CN1130352C - 不对称芪化合物 - Google Patents
不对称芪化合物 Download PDFInfo
- Publication number
- CN1130352C CN1130352C CN98126528A CN98126528A CN1130352C CN 1130352 C CN1130352 C CN 1130352C CN 98126528 A CN98126528 A CN 98126528A CN 98126528 A CN98126528 A CN 98126528A CN 1130352 C CN1130352 C CN 1130352C
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- CN
- China
- Prior art keywords
- compound
- formula
- washing
- agent
- alkyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
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- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical class C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 title description 4
- 150000001875 compounds Chemical class 0.000 claims abstract description 75
- 238000000034 method Methods 0.000 claims abstract description 54
- 239000000463 material Substances 0.000 claims abstract description 23
- 239000000835 fiber Substances 0.000 claims abstract description 22
- 229920000742 Cotton Polymers 0.000 claims abstract description 17
- 239000004753 textile Substances 0.000 claims abstract description 11
- 210000002268 wool Anatomy 0.000 claims abstract description 9
- 230000037072 sun protection Effects 0.000 claims abstract description 6
- 239000000203 mixture Substances 0.000 claims description 59
- 239000004744 fabric Substances 0.000 claims description 34
- 238000005406 washing Methods 0.000 claims description 31
- -1 substituted-amino Chemical group 0.000 claims description 28
- 239000003795 chemical substances by application Substances 0.000 claims description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
- 239000002253 acid Substances 0.000 claims description 22
- 239000003599 detergent Substances 0.000 claims description 14
- 239000002657 fibrous material Substances 0.000 claims description 14
- 239000011734 sodium Chemical group 0.000 claims description 14
- OUUQCZGPVNCOIJ-UHFFFAOYSA-M Superoxide Chemical compound [O-][O] OUUQCZGPVNCOIJ-UHFFFAOYSA-M 0.000 claims description 13
- 239000000975 dye Substances 0.000 claims description 12
- 238000004061 bleaching Methods 0.000 claims description 9
- 239000007859 condensation product Substances 0.000 claims description 9
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 9
- 239000000047 product Substances 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 9
- 150000001408 amides Chemical class 0.000 claims description 8
- 150000002500 ions Chemical class 0.000 claims description 8
- 229910052708 sodium Chemical group 0.000 claims description 8
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 7
- 239000003054 catalyst Substances 0.000 claims description 7
- 150000002978 peroxides Chemical class 0.000 claims description 7
- 239000012190 activator Substances 0.000 claims description 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 229910052728 basic metal Chemical group 0.000 claims description 5
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims description 5
- 238000011282 treatment Methods 0.000 claims description 5
- 229920000297 Rayon Polymers 0.000 claims description 4
- 239000004902 Softening Agent Substances 0.000 claims description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims description 4
- 150000003818 basic metals Chemical group 0.000 claims description 4
- 210000000050 mohair Anatomy 0.000 claims description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
- 235000013599 spices Nutrition 0.000 claims description 4
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 4
- BIEFDNUEROKZRA-UHFFFAOYSA-N 2-(2-phenylethenyl)aniline Chemical compound NC1=CC=CC=C1C=CC1=CC=CC=C1 BIEFDNUEROKZRA-UHFFFAOYSA-N 0.000 claims description 3
- 108090000790 Enzymes Proteins 0.000 claims description 3
- 102000004190 Enzymes Human genes 0.000 claims description 3
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 claims description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 3
- 229910000323 aluminium silicate Inorganic materials 0.000 claims description 3
- 238000009472 formulation Methods 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- 238000005580 one pot reaction Methods 0.000 claims description 3
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims description 3
- 229920005646 polycarboxylate Polymers 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 2
- 241000208202 Linaceae Species 0.000 claims description 2
- 235000004431 Linum usitatissimum Nutrition 0.000 claims description 2
- 239000003945 anionic surfactant Substances 0.000 claims description 2
- 230000002785 anti-thrombosis Effects 0.000 claims description 2
- 229960004676 antithrombotic agent Drugs 0.000 claims description 2
- 150000007942 carboxylates Chemical class 0.000 claims description 2
- 210000000085 cashmere Anatomy 0.000 claims description 2
- 239000003995 emulsifying agent Substances 0.000 claims description 2
- 230000002255 enzymatic effect Effects 0.000 claims description 2
- 238000005187 foaming Methods 0.000 claims description 2
- 239000003112 inhibitor Substances 0.000 claims description 2
- 238000004900 laundering Methods 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- 239000002736 nonionic surfactant Substances 0.000 claims description 2
- 230000003287 optical effect Effects 0.000 claims description 2
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 claims description 2
- 230000000176 photostabilization Effects 0.000 claims description 2
- 239000000049 pigment Substances 0.000 claims description 2
- 229920002239 polyacrylonitrile Polymers 0.000 claims description 2
- 229920000728 polyester Polymers 0.000 claims description 2
- 239000002243 precursor Substances 0.000 claims description 2
- 239000002964 rayon Substances 0.000 claims description 2
- MWNQXXOSWHCCOZ-UHFFFAOYSA-L sodium;oxido carbonate Chemical compound [Na+].[O-]OC([O-])=O MWNQXXOSWHCCOZ-UHFFFAOYSA-L 0.000 claims description 2
- 238000001694 spray drying Methods 0.000 claims description 2
- 230000003068 static effect Effects 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims description 2
- 239000000375 suspending agent Substances 0.000 claims description 2
- 239000000725 suspension Substances 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 230000004913 activation Effects 0.000 claims 1
- 238000005282 brightening Methods 0.000 claims 1
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 claims 1
- 239000012530 fluid Substances 0.000 claims 1
- 239000002759 woven fabric Substances 0.000 claims 1
- 239000004952 Polyamide Substances 0.000 abstract description 2
- 229920002647 polyamide Polymers 0.000 abstract description 2
- 229910052799 carbon Inorganic materials 0.000 description 17
- 210000003491 skin Anatomy 0.000 description 15
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 14
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 13
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Substances O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 13
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 10
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 8
- 238000004128 high performance liquid chromatography Methods 0.000 description 7
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
- 229940024606 amino acid Drugs 0.000 description 5
- 235000001014 amino acid Nutrition 0.000 description 5
- 125000000539 amino acid group Chemical group 0.000 description 5
- 150000001413 amino acids Chemical class 0.000 description 5
- 238000004458 analytical method Methods 0.000 description 5
- 230000005855 radiation Effects 0.000 description 5
- 239000000516 sunscreening agent Substances 0.000 description 5
- QIKYZXDTTPVVAC-UHFFFAOYSA-N 4-Aminobenzamide Chemical compound NC(=O)C1=CC=C(N)C=C1 QIKYZXDTTPVVAC-UHFFFAOYSA-N 0.000 description 4
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 4
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 4
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 238000000921 elemental analysis Methods 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 229910052700 potassium Inorganic materials 0.000 description 4
- 239000011591 potassium Chemical group 0.000 description 4
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 4
- 235000019832 sodium triphosphate Nutrition 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 description 4
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 150000004646 arylidenes Chemical group 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 235000019353 potassium silicate Nutrition 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 229910052938 sodium sulfate Inorganic materials 0.000 description 3
- 235000011152 sodium sulphate Nutrition 0.000 description 3
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 description 3
- 125000004642 (C1-C12) alkoxy group Chemical group 0.000 description 2
- ZTGKHKPZSMMHNM-UHFFFAOYSA-N 3-(2-phenylethenyl)benzene-1,2-disulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC(C=CC=2C=CC=CC=2)=C1S(O)(=O)=O ZTGKHKPZSMMHNM-UHFFFAOYSA-N 0.000 description 2
- IGFHQQFPSIBGKE-UHFFFAOYSA-N 4-nonylphenol Chemical compound CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 description 2
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 description 2
- 229920001732 Lignosulfonate Polymers 0.000 description 2
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 2
- 206010034972 Photosensitivity reaction Diseases 0.000 description 2
- 208000028990 Skin injury Diseases 0.000 description 2
- QIVBCDIJIAJPQS-UHFFFAOYSA-N Tryptophan Natural products C1=CC=C2C(CC(N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-UHFFFAOYSA-N 0.000 description 2
- 239000006035 Tryptophane Substances 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 229910021536 Zeolite Inorganic materials 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 239000007844 bleaching agent Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-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
- 238000004043 dyeing Methods 0.000 description 2
- 229960002989 glutamic acid Drugs 0.000 description 2
- JFCQEDHGNNZCLN-UHFFFAOYSA-N glutaric acid Chemical compound OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 2
- 150000002431 hydrogen Chemical group 0.000 description 2
- 239000002955 immunomodulating agent Substances 0.000 description 2
- 229940121354 immunomodulator Drugs 0.000 description 2
- 230000002584 immunomodulator Effects 0.000 description 2
- 239000013067 intermediate product Substances 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- FGKJLKRYENPLQH-UHFFFAOYSA-N isocaproic acid Chemical compound CC(C)CCC(O)=O FGKJLKRYENPLQH-UHFFFAOYSA-N 0.000 description 2
- 229910052748 manganese Inorganic materials 0.000 description 2
- 239000011572 manganese Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 2
- 229930182817 methionine Natural products 0.000 description 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 229960003104 ornithine Drugs 0.000 description 2
- 235000011007 phosphoric acid Nutrition 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 description 2
- 235000021286 stilbenes Nutrition 0.000 description 2
- 229960003080 taurine Drugs 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 229960004799 tryptophan Drugs 0.000 description 2
- 238000009941 weaving Methods 0.000 description 2
- 239000010457 zeolite Substances 0.000 description 2
- FWBXNMSLCRNZOV-YFKPBYRVSA-N (2s)-2-amino-3-imidazol-1-ylpropanoic acid Chemical compound OC(=O)[C@@H](N)CN1C=CN=C1 FWBXNMSLCRNZOV-YFKPBYRVSA-N 0.000 description 1
- NYPYHUZRZVSYKL-UHFFFAOYSA-N -3,5-Diiodotyrosine Natural products OC(=O)C(N)CC1=CC(I)=C(O)C(I)=C1 NYPYHUZRZVSYKL-UHFFFAOYSA-N 0.000 description 1
- GKQBSTJUOVBUDX-UHFFFAOYSA-N 1-(2,3-dimethylphenoxy)-2,3-dimethylbenzene Chemical compound CC1=CC=CC(OC=2C(=C(C)C=CC=2)C)=C1C GKQBSTJUOVBUDX-UHFFFAOYSA-N 0.000 description 1
- GPRYKVSEZCQIHD-UHFFFAOYSA-N 1-(4-aminophenyl)ethanone Chemical compound CC(=O)C1=CC=C(N)C=C1 GPRYKVSEZCQIHD-UHFFFAOYSA-N 0.000 description 1
- MTVUDFBYBPMGMR-UHFFFAOYSA-N 1-ethyl-2-propylhydrazine Chemical compound CCCNNCC MTVUDFBYBPMGMR-UHFFFAOYSA-N 0.000 description 1
- CBJPRTGKMYOVJO-UHFFFAOYSA-N 1-phenyl-2-(2-phenylethenyl)benzene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1C1=CC=CC=C1 CBJPRTGKMYOVJO-UHFFFAOYSA-N 0.000 description 1
- PXFBZOLANLWPMH-UHFFFAOYSA-N 16-Epiaffinine Natural products C1C(C2=CC=CC=C2N2)=C2C(=O)CC2C(=CC)CN(C)C1C2CO PXFBZOLANLWPMH-UHFFFAOYSA-N 0.000 description 1
- JKTAIYGNOFSMCE-UHFFFAOYSA-N 2,3-di(nonyl)phenol Chemical compound CCCCCCCCCC1=CC=CC(O)=C1CCCCCCCCC JKTAIYGNOFSMCE-UHFFFAOYSA-N 0.000 description 1
- KMHSUNDEGHRBNV-UHFFFAOYSA-N 2,4-dichloropyrimidine-5-carbonitrile Chemical compound ClC1=NC=C(C#N)C(Cl)=N1 KMHSUNDEGHRBNV-UHFFFAOYSA-N 0.000 description 1
- VIFBEEYZXDDZCT-UHFFFAOYSA-N 2-(2-phenylethenyl)benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1C=CC1=CC=CC=C1 VIFBEEYZXDDZCT-UHFFFAOYSA-N 0.000 description 1
- PXBFMLJZNCDSMP-UHFFFAOYSA-N 2-Aminobenzamide Chemical compound NC(=O)C1=CC=CC=C1N PXBFMLJZNCDSMP-UHFFFAOYSA-N 0.000 description 1
- HOZBSSWDEKVXNO-DKWTVANSSA-N 2-aminobutanedioic acid;(2s)-2-aminobutanedioic acid Chemical compound OC(=O)C(N)CC(O)=O.OC(=O)[C@@H](N)CC(O)=O HOZBSSWDEKVXNO-DKWTVANSSA-N 0.000 description 1
- IULJSGIJJZZUMF-UHFFFAOYSA-N 2-hydroxybenzenesulfonic acid Chemical compound OC1=CC=CC=C1S(O)(=O)=O IULJSGIJJZZUMF-UHFFFAOYSA-N 0.000 description 1
- ASUDFOJKTJLAIK-UHFFFAOYSA-N 2-methoxyethanamine Chemical compound COCCN ASUDFOJKTJLAIK-UHFFFAOYSA-N 0.000 description 1
- NYPYHUZRZVSYKL-ZETCQYMHSA-N 3,5-diiodo-L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC(I)=C(O)C(I)=C1 NYPYHUZRZVSYKL-ZETCQYMHSA-N 0.000 description 1
- JKIHDSIADUBKPU-UHFFFAOYSA-N 4-(aminomethyl)benzamide Chemical compound NCC1=CC=C(C(N)=O)C=C1 JKIHDSIADUBKPU-UHFFFAOYSA-N 0.000 description 1
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 239000004382 Amylase Substances 0.000 description 1
- 102000013142 Amylases Human genes 0.000 description 1
- 108010065511 Amylases Proteins 0.000 description 1
- 239000004475 Arginine Substances 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical group [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- 240000004551 Drosera rotundifolia Species 0.000 description 1
- 235000008497 Drosera rotundifolia Nutrition 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 206010015150 Erythema Diseases 0.000 description 1
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- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/02—Natural fibres, other than mineral fibres
- D06M2101/10—Animal fibres
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/02—Natural fibres, other than mineral fibres
- D06M2101/10—Animal fibres
- D06M2101/12—Keratin fibres or silk
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/16—Synthetic fibres, other than mineral fibres
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/16—Synthetic fibres, other than mineral fibres
- D06M2101/18—Synthetic fibres consisting of macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M2101/26—Polymers or copolymers of unsaturated carboxylic acids or derivatives thereof
- D06M2101/28—Acrylonitrile; Methacrylonitrile
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/16—Synthetic fibres, other than mineral fibres
- D06M2101/30—Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M2101/32—Polyesters
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/16—Synthetic fibres, other than mineral fibres
- D06M2101/30—Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M2101/34—Polyamides
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/25—Resistance to light or sun, i.e. protection of the textile itself as well as UV shielding materials or treatment compositions therefor; Anti-yellowing treatments
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Detergent Compositions (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
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| GBGB9726365.1A GB9726365D0 (en) | 1997-12-13 | 1997-12-13 | Compounds |
| GB9726365.1 | 1997-12-13 |
Publications (2)
| Publication Number | Publication Date |
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| CN1224006A CN1224006A (zh) | 1999-07-28 |
| CN1130352C true CN1130352C (zh) | 2003-12-10 |
Family
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Family Applications (1)
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| CN98126528A Expired - Fee Related CN1130352C (zh) | 1997-12-13 | 1998-12-12 | 不对称芪化合物 |
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| CN (1) | CN1130352C (cg-RX-API-DMAC10.html) |
| AU (1) | AU748572B2 (cg-RX-API-DMAC10.html) |
| BR (1) | BR9805342A (cg-RX-API-DMAC10.html) |
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| ES (1) | ES2231953T3 (cg-RX-API-DMAC10.html) |
| GB (1) | GB9726365D0 (cg-RX-API-DMAC10.html) |
| NZ (1) | NZ333281A (cg-RX-API-DMAC10.html) |
| TW (1) | TW567185B (cg-RX-API-DMAC10.html) |
| ZA (1) | ZA9811317B (cg-RX-API-DMAC10.html) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104263011A (zh) * | 2014-09-15 | 2015-01-07 | 山西青山化工有限公司 | 一种二苯乙烯三嗪类荧光增白剂及其制备方法 |
| US9084816B2 (en) | 2006-08-25 | 2015-07-21 | Purdue Pharma L.P. | Tamper resistant dosage forms |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI255304B (en) * | 1999-09-06 | 2006-05-21 | Ciba Sc Holding Ag | Mixtures of fluorescent whitening agents |
| JP3568431B2 (ja) * | 1999-09-29 | 2004-09-22 | 京セラミタ株式会社 | スチルベン誘導体、その製造方法およびそれを用いた電子写真感光体 |
| TWI250237B (en) * | 1999-10-25 | 2006-03-01 | Ciba Sc Holding Ag | Mixtures of fluorescent whitening agents |
| AU3006201A (en) * | 1999-12-14 | 2001-06-25 | Ciba Specialty Chemicals Holding Inc. | Allyl- and diallylaminotriazinylaminostilbene derivatives and their use as optical brightening |
| BR0109039A (pt) * | 2000-03-08 | 2003-06-03 | Ciba Sc Holding Ag | Uso de abrilhantadores óticos da classe dos compostos de estilbeno como substâncias antimicrobialmente ativas |
| US7425222B2 (en) | 2002-02-18 | 2008-09-16 | Ciba Specialty Chemicals Corp. | Process for improving the sun protection factor of cellulosic fibre material |
| EP1342745A1 (de) * | 2002-03-05 | 2003-09-10 | Lofo High Tech Film GmbH | Verfahren zur Herstellung von Polyolefinfolien |
| JP4359148B2 (ja) | 2002-03-18 | 2009-11-04 | チバ ホールディング インコーポレーテッド | セルロース繊維材料の太陽光線保護指数を改善する方法 |
| ES2290473T3 (es) * | 2002-06-11 | 2008-02-16 | Ciba Specialty Chemicals Holding Inc. | Pigmentos de blanqueo. |
| BRPI0413761A (pt) * | 2003-08-21 | 2006-10-31 | Ciba Sc Holding Ag | abrilhantadores ópticos |
| FR2861075A1 (fr) * | 2003-10-21 | 2005-04-22 | Specific Polymers | Synthese et applications de filtres solaires organiques insolubles |
| JP2007533812A (ja) * | 2004-04-20 | 2007-11-22 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | 洗剤配合物中の両性蛍光増白剤 |
| EP1802592A1 (en) * | 2004-10-20 | 2007-07-04 | CIBA SPECIALTY CHEMICALS HOLDING INC. Patent Departement | Amphoteric 4,4'-bis(triazinylamino)stilbene-2,2'-disulfonic acid derivatives as optical brighteners for paper |
| ES2394545T3 (es) * | 2009-09-17 | 2013-02-01 | Blankophor Gmbh & Co. Kg | Agente blanqueador fluorescente de tipo disulfo |
| CN105482488A (zh) * | 2015-11-25 | 2016-04-13 | 山西青山化工有限公司 | 一种液体荧光增白剂及其制备方法 |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3177207A (en) * | 1965-04-06 | Nh-chs | ||
| BE669951A (cg-RX-API-DMAC10.html) * | 1964-09-23 | 1900-01-01 | ||
| DE1921309A1 (de) * | 1968-04-26 | 1969-11-13 | Geigy Ag J R | Asymmetrisch substituierte Bis-triazinylaminostilbenverbindungen |
| FR2022030A1 (cg-RX-API-DMAC10.html) * | 1968-10-31 | 1970-07-24 | Geigy Ag J R | |
| DE1811715A1 (de) * | 1968-11-29 | 1970-06-18 | Bayer Ag | Triazinylaminostilbenderivate |
| CH535775A (de) * | 1969-10-22 | 1973-04-15 | Ciba Geigy Ag | Konzentrierte wässerige, asymmetrisch substituierte Bistriazinylamino-stilbene enthaltende Zubereitungen und deren Verwendung zum optischen Aufhellen von Papier |
| BE793315A (fr) * | 1971-12-27 | 1973-06-27 | Ciba Geigy | Nouveaux derives du stilbene |
| JPS5949537A (ja) * | 1982-09-14 | 1984-03-22 | Konishiroku Photo Ind Co Ltd | ハロゲン化銀写真感光材料の処理方法 |
| US4666627A (en) * | 1983-05-08 | 1987-05-19 | Ciba-Geigy Corporation | 4-Heterocyclylvinyl-4-'styryl-biphenyls |
| GB8505064D0 (en) * | 1985-02-27 | 1985-03-27 | Sandoz Products Ltd | Organic compounds |
| JPH0711696B2 (ja) * | 1987-02-20 | 1995-02-08 | 富士写真フイルム株式会社 | ハロゲン化銀カラ−写真感光材料の処理方法 |
| JPH08500822A (ja) * | 1992-08-12 | 1996-01-30 | サンド リミティド | 繊維又は布帛のｓｐｆ等級を増大させる方法及びｓｐｆ等級の増大に適した化合物 |
| GB9418958D0 (en) * | 1994-09-21 | 1994-11-09 | Ciba Geigy Ag | Fluorescent whitening agents |
| GB9503474D0 (en) * | 1995-02-22 | 1995-04-12 | Ciba Geigy Ag | Compounds and their use |
| GB9610832D0 (en) * | 1996-05-23 | 1996-07-31 | Ciba Geigy Ag | Stilbene compounds and their use |
| GB9611614D0 (en) * | 1996-06-04 | 1996-08-07 | Ciba Geigy Ag | Process for inhibiting the effect of flourescent whitening agents |
| GB9617322D0 (en) * | 1996-08-17 | 1996-09-25 | Ciba Geigy Ag | Triazine derivatives and their use |
| GB9626851D0 (en) * | 1996-12-24 | 1997-02-12 | Ciba Geigy Ag | Compounds |
| WO1998042685A1 (en) * | 1997-03-25 | 1998-10-01 | Ciba Specialty Chemicals Holding Inc. | Fluorescent whitening agents |
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1998
- 1998-11-17 TW TW087118990A patent/TW567185B/zh not_active IP Right Cessation
- 1998-12-04 ES ES98811200T patent/ES2231953T3/es not_active Expired - Lifetime
- 1998-12-04 DE DE69827588T patent/DE69827588T2/de not_active Expired - Fee Related
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- 1998-12-11 US US09/209,940 patent/US6143889A/en not_active Expired - Fee Related
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2000
- 2000-09-08 US US09/657,737 patent/US6482241B1/en not_active Expired - Fee Related
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| US9770416B2 (en) | 2006-08-25 | 2017-09-26 | Purdue Pharma L.P. | Tamper resistant dosage forms |
| US9770417B2 (en) | 2006-08-25 | 2017-09-26 | Purdue Pharma L.P. | Tamper resistant dosage forms |
| US9095615B2 (en) | 2006-08-25 | 2015-08-04 | Purdue Pharma L.P. | Tamper resistant dosage forms |
| US9095614B2 (en) | 2006-08-25 | 2015-08-04 | Purdue Pharma L.P. | Tamper resistant dosage forms |
| US9101661B2 (en) | 2006-08-25 | 2015-08-11 | Purdue Pharma L.P. | Tamper resistant dosage forms |
| US12396955B2 (en) | 2006-08-25 | 2025-08-26 | Purdue Pharma L.P. | Tamper resistant dosage forms |
| US9486412B2 (en) | 2006-08-25 | 2016-11-08 | Purdue Pharma L.P. | Tamper resistant dosage forms |
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| US9492391B2 (en) | 2006-08-25 | 2016-11-15 | Purdue Pharma L.P. | Tamper resistant dosage forms |
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| US10076499B2 (en) | 2006-08-25 | 2018-09-18 | Purdue Pharma L.P. | Tamper resistant dosage forms |
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| US11964056B1 (en) | 2006-08-25 | 2024-04-23 | Purdue Pharma L.P | Tamper resistant dosage forms |
| US12246094B2 (en) | 2006-08-25 | 2025-03-11 | Purdue Pharma L.P. | Tamper resistant dosage forms |
| CN104263011A (zh) * | 2014-09-15 | 2015-01-07 | 山西青山化工有限公司 | 一种二苯乙烯三嗪类荧光增白剂及其制备方法 |
| CN104263011B (zh) * | 2014-09-15 | 2016-01-20 | 山西青山化工有限公司 | 一种二苯乙烯三嗪类荧光增白剂及其制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| DE69827588D1 (de) | 2004-12-23 |
| BR9805342A (pt) | 2000-02-01 |
| GB9726365D0 (en) | 1998-02-11 |
| US6482241B1 (en) | 2002-11-19 |
| AU748572B2 (en) | 2002-06-06 |
| US6143889A (en) | 2000-11-07 |
| ES2231953T3 (es) | 2005-05-16 |
| KR19990063049A (ko) | 1999-07-26 |
| NZ333281A (en) | 2000-03-27 |
| TW567185B (en) | 2003-12-21 |
| EP0922699B1 (en) | 2004-11-17 |
| CN1224006A (zh) | 1999-07-28 |
| AU9706198A (en) | 1999-07-01 |
| JPH11246534A (ja) | 1999-09-14 |
| DE69827588T2 (de) | 2005-11-24 |
| EP0922699A1 (en) | 1999-06-16 |
| ZA9811317B (en) | 1999-06-14 |
| KR100528276B1 (ko) | 2006-02-02 |
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