substance and use thereof.
Compositions based on alkoxylated alkylamines are already known from the prior art.
WO 2009/004044 Al discloses asymmetrically alkoxylated alkylamines which can be used as surfactants. The asymmetrically alkoxylated alkylamines are based on corresponding alkylamines having one to four carbon atoms, or benzylamines. 1 to 30 units of ethylene oxide, propylene oxide and/or butylene oxide are added by alkoxylation. WO
2009/004044 Al furthermore discloses that these compounds can be used in herbicidally effective compositions.
US 5,668,085 discloses surface-active compounds comprising alkoxylated amines.
These alkoxylates are based on alkylamines or alkenylamines having 8 to 22 carbon atoms and are obtained by alkoxylation of these amines with ethylene oxide or propylene oxide. In total, 2 to 8 units of the specified alkylene oxides are present in the compounds according to US 5,668,085.
It was therefore an object of the present invention to provide an alkoxylate which can be used in various technical applications and produces advantageous results. Furthermore, it is an object of the present invention that corresponding alkoxylates are used which have lower toxicity, especially lower aquatoxicity.
These objects are achieved according to the invention through the use of an alkoxylate of the general formula (A) C3H7 ~R? O-{-R6 (A) C5H11 ThR-O-1 R6 m or of a quaternized alkoxylate of the general formula (AQ) C3H' 1 +R1 O~Rs r A- (AQ) C 5 H I T R2 -O R s i ~
Furthermore, the present invention relates to a mixture comprising at least one of the specified alkoxylates and also at least one surface-active substance and use thereof.
Compositions based on alkoxylated alkylamines are already known from the prior art.
WO 2009/004044 Al discloses asymmetrically alkoxylated alkylamines which can be used as surfactants. The asymmetrically alkoxylated alkylamines are based on corresponding alkylamines having one to four carbon atoms, or benzylamines. 1 to 30 units of ethylene oxide, propylene oxide and/or butylene oxide are added by alkoxylation. WO
2009/004044 Al furthermore discloses that these compounds can be used in herbicidally effective compositions.
US 5,668,085 discloses surface-active compounds comprising alkoxylated amines.
These alkoxylates are based on alkylamines or alkenylamines having 8 to 22 carbon atoms and are obtained by alkoxylation of these amines with ethylene oxide or propylene oxide. In total, 2 to 8 units of the specified alkylene oxides are present in the compounds according to US 5,668,085.
It was therefore an object of the present invention to provide an alkoxylate which can be used in various technical applications and produces advantageous results. Furthermore, it is an object of the present invention that corresponding alkoxylates are used which have lower toxicity, especially lower aquatoxicity.
These objects are achieved according to the invention through the use of an alkoxylate of the general formula (A) C3H7 ~R? O-{-R6 (A) C5H11 ThR-O-1 R6 m or of a quaternized alkoxylate of the general formula (AQ) C3H' 1 +R1 O~Rs r A- (AQ) C 5 H I T R2 -O R s i ~
where R1, R2 independently of one another, are selected from the group consisting of ethylene, propylene, butylene, pentylene, phenylethylene, decylene and mixtures thereof, R3 is H, -OH, -OR4, -[R5-O]-R6, C,-C6-alkyl or an oxygen anion, R4 is C,-C6-alkyl, C2-C6-alkenyl or C2-C6-alkynyl, R5 independently of one another, is selected from the group consisting of ethylene, propylene, butylene and mixtures thereof, R6 independently of one another, is -H, C,-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, -SO3Ra, -P(O)OR bORc, -CH2CO2Rd or -C(O)Re, Re, Rd independently of one another, are H, organic or inorganic cation, Rb, Rc independently of one another, are H, organic or inorganic cation, C,-C6-alkyl, C2-C6-alkenyl or C2-C6-alkynyl, Re is C,-C22-alkyl, C2-C22-alkenyl, C2-C22-alkynyl, C5-C22-aryl, C6-C22-alkylaryl, m, n, p independently of one another, are integers from 1 to 30 and A" is an anion, where, the case that R3 is an oxygen atom, A is not present, in cleaning compositions, as rust remover, as emulsifier, in the manufacture of fibers, for leather treatment, in printing inks, in formulations for construction chemistry or in formulations for flotation.
The objects are furthermore achieved according to the invention by a mixture comprising at least the components:
(A) at least one alkoxylate according to the invention of the general formula (A) and/or (AQ) as component (A), and (B) at least one surface-active substance as component (B) and/or (C) at least one organic carboxylic acid as component (C).
The compounds of the general formulae (A) and (AQ) used according to the invention are described in detail below.
Preferably, n has a value from 1 to 20, particularly preferably from 1 to 15.
Preferably, m has a value from 1 to 20, particularly preferably from 1 to 15. Preferably, p has a value from 1 to 30, particularly preferably from 1 to 20. The values of n, m and p are normally average values, as arise in most cases during the alkoxylation with alkoxides. Consequently, n, m and p can have various whole-numbered values and also all values between the whole numbers.
The objects are furthermore achieved according to the invention by a mixture comprising at least the components:
(A) at least one alkoxylate according to the invention of the general formula (A) and/or (AQ) as component (A), and (B) at least one surface-active substance as component (B) and/or (C) at least one organic carboxylic acid as component (C).
The compounds of the general formulae (A) and (AQ) used according to the invention are described in detail below.
Preferably, n has a value from 1 to 20, particularly preferably from 1 to 15.
Preferably, m has a value from 1 to 20, particularly preferably from 1 to 15. Preferably, p has a value from 1 to 30, particularly preferably from 1 to 20. The values of n, m and p are normally average values, as arise in most cases during the alkoxylation with alkoxides. Consequently, n, m and p can have various whole-numbered values and also all values between the whole numbers.
Preferably, in the amine alkoxylate (A), the sum of n and m is 2 to 40. In a further preferred embodiment, in the quaternized amine alkoxylate of the general formula (AQ), the sum of n, m and p is 3 to 80.
In the amine alkoxylate (A), the sum of n and m is particularly preferably 3 to 30, very particularly preferably 5 to 25. In a further, specifically preferred embodiment, the sum of n and m is 6 to 9, very particularly preferably 6.5 to 8.5 and in particular 6.9 to 7.9. In a further specifically preferred embodiment, the sum of n and m is 11 to 40, in particular 12 to 30 and in particular 13.5 to 25.
In the alkoxylate of the general formula (AQ), the sum of n, m and p is particularly preferably 3 to 40 and specifically 5 to 25.
R', R2 and R5 are generally, independently of one another, ethylene, propylene, butylene, pentylene, phenylethylene, decylene and mixtures thereof. These meanings for R1, R2 and R5 in the general formulae (A) and (AQ) therefore make reference to the fact that 2-propylheptylamine has been reacted with ethylene oxide, propylene oxide, butylene oxide, pentylene oxide, styrene oxide, decylene oxide or mixtures thereof.
R', R2 and R5 are preferably, independently of one another, ethylene, ethylene and propylene, ethylene and butylene or ethylene, propylene and butylene. In a particularly preferred embodiment, R1, R2 and R5 are propylene. In a further preferred embodiment, R', R2 and R5 are butylene. Particularly preferably, R1, R2 and R5 are, independently of one another, ethylene or ethylene and propylene. Very particularly preferably, R1, R2 and R5 are ethylene.
If R1, R2 or R5 comprise a butylene radical, this may be present as n-butylene, isobutylene and/or 2,3-butylene group, where n-butylene and isobutylene are preferred and n-butylene is most preferred.
R1, R2 and R5 can, independently of one another, be a mixture of ethylene, propylene or butylene. Here, e.g. one or all radicals R1, R2 and R5 can in each case comprise a mixture of these groups in one alkoxylate chain. Such mixtures can be joined together in any desired order, for example randomly or blockwise, such as one block of ethylene and one block of propylene. It is also possible in each case for one or more radicals R', R2 and R5 to form a complete alkoxylate chain from different alkylene groups. For example, R1 and R2 can be composed of ethylene and R5 of propylene.
R3 is preferably H, C,-C4-alkyl or an oxygen anion, particularly preferably H, methyl, butyl or an oxygen anion. In a specifically preferred embodiment, R3 is methyl. In a further specifically preferred embodiment, R3 is an oxygen anion. In a further specifically preferred embodiment, R3 is H.
In the amine alkoxylate (A), the sum of n and m is particularly preferably 3 to 30, very particularly preferably 5 to 25. In a further, specifically preferred embodiment, the sum of n and m is 6 to 9, very particularly preferably 6.5 to 8.5 and in particular 6.9 to 7.9. In a further specifically preferred embodiment, the sum of n and m is 11 to 40, in particular 12 to 30 and in particular 13.5 to 25.
In the alkoxylate of the general formula (AQ), the sum of n, m and p is particularly preferably 3 to 40 and specifically 5 to 25.
R', R2 and R5 are generally, independently of one another, ethylene, propylene, butylene, pentylene, phenylethylene, decylene and mixtures thereof. These meanings for R1, R2 and R5 in the general formulae (A) and (AQ) therefore make reference to the fact that 2-propylheptylamine has been reacted with ethylene oxide, propylene oxide, butylene oxide, pentylene oxide, styrene oxide, decylene oxide or mixtures thereof.
R', R2 and R5 are preferably, independently of one another, ethylene, ethylene and propylene, ethylene and butylene or ethylene, propylene and butylene. In a particularly preferred embodiment, R1, R2 and R5 are propylene. In a further preferred embodiment, R', R2 and R5 are butylene. Particularly preferably, R1, R2 and R5 are, independently of one another, ethylene or ethylene and propylene. Very particularly preferably, R1, R2 and R5 are ethylene.
If R1, R2 or R5 comprise a butylene radical, this may be present as n-butylene, isobutylene and/or 2,3-butylene group, where n-butylene and isobutylene are preferred and n-butylene is most preferred.
R1, R2 and R5 can, independently of one another, be a mixture of ethylene, propylene or butylene. Here, e.g. one or all radicals R1, R2 and R5 can in each case comprise a mixture of these groups in one alkoxylate chain. Such mixtures can be joined together in any desired order, for example randomly or blockwise, such as one block of ethylene and one block of propylene. It is also possible in each case for one or more radicals R', R2 and R5 to form a complete alkoxylate chain from different alkylene groups. For example, R1 and R2 can be composed of ethylene and R5 of propylene.
R3 is preferably H, C,-C4-alkyl or an oxygen anion, particularly preferably H, methyl, butyl or an oxygen anion. In a specifically preferred embodiment, R3 is methyl. In a further specifically preferred embodiment, R3 is an oxygen anion. In a further specifically preferred embodiment, R3 is H.
R4 is preferably a C,-C6-alkyl, in particular methyl or butyl such as n-butyl, isobutyl and/or tert-butyl, specifically methyl.
R6 is preferably H or C,-C6-alkyl, particularly preferably H or methyl, in particular H.
Ra and Rd are, independently of one another, H+, or inorganic or organic cations which may have a single or multiple positive charge. Examples of inorganic cations are cations of Na+, K+, Mgt+, Cat+ or Zn2+. Examples of organic cations are ammonium, methylammonium, dimethylammonium, trimethylammonium, tetramethylammonium, (2-hydroxyethyl)ammonium, bis(2-hydroxyethyl)ammonium, tris(2-hydroxyethyl)ammonium, tetra(2-hydroxyethyl)ammonium.
Preferably, Re and Rd, independently of one another, are H+, or inorganic cations, particularly preferably as specified above. The radicals specified above under R6 which comprise Re and Rd are overall preferably uncharged.
Rb and R are preferably, independently of one another, H+, inorganic or organic cations.
Suitable inorganic or organic cations are those specified under Ra and/or Rd.
RB is preferably C1-C12-alkyl, C5-C12-aryl or C6-C12-alkylaryl, particularly preferably C,-C6-alkyl, for example methyl, ethyl, propyl, such as n-propyl, isopropyl, butyl, such as n-butyl, isobutyl, tert-butyl, pentyl such as n-pentyl, isopentyl, tert-pentyl or hexyl such as n-hexyl, isohexyl, tert-hexyl.
K is an anion as are generally known per se to the person skilled in the art.
Preferably A" is a halide such as chloride or bromide, phosphate, sulfate, carboxylate, preferably derived from carboxylic acids having 6 to 20 carbon atoms, or a mixture thereof. Overall, the compound of the general formula (AQ) is in this case uncharged.
If R3 is an oxygen anion, an amine oxide is present. In this case, a further anion A" is not present , and the compound of the general formula (AQ) is uncharged overall.
In the alkoxylate according to the general formula (A), R1 and R2 are preferably, independently of one another, ethylene, ethylene and propylene, ethylene and butylene or ethylene, propylene and butylene and the sum of n and m is 2 to 60, preferably 2 to 40, particularly preferably 3 to 30 and in particular 5 to 25.
In a further preferred embodiment, in the alkoxylate according to the general formula (A), R1 and R2 are ethylene, ethylene and propylene, ethylene and butylene or ethylene, propylene and butylene and the sum of n and m is 6 to 9, in particular 6.5 to 8.5 and in particular 6.9 to 7.9.
In a further preferred embodiment, in the alkoxylate according to the general formula (A), R' and R2 are ethylene, ethylene and propylene, ethylene and butylene or ethylene, propylene and butylene and the sum of n and m is 11 to 40, in particular 12 to 30 and in particular 13.5 to 25.
In the amine alkoxylate of the general formula (A), R1 and R2 are particularly preferably ethylene and the sum of n and m is 2 to 60, preferably 2 to 40, particularly 3 to 30 and in particular 5 to 25. In a further particularly preferred embodiment, R1 and R2 are ethylene and the sum of n and m is 6 to 9, in particular 6.5 to 8.5 and in particular 6.9 to 7.9. In a further preferred embodiment, 5 R1 and R2 are ethylene and the sum of n and m is 11 to 40, in particular 12 to 30 and in particular 13.5 to 25.
The compounds of the general formulae (A) and (AQ) can be present as mixtures of stereoisomers or as isolated stereoisomers. Tautomers and betaines are likewise comprised according to the invention by the structures (A) and (AQ).
In the compounds of the general formulae (A) and (AQ), the radical C5Hõ can either be linear or branched. Examples of branched C5Hõ radicals are, for example, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 1,2-dimethylpropyl, 2,3-dimethylpropyl, 1,1-dimethylpropyl or 2,2-dimethylpropyl.
Furthermore, in the compounds of the general formulae (A) and (AQ), the radical C3H7 can be either linear or branched. A branched C3H7 radical is, for example, 1-methylethyl.
A process for the preparation of the compounds of the general formula (Q) or (AQ) comprises, for example, the alkoxylation of 2-propylheptylamine with ethylene oxide, propylene oxide, butylene oxide or a mixture thereof. The preparation of 2-propylheptylamine is generally known, for example by reacting ammonia with 2-propylheptanol as described in US
5,808,158. The alkoxylation can be catalyzed by strong bases, such as alkali metal hydroxides and alkaline earth hydroxides, Bronsted acids or Lewis acids, such as AICI3, BF3. For alcohol alkoxylates with a narrow distribution it is possible to use catalysts such as hydrotalcite or DMC. The alkoxylation preferably takes place at temperatures in the range from about 80 to 250 C, preferably about 100 to 220 C. The pressure is preferably between ambient pressure and 600 bar. If desired, the alkylene oxide can comprise an inert gas admixture, e.g.
of about 5 to 60%.
The quaternized derivative (AQ) of the amine alkoxylate (A) can be prepared in a further reaction step from the amine alkoxylate (A) by quaternization. To insert the radical R3 into the amine alkoxylate (A), it can be reacted for example with an alkylating reagent such as methyl chloride, dimethyl sulfate or butyl chloride. To insert an oxygen anion into the amine alkoxylate (A), it can be oxidized, for example by reacting the amino group with hydrogen peroxide, peracids such as meta-chloroperbenzoic acid or peracetic acid or peroxomonosulfuric acid. The preparation of the quaternized derivatives (AQ) where R3 = H can take place by simple protonation of starting compounds of the structure (A). The preparation of the quaternized derivatives (AQ) where R3 = OH can take place by simple protonation of starting compounds (AQ) where R3 = oxygen anion. For the protonation, suitable acids are organic acids, e.g. C, to C20 carboxylic acids, for example the carboxylic acids or inorganic acids specified as component (C) of the mixture according to the invention, e.g. hydrochloric acid, phosphoric acid or sulfuric acid. The protonation can be carried out in a separate synthesis step so that the quaternized derivative (AQ) can be isolated. It is also possible to carry out the protonation by mixing the starting compounds with one or more acids in the mixture according to the invention.
The present invention relates to the use of the aforementioned alkoxylates of the general formula (A) and/or of the general formula (AQ) in cleaning compositions, as rust remover, as emulsifier, during the manufacture of fibers, for leather treatment, in printing inks, in formulations for construction chemistry or in formulations for flotations.
Examples of cleaning compositions according to the invention are, for example, cleaning compositions for hard surfaces, for example glass, metal, plastic, painted metal or plastic surfaces such as surfaces of cars or lorries, as all-purpose cleaner or for metal cleaning. In these cleaning compositions, the compounds of the general formula (A) or (AQ) are present in an amount of, for example, 0.1 to 20% by weight, preferably 0.5 to 10% by weight, particularly preferably 0.5 to 5% by weight, in each case based on the total formulation.
Exemplary formulations in which the specified compounds of the general formula (A) and/or (AQ) can be used as rust removers, are, for example, formulations for removing the rust from metal surfaces, in particular iron surfaces. In these formulations for rust removal, the compounds of the general formula (A) or (AQ) are present in an amount of, for example, 0.1 to 20% by weight, preferably 0.5 to 10% by weight, particularly preferably 0.5 to 5% by weight, in each case based on the total formulation.
Exemplary formulations in which the specified compounds of the general formula (A) and/or (AQ) can be used as emulsifier are, for example, cooling lubricants, waxes, bitumen emulsions, silicone emulsions, in particular for textile applications, for example for improving the feel (softening/finishing). As emulsifier, the compounds of the general formula (A) or (AQ) are present in an amount of, for example 0.1 to 20% by weight, preferably 0.5 to 10% by weight, particularly preferably 0.5 to 5% by weight, in each case based on the total formulation.
During the manufacture of fibers, the aforementioned compounds are used for example as antistatics. In formulations which are used in the manufacture of fibers, the compounds of the general formula (A) or (AQ) are present in an amount of, for example, 0.1 to 20% by weight, preferably 0.5 to 10% by weight, particularly preferably 0.5 to 5% by weight, in each case based on the total formulation.
During leather treatment, the aforementioned compounds are used for example for degreasing.
In formulations for leather treatment, the compounds of the general formula (A) or (AQ) are present in an amount of, for example, 0.1 to 20% by weight, preferably 0.5 to 10% by weight, particularly preferably 0.5 to 5% by weight, in each case based on the total formulation.
In printing inks, the aforementioned compounds are used, for example, in water-based ink-jet printing inks. In printing inks, the compounds of the general formula (A) or (AQ) are present in an amount of, for example, 0.1 to 20% by weight, preferably 0.5 to 10% by weight, particularly preferably 0.5 to 5% by weight, in each case based on the total formulation.
In formulations for construction chemistry, the aforementioned compounds are used, for example, in bitumen emulsions. In these formulations used in construction chemistry, the compounds of the general formula (A) or (AQ) are present in an amount of, for example 0.1 to 20% by weight, preferably 0.5 to 10% by weight, particularly preferably 0.5 to 5% by weight, in each case based on the total formulation.
In formulations for flotations, the aforementioned compounds are used, for example, for removing printing inks (deinking). Methods and formulations for flotation are known per se to the person skilled in the art. In these formulations for flotation, the compounds of the general formula (A) or (AQ) are present in an amount of, for example, 0.1 to 20% by weight, preferably 0.5 to 10% by weight, particularly preferably 0.5 to 5% by weight, in each case based on the total formulation.
The present invention also relates to a mixture comprising at least the components:
(A) at least one alkoxylate of the general formula (A) and/or (AQ) as defined above as component (A), and (B) at least one surface-active substance as component (B) and/or (C) at least one organic carboxylic acid as component (C).
Component (A):
As regards component (A), in particular as regards the preferred embodiments, that stated above with regard to the alkoxylates of the general formula (A) and/or (AQ) is applicable.
In the mixture according to the invention, the component (A) is generally present in an amount of from 0.1 to 20% by weight, preferably 0.5 to 15% by weight, particularly preferably 0.8 to 12%
by weight, in each case based on the total mixture.
35, If the mixture according to the invention is used, for example, for the cleaning of metal, the component (A) is generally present in an amount of from 0.5 to 5% by weight, preferably 0.8 to 2% by weight, in each case based on the total mixture.
If the mixture according to the invention is used, for example, in the manufacture of fibers, the component (A) is generally present in an amount of from 0.1 to 20% by weight, preferably 0.5 to 5% by weight, in each case based on the total mixture.
R6 is preferably H or C,-C6-alkyl, particularly preferably H or methyl, in particular H.
Ra and Rd are, independently of one another, H+, or inorganic or organic cations which may have a single or multiple positive charge. Examples of inorganic cations are cations of Na+, K+, Mgt+, Cat+ or Zn2+. Examples of organic cations are ammonium, methylammonium, dimethylammonium, trimethylammonium, tetramethylammonium, (2-hydroxyethyl)ammonium, bis(2-hydroxyethyl)ammonium, tris(2-hydroxyethyl)ammonium, tetra(2-hydroxyethyl)ammonium.
Preferably, Re and Rd, independently of one another, are H+, or inorganic cations, particularly preferably as specified above. The radicals specified above under R6 which comprise Re and Rd are overall preferably uncharged.
Rb and R are preferably, independently of one another, H+, inorganic or organic cations.
Suitable inorganic or organic cations are those specified under Ra and/or Rd.
RB is preferably C1-C12-alkyl, C5-C12-aryl or C6-C12-alkylaryl, particularly preferably C,-C6-alkyl, for example methyl, ethyl, propyl, such as n-propyl, isopropyl, butyl, such as n-butyl, isobutyl, tert-butyl, pentyl such as n-pentyl, isopentyl, tert-pentyl or hexyl such as n-hexyl, isohexyl, tert-hexyl.
K is an anion as are generally known per se to the person skilled in the art.
Preferably A" is a halide such as chloride or bromide, phosphate, sulfate, carboxylate, preferably derived from carboxylic acids having 6 to 20 carbon atoms, or a mixture thereof. Overall, the compound of the general formula (AQ) is in this case uncharged.
If R3 is an oxygen anion, an amine oxide is present. In this case, a further anion A" is not present , and the compound of the general formula (AQ) is uncharged overall.
In the alkoxylate according to the general formula (A), R1 and R2 are preferably, independently of one another, ethylene, ethylene and propylene, ethylene and butylene or ethylene, propylene and butylene and the sum of n and m is 2 to 60, preferably 2 to 40, particularly preferably 3 to 30 and in particular 5 to 25.
In a further preferred embodiment, in the alkoxylate according to the general formula (A), R1 and R2 are ethylene, ethylene and propylene, ethylene and butylene or ethylene, propylene and butylene and the sum of n and m is 6 to 9, in particular 6.5 to 8.5 and in particular 6.9 to 7.9.
In a further preferred embodiment, in the alkoxylate according to the general formula (A), R' and R2 are ethylene, ethylene and propylene, ethylene and butylene or ethylene, propylene and butylene and the sum of n and m is 11 to 40, in particular 12 to 30 and in particular 13.5 to 25.
In the amine alkoxylate of the general formula (A), R1 and R2 are particularly preferably ethylene and the sum of n and m is 2 to 60, preferably 2 to 40, particularly 3 to 30 and in particular 5 to 25. In a further particularly preferred embodiment, R1 and R2 are ethylene and the sum of n and m is 6 to 9, in particular 6.5 to 8.5 and in particular 6.9 to 7.9. In a further preferred embodiment, 5 R1 and R2 are ethylene and the sum of n and m is 11 to 40, in particular 12 to 30 and in particular 13.5 to 25.
The compounds of the general formulae (A) and (AQ) can be present as mixtures of stereoisomers or as isolated stereoisomers. Tautomers and betaines are likewise comprised according to the invention by the structures (A) and (AQ).
In the compounds of the general formulae (A) and (AQ), the radical C5Hõ can either be linear or branched. Examples of branched C5Hõ radicals are, for example, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 1,2-dimethylpropyl, 2,3-dimethylpropyl, 1,1-dimethylpropyl or 2,2-dimethylpropyl.
Furthermore, in the compounds of the general formulae (A) and (AQ), the radical C3H7 can be either linear or branched. A branched C3H7 radical is, for example, 1-methylethyl.
A process for the preparation of the compounds of the general formula (Q) or (AQ) comprises, for example, the alkoxylation of 2-propylheptylamine with ethylene oxide, propylene oxide, butylene oxide or a mixture thereof. The preparation of 2-propylheptylamine is generally known, for example by reacting ammonia with 2-propylheptanol as described in US
5,808,158. The alkoxylation can be catalyzed by strong bases, such as alkali metal hydroxides and alkaline earth hydroxides, Bronsted acids or Lewis acids, such as AICI3, BF3. For alcohol alkoxylates with a narrow distribution it is possible to use catalysts such as hydrotalcite or DMC. The alkoxylation preferably takes place at temperatures in the range from about 80 to 250 C, preferably about 100 to 220 C. The pressure is preferably between ambient pressure and 600 bar. If desired, the alkylene oxide can comprise an inert gas admixture, e.g.
of about 5 to 60%.
The quaternized derivative (AQ) of the amine alkoxylate (A) can be prepared in a further reaction step from the amine alkoxylate (A) by quaternization. To insert the radical R3 into the amine alkoxylate (A), it can be reacted for example with an alkylating reagent such as methyl chloride, dimethyl sulfate or butyl chloride. To insert an oxygen anion into the amine alkoxylate (A), it can be oxidized, for example by reacting the amino group with hydrogen peroxide, peracids such as meta-chloroperbenzoic acid or peracetic acid or peroxomonosulfuric acid. The preparation of the quaternized derivatives (AQ) where R3 = H can take place by simple protonation of starting compounds of the structure (A). The preparation of the quaternized derivatives (AQ) where R3 = OH can take place by simple protonation of starting compounds (AQ) where R3 = oxygen anion. For the protonation, suitable acids are organic acids, e.g. C, to C20 carboxylic acids, for example the carboxylic acids or inorganic acids specified as component (C) of the mixture according to the invention, e.g. hydrochloric acid, phosphoric acid or sulfuric acid. The protonation can be carried out in a separate synthesis step so that the quaternized derivative (AQ) can be isolated. It is also possible to carry out the protonation by mixing the starting compounds with one or more acids in the mixture according to the invention.
The present invention relates to the use of the aforementioned alkoxylates of the general formula (A) and/or of the general formula (AQ) in cleaning compositions, as rust remover, as emulsifier, during the manufacture of fibers, for leather treatment, in printing inks, in formulations for construction chemistry or in formulations for flotations.
Examples of cleaning compositions according to the invention are, for example, cleaning compositions for hard surfaces, for example glass, metal, plastic, painted metal or plastic surfaces such as surfaces of cars or lorries, as all-purpose cleaner or for metal cleaning. In these cleaning compositions, the compounds of the general formula (A) or (AQ) are present in an amount of, for example, 0.1 to 20% by weight, preferably 0.5 to 10% by weight, particularly preferably 0.5 to 5% by weight, in each case based on the total formulation.
Exemplary formulations in which the specified compounds of the general formula (A) and/or (AQ) can be used as rust removers, are, for example, formulations for removing the rust from metal surfaces, in particular iron surfaces. In these formulations for rust removal, the compounds of the general formula (A) or (AQ) are present in an amount of, for example, 0.1 to 20% by weight, preferably 0.5 to 10% by weight, particularly preferably 0.5 to 5% by weight, in each case based on the total formulation.
Exemplary formulations in which the specified compounds of the general formula (A) and/or (AQ) can be used as emulsifier are, for example, cooling lubricants, waxes, bitumen emulsions, silicone emulsions, in particular for textile applications, for example for improving the feel (softening/finishing). As emulsifier, the compounds of the general formula (A) or (AQ) are present in an amount of, for example 0.1 to 20% by weight, preferably 0.5 to 10% by weight, particularly preferably 0.5 to 5% by weight, in each case based on the total formulation.
During the manufacture of fibers, the aforementioned compounds are used for example as antistatics. In formulations which are used in the manufacture of fibers, the compounds of the general formula (A) or (AQ) are present in an amount of, for example, 0.1 to 20% by weight, preferably 0.5 to 10% by weight, particularly preferably 0.5 to 5% by weight, in each case based on the total formulation.
During leather treatment, the aforementioned compounds are used for example for degreasing.
In formulations for leather treatment, the compounds of the general formula (A) or (AQ) are present in an amount of, for example, 0.1 to 20% by weight, preferably 0.5 to 10% by weight, particularly preferably 0.5 to 5% by weight, in each case based on the total formulation.
In printing inks, the aforementioned compounds are used, for example, in water-based ink-jet printing inks. In printing inks, the compounds of the general formula (A) or (AQ) are present in an amount of, for example, 0.1 to 20% by weight, preferably 0.5 to 10% by weight, particularly preferably 0.5 to 5% by weight, in each case based on the total formulation.
In formulations for construction chemistry, the aforementioned compounds are used, for example, in bitumen emulsions. In these formulations used in construction chemistry, the compounds of the general formula (A) or (AQ) are present in an amount of, for example 0.1 to 20% by weight, preferably 0.5 to 10% by weight, particularly preferably 0.5 to 5% by weight, in each case based on the total formulation.
In formulations for flotations, the aforementioned compounds are used, for example, for removing printing inks (deinking). Methods and formulations for flotation are known per se to the person skilled in the art. In these formulations for flotation, the compounds of the general formula (A) or (AQ) are present in an amount of, for example, 0.1 to 20% by weight, preferably 0.5 to 10% by weight, particularly preferably 0.5 to 5% by weight, in each case based on the total formulation.
The present invention also relates to a mixture comprising at least the components:
(A) at least one alkoxylate of the general formula (A) and/or (AQ) as defined above as component (A), and (B) at least one surface-active substance as component (B) and/or (C) at least one organic carboxylic acid as component (C).
Component (A):
As regards component (A), in particular as regards the preferred embodiments, that stated above with regard to the alkoxylates of the general formula (A) and/or (AQ) is applicable.
In the mixture according to the invention, the component (A) is generally present in an amount of from 0.1 to 20% by weight, preferably 0.5 to 15% by weight, particularly preferably 0.8 to 12%
by weight, in each case based on the total mixture.
35, If the mixture according to the invention is used, for example, for the cleaning of metal, the component (A) is generally present in an amount of from 0.5 to 5% by weight, preferably 0.8 to 2% by weight, in each case based on the total mixture.
If the mixture according to the invention is used, for example, in the manufacture of fibers, the component (A) is generally present in an amount of from 0.1 to 20% by weight, preferably 0.5 to 5% by weight, in each case based on the total mixture.
Component (B):
As component (B), at least one surface-active substance is present in the mixture according to the invention.
In general, all surface-active substances known to the person skilled in the art can be used as component (B) in mixtures according to the invention.
In one preferred embodiment, at least one anionic surfactant, at least one cationic surfactant, at least one nonionic surfactant and/or at least one amphoteric surfactant is present as component (B).
Examples of anionic surfactants suitable according to the invention are alcohol sulfate/ether sulfates, alcohol phosphates and ether phosphates, alkylbenzenesulfonates, alpha-olefinsulfonates, sulfosuccinates etc.
Examples of cationic surfactants suitable according to the invention are quaternized ammonium salts such as N-alkyltrimethylammonium chloride or N,N-dialkyldimethylammonium chloride, amine oxides such as N-alkyldimethylamine oxide etc.
Examples of nonionic surfactants suitable according to the invention are alcohol alkoxylates, alkylamide ethoxylates, alkyl polyglucosides, PO-EO block copolymers, fatty acid ethoxylates, vegetable oil ethoxylates etc.
Examples of amphoteric surfactants suitable according to the invention are alkylamine oxides, betaines etc.
Processes for the preparation of the specified surface-active substances are known to the person skilled in the art. Furthermore, the specified surface-active substances are commercially available.
Surface-active substances which are particularly suitable according to the invention are selected from the group consisting of sodium salts of C10-C13-alkyl derivates of benzenesulfonic acid, oleylamine ethoxylate with 12 EO, lauryl/mistryl trimethylammonium methosulfate and mixtures thereof.
In the mixture according to the invention, the component (B) is generally present in an amount of from 0.1 to 50% by weight, preferably 1.0 to 40% by weight, particularly preferably 1.0 to 30%
by weight, in each case based on the total mixture.
As component (B), at least one surface-active substance is present in the mixture according to the invention.
In general, all surface-active substances known to the person skilled in the art can be used as component (B) in mixtures according to the invention.
In one preferred embodiment, at least one anionic surfactant, at least one cationic surfactant, at least one nonionic surfactant and/or at least one amphoteric surfactant is present as component (B).
Examples of anionic surfactants suitable according to the invention are alcohol sulfate/ether sulfates, alcohol phosphates and ether phosphates, alkylbenzenesulfonates, alpha-olefinsulfonates, sulfosuccinates etc.
Examples of cationic surfactants suitable according to the invention are quaternized ammonium salts such as N-alkyltrimethylammonium chloride or N,N-dialkyldimethylammonium chloride, amine oxides such as N-alkyldimethylamine oxide etc.
Examples of nonionic surfactants suitable according to the invention are alcohol alkoxylates, alkylamide ethoxylates, alkyl polyglucosides, PO-EO block copolymers, fatty acid ethoxylates, vegetable oil ethoxylates etc.
Examples of amphoteric surfactants suitable according to the invention are alkylamine oxides, betaines etc.
Processes for the preparation of the specified surface-active substances are known to the person skilled in the art. Furthermore, the specified surface-active substances are commercially available.
Surface-active substances which are particularly suitable according to the invention are selected from the group consisting of sodium salts of C10-C13-alkyl derivates of benzenesulfonic acid, oleylamine ethoxylate with 12 EO, lauryl/mistryl trimethylammonium methosulfate and mixtures thereof.
In the mixture according to the invention, the component (B) is generally present in an amount of from 0.1 to 50% by weight, preferably 1.0 to 40% by weight, particularly preferably 1.0 to 30%
by weight, in each case based on the total mixture.
If the mixture according to the invention is used, for example, for the cleaning of metal, the component (B) is generally present in an amount of from 1.0 to 25% by weight, preferably 1.5 to 20% by weight, in each case based on the total mixture.
Component (C):
As component (C), optionally at least one organic carboxylic acid is present in the mixture according to the invention.
In the mixture according to the invention, preferably the components (A) and (B), (B) and (C) or the components (A), (B) and (C) are present.
According to the invention, all carboxylic acids known to the person skilled in the art can be used as component (C). These are preferably selected from the group consisting of fatty acids having for example 12 to 18 carbon atoms, monocarboxylic acids and 1 to 10 carbon atoms, dicarboxylic acids with 2 to 16 carbon atoms and mixtures thereof.
Fatty acids having 12 to 18 carbon atoms are known per se to the person skilled in the art.
Examples are saturated or unsaturated fatty acids having 12 to 18 carbon atoms.
Examples of saturated fatty acids having 12 to 18 carbon atoms are lauric acid (C11H23COOH), myristic acid (C13H27COOH), C14H20COOH, palmitic acid (C18H31COOH), margaric acid (C76H33COOH), stearic acid (C17H35COOH).
Examples of unsaturated fatty acids having 12 to 18 carbon atoms are myristoleic acid (C13H25000H), palmitoleic acid (C15H29COOH), petroselic acid (C17H33COOH), oleic acid (C17H33COOH), elaidic acid (C17H33COOH), vaccenic acid (C17H33000H). The specified unsaturated fatty acids with the same number of carbons differ by virtue of the position of the double bond.
Particularly preferably, fatty acids are present as component (C) in the mixture according to the invention if it is used for manufacturing fibers.
Monocarboxylic acids having 1 to 10 carbon atoms are likewise known to the person skilled in the art. Examples are formic acid, acetic acid, propionic acid, butyric acid, pentanoic acid, hexanoic acid, heptanoic acid, octanoic acid, in particular 2-ethylhexylcarboxylic acid, nonanoic acid or decanoic acid.
Particularly preferably, monocarboxylic acids are present in the mixture according to the invention if it is used for the cleaning of hard surfaces.
Dicarboxylic acids having 2 to 16 carbon atoms are likewise known to the person skilled in the art.
In the mixture according to the invention, the component (C) is present generally in an amount 5 of from 0.1 to 20% by weight, preferably 2 to 15% by weight, particularly preferably 3 to 12% by weight, in each case based on the total mixture.
If the mixture according to the invention is used for example for the cleaning of metal, the component (C) is generally present in an amount of from 1 to 10% by weight, preferably 3 to 7%
Component (C):
As component (C), optionally at least one organic carboxylic acid is present in the mixture according to the invention.
In the mixture according to the invention, preferably the components (A) and (B), (B) and (C) or the components (A), (B) and (C) are present.
According to the invention, all carboxylic acids known to the person skilled in the art can be used as component (C). These are preferably selected from the group consisting of fatty acids having for example 12 to 18 carbon atoms, monocarboxylic acids and 1 to 10 carbon atoms, dicarboxylic acids with 2 to 16 carbon atoms and mixtures thereof.
Fatty acids having 12 to 18 carbon atoms are known per se to the person skilled in the art.
Examples are saturated or unsaturated fatty acids having 12 to 18 carbon atoms.
Examples of saturated fatty acids having 12 to 18 carbon atoms are lauric acid (C11H23COOH), myristic acid (C13H27COOH), C14H20COOH, palmitic acid (C18H31COOH), margaric acid (C76H33COOH), stearic acid (C17H35COOH).
Examples of unsaturated fatty acids having 12 to 18 carbon atoms are myristoleic acid (C13H25000H), palmitoleic acid (C15H29COOH), petroselic acid (C17H33COOH), oleic acid (C17H33COOH), elaidic acid (C17H33COOH), vaccenic acid (C17H33000H). The specified unsaturated fatty acids with the same number of carbons differ by virtue of the position of the double bond.
Particularly preferably, fatty acids are present as component (C) in the mixture according to the invention if it is used for manufacturing fibers.
Monocarboxylic acids having 1 to 10 carbon atoms are likewise known to the person skilled in the art. Examples are formic acid, acetic acid, propionic acid, butyric acid, pentanoic acid, hexanoic acid, heptanoic acid, octanoic acid, in particular 2-ethylhexylcarboxylic acid, nonanoic acid or decanoic acid.
Particularly preferably, monocarboxylic acids are present in the mixture according to the invention if it is used for the cleaning of hard surfaces.
Dicarboxylic acids having 2 to 16 carbon atoms are likewise known to the person skilled in the art.
In the mixture according to the invention, the component (C) is present generally in an amount 5 of from 0.1 to 20% by weight, preferably 2 to 15% by weight, particularly preferably 3 to 12% by weight, in each case based on the total mixture.
If the mixture according to the invention is used for example for the cleaning of metal, the component (C) is generally present in an amount of from 1 to 10% by weight, preferably 3 to 7%
10 by weight, in each case based on the total mixture.
If the mixture according to the invention is used for example for the manufacture of fibers, the component (C) is generally present in an amount of from 0.1 to 20% by weight, preferably 0.5 to 15% by weight, in each case based on the total mixture.
In a preferred embodiment of the present invention, the mixture according to the invention is an aqueous formulation. The present invention therefore preferably relates to the mixture according to the invention where it is an aqueous mixture. Consequently, in a preferred embodiment, in the mixture according to the invention, besides the specified components (A), (B) and/or (C), water, preferably demineralized and/or distilled water, is present. The amounts of components (A), (B) and/or (C), water and optionally present further components add up in each case to 100% by weight.
According to the invention, in addition to the preferred solvent water, organic, preferably polar, solvents may also be present. Examples thereof are alcohols and mixtures thereof. For the case when organic solvents are also present besides water, these are present in an amount of, for example, 0.1 to 80% by weight, in each case based on the total mixture. In this case, the amounts of components (A), (B) and/or (C), water, organic solvent and optionally present further components in each case add up to 100% by weight.
Besides the components (A) and (B) or (A) and (C) or (A), (B) and (C), the mixture according to the invention can optionally comprise further components selected from the group consisting of inorganic or organic bases, inorganic acids, silicone oils, waxes, imidazolium salts and mixtures thereof.
Examples of inorganic bases which can be used according to the invention are potassium hydroxide and/or sodium hydroxide. These are present for example in an amount of from 1 to 5% by weight, based on the total mixture.
Examples of organic bases which can be used according to the invention are amines. These are present for example in an amount of from 1 to 5% by weight, based on the total mixture.
If the mixture according to the invention is used for example for the manufacture of fibers, the component (C) is generally present in an amount of from 0.1 to 20% by weight, preferably 0.5 to 15% by weight, in each case based on the total mixture.
In a preferred embodiment of the present invention, the mixture according to the invention is an aqueous formulation. The present invention therefore preferably relates to the mixture according to the invention where it is an aqueous mixture. Consequently, in a preferred embodiment, in the mixture according to the invention, besides the specified components (A), (B) and/or (C), water, preferably demineralized and/or distilled water, is present. The amounts of components (A), (B) and/or (C), water and optionally present further components add up in each case to 100% by weight.
According to the invention, in addition to the preferred solvent water, organic, preferably polar, solvents may also be present. Examples thereof are alcohols and mixtures thereof. For the case when organic solvents are also present besides water, these are present in an amount of, for example, 0.1 to 80% by weight, in each case based on the total mixture. In this case, the amounts of components (A), (B) and/or (C), water, organic solvent and optionally present further components in each case add up to 100% by weight.
Besides the components (A) and (B) or (A) and (C) or (A), (B) and (C), the mixture according to the invention can optionally comprise further components selected from the group consisting of inorganic or organic bases, inorganic acids, silicone oils, waxes, imidazolium salts and mixtures thereof.
Examples of inorganic bases which can be used according to the invention are potassium hydroxide and/or sodium hydroxide. These are present for example in an amount of from 1 to 5% by weight, based on the total mixture.
Examples of organic bases which can be used according to the invention are amines. These are present for example in an amount of from 1 to 5% by weight, based on the total mixture.
One example of an inorganic acid which can be used according to the invention is boric acid.
This is present for example in an amount of from 1 to 5% by weight, based on the total mixture.
Examples of silicon oils which can be used according to the invention are those with a viscosity of from 500 to 50 000 mm2/s at 25 C. These are present for example in an amount of from 5 to 80% by weight, based on the total mixture.
Examples of waxes which can be used according to the invention are those with a melting point greater than 40 C. These are present for example in an amount of from 10 to 80% by weight, based on the total mixture.
Optionally present alkylimidazolium salts are present for example in an amount of from 0.4 to 12% by weight, based on the total mixture.
Very particularly preferred mixtures according to the invention are the following:
Mixture for use as all-purpose cleaner:
1. 3.2% by weight of 2-propylamine, alkoxylated with 7 units of ethylene oxide (component (A)), 2. 2% by weight of C12/C14 alkyldimethylhydroxyammonium chloride (49% strength by weight solution in water) (component (B)) and 3. 94.8% by weight of water.
Mixture for use for the cleaning of hard surfaces:
1. 5% by weight of 2-propylamine, alkoxylated with 7 units of ethylene oxide (component (A)), 2. 5% by weight of ethyihexanoic acid (component (C)) and 3. 90% by weight of water.
Mixture for use for cleaning metal surfaces:
1. 2% by weight of boric acid, 2. 2% by weight of 50% strength KOH, 3. 15% by weight of Mazox LDA (lauramine oxide, 30% strength in water) (component (B)), 4. 2% by weight of Lutensol ON 30 (component (B)), 5. 1 % by weight of 2-propylamine, alkoxylated with 7 units of ethylene oxide (component (A)) and 6. 78% by weight of water.
Mixture for manufacturing fibers:
1. 5 to 80% by weight of silicone oil with a viscosity of from 500 to 50 000 mm2/s at 25 C, 2. 10 to 80% by weight of wax with a melting point greater than 40 C, 3. 1 to 10% by weight of fatty acids having 12 to 18 carbon atoms (component (C)), 4. 0.4 to 12% by weight of alkylimidazolium salt, 5. 1 to 10% by weight of 2-propylamine, alkoxylated with 7 units of ethylene oxide (component (A)) and 6. remainder water.
The present invention also relates to a process for the preparation of the specified mixtures according to the invention by combining the individual components in the respective amounts.
Devices for this process according to the invention are known to the person skilled in the art.
The process according to the invention can be carried out at room temperature or elevated temperature.
The present invention also relates to the use of the mixture according to the invention in cleaning compositions, as rust remover, as emulsifier, during the manufacture of fibers, for leather treatment, in printing inks, in formulations for construction chemistry or in formulations for flotation. As regards these uses, that stated in relation to the use of the compounds of the general formula (A) and (AQ) is applicable.
The present invention is described in more detail by the examples below.
Examples:
Example 1 (comparative example):
A car washing formulation known from the prior art is used which has the following composition:
10% by weight of benzenesulfonic acid, C10-13-alkyl derivative, sodium salt in water (50%) 20% by weight of oleylamine ethoxylate with 12 EO, 12.5% by weight of lauryl/mistryl trimethylammonium methosulfate in water (30%
strength) and 57.5% by weight of demineralized water.
Example 2 (according to the invention):
In the formulation according to example 1, oleylamine ethoxylate having 12 EO
is replaced by an equivalent amount of 2-propylheptylamine-(EO),o.
This is present for example in an amount of from 1 to 5% by weight, based on the total mixture.
Examples of silicon oils which can be used according to the invention are those with a viscosity of from 500 to 50 000 mm2/s at 25 C. These are present for example in an amount of from 5 to 80% by weight, based on the total mixture.
Examples of waxes which can be used according to the invention are those with a melting point greater than 40 C. These are present for example in an amount of from 10 to 80% by weight, based on the total mixture.
Optionally present alkylimidazolium salts are present for example in an amount of from 0.4 to 12% by weight, based on the total mixture.
Very particularly preferred mixtures according to the invention are the following:
Mixture for use as all-purpose cleaner:
1. 3.2% by weight of 2-propylamine, alkoxylated with 7 units of ethylene oxide (component (A)), 2. 2% by weight of C12/C14 alkyldimethylhydroxyammonium chloride (49% strength by weight solution in water) (component (B)) and 3. 94.8% by weight of water.
Mixture for use for the cleaning of hard surfaces:
1. 5% by weight of 2-propylamine, alkoxylated with 7 units of ethylene oxide (component (A)), 2. 5% by weight of ethyihexanoic acid (component (C)) and 3. 90% by weight of water.
Mixture for use for cleaning metal surfaces:
1. 2% by weight of boric acid, 2. 2% by weight of 50% strength KOH, 3. 15% by weight of Mazox LDA (lauramine oxide, 30% strength in water) (component (B)), 4. 2% by weight of Lutensol ON 30 (component (B)), 5. 1 % by weight of 2-propylamine, alkoxylated with 7 units of ethylene oxide (component (A)) and 6. 78% by weight of water.
Mixture for manufacturing fibers:
1. 5 to 80% by weight of silicone oil with a viscosity of from 500 to 50 000 mm2/s at 25 C, 2. 10 to 80% by weight of wax with a melting point greater than 40 C, 3. 1 to 10% by weight of fatty acids having 12 to 18 carbon atoms (component (C)), 4. 0.4 to 12% by weight of alkylimidazolium salt, 5. 1 to 10% by weight of 2-propylamine, alkoxylated with 7 units of ethylene oxide (component (A)) and 6. remainder water.
The present invention also relates to a process for the preparation of the specified mixtures according to the invention by combining the individual components in the respective amounts.
Devices for this process according to the invention are known to the person skilled in the art.
The process according to the invention can be carried out at room temperature or elevated temperature.
The present invention also relates to the use of the mixture according to the invention in cleaning compositions, as rust remover, as emulsifier, during the manufacture of fibers, for leather treatment, in printing inks, in formulations for construction chemistry or in formulations for flotation. As regards these uses, that stated in relation to the use of the compounds of the general formula (A) and (AQ) is applicable.
The present invention is described in more detail by the examples below.
Examples:
Example 1 (comparative example):
A car washing formulation known from the prior art is used which has the following composition:
10% by weight of benzenesulfonic acid, C10-13-alkyl derivative, sodium salt in water (50%) 20% by weight of oleylamine ethoxylate with 12 EO, 12.5% by weight of lauryl/mistryl trimethylammonium methosulfate in water (30%
strength) and 57.5% by weight of demineralized water.
Example 2 (according to the invention):
In the formulation according to example 1, oleylamine ethoxylate having 12 EO
is replaced by an equivalent amount of 2-propylheptylamine-(EO),o.
Results:
During the preparation of the formulations, it can be observed that the 2-propylheptylamine ethoxylate according to the invention can be incorporated into the formulation considerably better. Oleylamine ethoxylate having 12 EO needs longer until it has dissolved in the formulation.
Furthermore, the cleaning performance of the formulations according to example 1 and example 2 is determined in accordance with Sheen (multitrack wiping device).
The cleaning performance is the same for both formulations; the formulation according to example 2 foams more, but after rinsing the test plates, both are assessed the same.
In summary, it can be stated that the formulation according to the invention as in example 2 exhibits an at least equally good cleaning performance as the formulation known from the prior art as in example 1. Furthermore, the formulation according to the invention exhibits better formulatability without loss of cleaning performance.
During the preparation of the formulations, it can be observed that the 2-propylheptylamine ethoxylate according to the invention can be incorporated into the formulation considerably better. Oleylamine ethoxylate having 12 EO needs longer until it has dissolved in the formulation.
Furthermore, the cleaning performance of the formulations according to example 1 and example 2 is determined in accordance with Sheen (multitrack wiping device).
The cleaning performance is the same for both formulations; the formulation according to example 2 foams more, but after rinsing the test plates, both are assessed the same.
In summary, it can be stated that the formulation according to the invention as in example 2 exhibits an at least equally good cleaning performance as the formulation known from the prior art as in example 1. Furthermore, the formulation according to the invention exhibits better formulatability without loss of cleaning performance.
Claims (12)
1. The use of an alkoxylate of the general formula (A) or of a quaternized alkoxylate of the general formula (AQ) where R1, R2 independently of one another, are selected from the group consisting of ethylene, propylene, butylene, pentylene, phenylethylene, cyclohexylene, decylene and mixtures thereof, R3 is H, -OH, -OR4, -[R5-O]p-R6, C1-C6-alkyl or an oxygen anion, R4 is C1-C6-alkyl, C2-C6-alkenyl or C2-C6-alkynyl, R5 independently of one another, is selected from the group consisting of ethylene, propylene, butylene and mixtures thereof, R6 independently of one another, is -H, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, -SO3R a, -P(O)OR b OR c, -CH2CO2R d or -C(O)R e, R a, R d independently of one another, are H, organic or inorganic cation, R b, R c independently of one another, are H, organic or inorganic cation, C1-C6-alkyl, C2-C6-alkenyl or C2-C6-alkynyl, R e is C1-C22-alkyl, C2-C22-alkenyl, C2-C22-alkynyl, C5-C22-aryl, C6-C22-alkylaryl, m, n, p independently of one another, are integers from 1 to 30 and A- is an anion, where, in the case that R3 is an oxygen atom, A is not present, in cleaning compositions, as rust remover, as emulsifier, in the manufacture of fibers, for leather treatment, in printing inks, in formulations for construction chemistry or in formulations for flotation.
2. The use according to claim 1, wherein R1, R2 and R5, independently of one another, are ethylene, ethylene and propylene, ethylene and butylene or ethylene, propylene and butylene.
3. The use according to claim 1 or 2, wherein, in the alkoxylate of the general formula (AQ), A- is selected from the group consisting of halide, phosphate, sulfate, carboxylate or a mixture thereof.
4. The use according to any one of claims 1 to 3, wherein R3 is H.
5. The use according to any one of claims 1 to 4, wherein, in the alkoxylate of the general formula (A), the sum of n and m is 2 to 40.
6. The use according to any one of claims 1 to 4, wherein, in the alkoxylate of the general formula (AQ), the sum of n, m and p is 3 to 80.
7. A mixture comprising at least the components:
(A) at least one alkoxylate of the general formula (A) and/or (AQ) as defined in any one of claims 1 to 6 as component (A), and (B) at least one surface-active substance as component (B) and/or (C) at least one organic carboxylic acid as component (C).
(A) at least one alkoxylate of the general formula (A) and/or (AQ) as defined in any one of claims 1 to 6 as component (A), and (B) at least one surface-active substance as component (B) and/or (C) at least one organic carboxylic acid as component (C).
8. The mixture according to claim 7, wherein at least one anionic surfactant, at least one cationic surfactant, at least one nonionic surfactant and/or at least one amphoteric surfactant is present as component (B).
9. The mixture according to claim 7 or 8, wherein the at least one organic carboxylic acid is selected from the group consisting of fatty acids having 12 to 18 carbon atoms, monocarboxylic acids having 1 to 10 carbon atoms, dicarboxylic acids having 2 to 16 carbon atoms and mixtures thereof.
10. The mixture according to any one of claims 7 to 9, wherein further components selected from the group consisting of organic or inorganic bases, inorganic acids, silicone oils, waxes, imidazolium salts and mixtures thereof are present.
11. The mixture according to any one of claims 7 to 10, which is an aqueous mixture.
12. The use of the mixture according to any one of claims 7 to 11 in cleaning compositions, as emulsifier, in the manufacture of fibers, for leather treatment, in printing inks, in formulations for construction chemistry or in formulations for flotation.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP10167459.6 | 2010-06-28 | ||
| EP10167459 | 2010-06-28 | ||
| PCT/EP2011/060360 WO2012000845A1 (en) | 2010-06-28 | 2011-06-21 | Alkoxylates and the use thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2801643A1 true CA2801643A1 (en) | 2012-01-05 |
Family
ID=44627523
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2801643A Abandoned CA2801643A1 (en) | 2010-06-28 | 2011-06-21 | Alkoxylates and the use thereof |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP2585206B1 (en) |
| JP (1) | JP2013539474A (en) |
| KR (1) | KR20130124288A (en) |
| CN (1) | CN102958592B (en) |
| AU (1) | AU2011273734A1 (en) |
| BR (1) | BR112012032225A2 (en) |
| CA (1) | CA2801643A1 (en) |
| ES (1) | ES2612470T3 (en) |
| MX (1) | MX2012014791A (en) |
| WO (1) | WO2012000845A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20140171320A1 (en) * | 2012-12-14 | 2014-06-19 | Basf Se | Composition Comprising A Pesticide And An Alkoxylate Of 2-Isopropyl-5-Methylhexane-1-Amine |
| US20210171874A1 (en) * | 2019-12-09 | 2021-06-10 | The Procter & Gamble Company | Detergent composition comprising a polymer |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2636661C2 (en) * | 2012-07-13 | 2017-11-27 | Басф Се | Use of alcohoxylated non-ionogenic surfactants as additives in water compositions for cleaning membranes |
| CN104342921A (en) * | 2014-09-22 | 2015-02-11 | 艾和美 | Textile rust remover |
| CN105133310A (en) * | 2015-09-11 | 2015-12-09 | 无锡市长安曙光手套厂 | Fabric rust remover |
| JP6713299B2 (en) * | 2016-02-29 | 2020-06-24 | 日華化学株式会社 | Deinking agent and method for producing deinking pulp |
| JP6756550B2 (en) * | 2016-09-07 | 2020-09-16 | 日華化学株式会社 | Ink additives |
| RU2019135830A (en) * | 2017-04-11 | 2021-05-11 | Басф Се | ALCOXYLATED AMINES AS FUEL ADDITIVES |
| CN107456917B (en) * | 2017-07-28 | 2020-02-07 | 中国海洋石油集团有限公司 | Preparation method of double quaternary ammonium cation Gemini surfactant and surfactant solution containing same |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4132657A (en) * | 1973-04-09 | 1979-01-02 | Gaf Corporation | Treatment of metal surfaces |
| US3931043A (en) * | 1973-06-21 | 1976-01-06 | Calgon Corporation | Filming amine emulsions |
| CA1073309A (en) * | 1976-09-01 | 1980-03-11 | Robert J. Verdicchio | Amphoteric surface active agents |
| US5668085A (en) | 1987-04-29 | 1997-09-16 | Monsanto Company | Glyphosate formulations comprising alkoxylated amine surfactants |
| DE19516940A1 (en) | 1995-05-09 | 1996-11-14 | Rwe Dea Ag | Manufacture of primary Guerbet amines |
| UA66388C2 (en) * | 1998-08-05 | 2004-05-17 | Syngenta Participations Ag | Surfactant salt of aromatic sulfonic acid neutralized by alkoxylated amine, a method for the preparation thereof and pesticide composition |
| JP2000096085A (en) * | 1998-09-18 | 2000-04-04 | Kao Corp | Detergent composition |
| US5994285A (en) * | 1999-06-14 | 1999-11-30 | Colgate-Palmolive Co. | Liquid laundry detergent composition containing ethoxylated amine quaternary surfactant |
| ATE286014T1 (en) * | 1999-07-23 | 2005-01-15 | Unilever Nv | ALKOXYLATED AMINES |
| JP2006063273A (en) * | 2004-08-30 | 2006-03-09 | Lion Corp | Polyoxyalkyleneamine surfactant and detergent composition containing the surfactant |
| CN101080167A (en) * | 2004-09-23 | 2007-11-28 | 阿克佐诺贝尔股份有限公司 | Alkoxylated alkylamines / alkyl ether amines with peaked distribution |
| JP2007077362A (en) * | 2005-09-16 | 2007-03-29 | Lion Corp | Liquid detergent composition for clothing |
| JP5253712B2 (en) * | 2005-09-16 | 2013-07-31 | ライオン株式会社 | Liquid detergent composition for clothing |
| US7387991B2 (en) * | 2005-10-07 | 2008-06-17 | Hudson Alice P | Microemulsions containing alkoxylated amine carboxylates |
| JP5452020B2 (en) * | 2006-03-17 | 2014-03-26 | 荒川化学工業株式会社 | Cleaning composition for removing lead-free solder flux, rinsing agent for removing lead-free solder flux, and method for removing lead-free solder flux |
| US8765639B2 (en) | 2007-07-05 | 2014-07-01 | Akzo Nobel N.V. | Alkoxylated asymmetric alkylamine surfactants as adjuvants |
| AU2011206563B2 (en) * | 2010-01-18 | 2015-01-22 | Basf Se | Compound comprising a pesticide and an alkoxylate of 2-propylheptyl amine |
-
2011
- 2011-06-21 EP EP11727689.9A patent/EP2585206B1/en not_active Not-in-force
- 2011-06-21 BR BR112012032225A patent/BR112012032225A2/en not_active IP Right Cessation
- 2011-06-21 AU AU2011273734A patent/AU2011273734A1/en not_active Abandoned
- 2011-06-21 WO PCT/EP2011/060360 patent/WO2012000845A1/en active Application Filing
- 2011-06-21 CN CN201180031627.8A patent/CN102958592B/en not_active Expired - Fee Related
- 2011-06-21 CA CA2801643A patent/CA2801643A1/en not_active Abandoned
- 2011-06-21 ES ES11727689.9T patent/ES2612470T3/en active Active
- 2011-06-21 MX MX2012014791A patent/MX2012014791A/en active IP Right Grant
- 2011-06-21 KR KR1020137001884A patent/KR20130124288A/en not_active Application Discontinuation
- 2011-06-21 JP JP2013517180A patent/JP2013539474A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20140171320A1 (en) * | 2012-12-14 | 2014-06-19 | Basf Se | Composition Comprising A Pesticide And An Alkoxylate Of 2-Isopropyl-5-Methylhexane-1-Amine |
| US20210171874A1 (en) * | 2019-12-09 | 2021-06-10 | The Procter & Gamble Company | Detergent composition comprising a polymer |
Also Published As
| Publication number | Publication date |
|---|---|
| AU2011273734A1 (en) | 2013-01-10 |
| EP2585206B1 (en) | 2016-10-26 |
| CN102958592B (en) | 2014-12-10 |
| KR20130124288A (en) | 2013-11-13 |
| MX2012014791A (en) | 2013-01-29 |
| BR112012032225A2 (en) | 2016-11-22 |
| WO2012000845A1 (en) | 2012-01-05 |
| CN102958592A (en) | 2013-03-06 |
| JP2013539474A (en) | 2013-10-24 |
| ES2612470T3 (en) | 2017-05-17 |
| EP2585206A1 (en) | 2013-05-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA2801643A1 (en) | Alkoxylates and the use thereof | |
| DE3723323C2 (en) | Hydroxy mixed ethers, processes for their preparation and their use | |
| CN103201371B (en) | The hard surface cleaner of the composition obtained based on natural oil metathesis | |
| CN100415860C (en) | Cleaning composition | |
| EP3204475B1 (en) | Fabric softener active composition | |
| US9381450B2 (en) | Defoamer composition comprising alkoxylated 2-propylheptanol | |
| WO2012076432A1 (en) | Composition for cleaning of hard surfaces | |
| US11560530B2 (en) | Surfactants based on monounsaturated fatty alcohol derivatives | |
| EP1838826B1 (en) | The use of a quaternary ammonium compound as a hydrotrope and a composition containing the quaternary ammonium compound | |
| WO2014003112A1 (en) | Method for producing alkali detergent composition for steel plate | |
| US8492326B2 (en) | Alkoxylates and use thereof | |
| JP5057009B2 (en) | Nonionic surfactant | |
| CN105525303B (en) | A kind of metal cleaner | |
| JP5843355B2 (en) | Steel sheet cleaner | |
| JP2018035269A (en) | Kitchen washing composition | |
| CN101668727A (en) | New alkoxyl group-ether and alcoxylates thereof | |
| EP0778878A1 (en) | Methyl end group capped alkyl and/or alkenyl polyglycol ethers | |
| JP2012082357A (en) | Defoaming agent for alkali detergent | |
| WO2021100692A1 (en) | Cleaning or hydrophilizing agent composition | |
| JP2019007030A (en) | Rinse agent composition for steel plates | |
| DE19920559A1 (en) | Process for the preparation of alkyl-terminated alkyl and / or alkenyl ethers | |
| JP2006096704A (en) | Nonionic surfactant |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |
Effective date: 20160620 |
|
| FZDE | Discontinued |
Effective date: 20180621 |