CN1492866A - 双-三嗪基氨基苯并噁唑衍生物 - Google Patents
双-三嗪基氨基苯并噁唑衍生物 Download PDFInfo
- Publication number
- CN1492866A CN1492866A CNA028053338A CN02805333A CN1492866A CN 1492866 A CN1492866 A CN 1492866A CN A028053338 A CNA028053338 A CN A028053338A CN 02805333 A CN02805333 A CN 02805333A CN 1492866 A CN1492866 A CN 1492866A
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- China
- Prior art keywords
- alkyl
- alkoxy
- hydroxyalkyl
- compound
- structural formula
- 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.)
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- GIUXSQJCIYDVTK-UHFFFAOYSA-N 2-n,4-n-bis(triazin-4-yl)-1,3-benzoxazole-2,4-diamine Chemical class C=1C=NN=NC=1NC(OC1=CC=C2)=NC1=C2NC1=CC=NN=N1 GIUXSQJCIYDVTK-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 40
- -1 morpholino, piperidino Chemical group 0.000 claims abstract description 20
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 9
- 238000002360 preparation method Methods 0.000 claims abstract description 8
- 125000002112 pyrrolidino group Chemical group [*]N1C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims abstract description 7
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 6
- 150000002367 halogens Chemical class 0.000 claims abstract description 6
- 239000000203 mixture Substances 0.000 claims description 20
- 239000000460 chlorine Substances 0.000 claims description 9
- 239000003599 detergent Substances 0.000 claims description 9
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 9
- 239000000463 material Substances 0.000 claims description 8
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 7
- 229910052801 chlorine Inorganic materials 0.000 claims description 7
- 239000004753 textile Substances 0.000 claims description 6
- 239000000975 dye Substances 0.000 claims description 5
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 229910052700 potassium Inorganic materials 0.000 claims description 4
- 229910052708 sodium Inorganic materials 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 3
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims description 3
- OIRCRBMUOZOQRK-UHFFFAOYSA-N 1,3-benzoxazole-2,4-diamine Chemical compound C1=CC=C2OC(N)=NC2=C1N OIRCRBMUOZOQRK-UHFFFAOYSA-N 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
- 229910052791 calcium Inorganic materials 0.000 claims description 2
- 229910052744 lithium Inorganic materials 0.000 claims description 2
- 229910052749 magnesium Inorganic materials 0.000 claims description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 claims 1
- 238000000576 coating method Methods 0.000 claims 1
- 239000002131 composite material Substances 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 16
- 229920002994 synthetic fiber Polymers 0.000 abstract description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 4
- 239000006081 fluorescent whitening agent Substances 0.000 abstract 1
- 230000002087 whitening effect Effects 0.000 description 27
- 239000003795 chemical substances by application Substances 0.000 description 26
- 238000005406 washing Methods 0.000 description 18
- 230000003287 optical effect Effects 0.000 description 12
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 8
- 239000004744 fabric Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 229910052783 alkali metal Inorganic materials 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- 239000011734 sodium Substances 0.000 description 5
- 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 4
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- JPBLHOJFMBOCAF-UHFFFAOYSA-N 1,3-benzoxazol-2-amine Chemical compound C1=CC=C2OC(N)=NC2=C1 JPBLHOJFMBOCAF-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 238000004043 dyeing Methods 0.000 description 3
- 239000011368 organic material Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 230000000845 anti-microbial effect Effects 0.000 description 2
- 239000012752 auxiliary agent Substances 0.000 description 2
- 239000007844 bleaching agent Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 238000005282 brightening Methods 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 238000010792 warming Methods 0.000 description 2
- 238000009941 weaving Methods 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- NQPJDJVGBDHCAD-UHFFFAOYSA-N 1,3-diazinan-2-one Chemical class OC1=NCCCN1 NQPJDJVGBDHCAD-UHFFFAOYSA-N 0.000 description 1
- ZKXBDPZAQUNPOY-UHFFFAOYSA-N 1-azaniumylhexylazanium;hexanedioate Chemical compound CCCCCC(N)N.OC(=O)CCCCC(O)=O ZKXBDPZAQUNPOY-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- 229940105325 3-dimethylaminopropylamine Drugs 0.000 description 1
- HVBSAKJJOYLTQU-UHFFFAOYSA-N 4-aminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 description 1
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 241000208202 Linaceae Species 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- 229920002292 Nylon 6 Polymers 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 229920000388 Polyphosphate Polymers 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 229920001131 Pulp (paper) Polymers 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- 239000004902 Softening Agent Substances 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 229910052910 alkali metal silicate Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
- 229910052728 basic metal Inorganic materials 0.000 description 1
- 150000003818 basic metals Chemical class 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 229920003064 carboxyethyl cellulose Polymers 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 description 1
- 235000011180 diphosphates Nutrition 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- KWAFKWWBHNQLMA-UHFFFAOYSA-N ethene urea Chemical compound NC(=O)N.NC(=O)N.NC(=O)N.C=C.C=C KWAFKWWBHNQLMA-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N ferric oxide Chemical compound O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 230000009970 fire resistant effect Effects 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- VPVSTMAPERLKKM-UHFFFAOYSA-N glycoluril Chemical compound N1C(=O)NC2NC(=O)NC21 VPVSTMAPERLKKM-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000009740 moulding (composite fabrication) Methods 0.000 description 1
- 125000004108 n-butyl group Chemical group [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
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 150000004965 peroxy acids Chemical class 0.000 description 1
- 230000002085 persistent effect Effects 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229940045916 polymetaphosphate Drugs 0.000 description 1
- 239000001205 polyphosphate Substances 0.000 description 1
- 235000011176 polyphosphates Nutrition 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000006862 quantum yield reaction Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000002000 scavenging effect Effects 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000009899 sodium chlorite bleaching Methods 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 229950000244 sulfanilic acid Drugs 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000007669 thermal treatment Methods 0.000 description 1
- 238000002211 ultraviolet spectrum Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- 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
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/26—Organic compounds containing nitrogen
- C11D3/28—Heterocyclic compounds containing nitrogen in the ring
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/40—Dyes ; Pigments
- C11D3/42—Brightening agents ; Blueing agents
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/60—Optical bleaching or brightening
- D06L4/614—Optical bleaching or brightening in aqueous solvents
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/60—Optical bleaching or brightening
- D06L4/614—Optical bleaching or brightening in aqueous solvents
- D06L4/621—Optical bleaching or brightening in aqueous solvents with anionic brighteners
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/60—Optical bleaching or brightening
- D06L4/614—Optical bleaching or brightening in aqueous solvents
- D06L4/636—Optical bleaching or brightening in aqueous solvents with disperse brighteners
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
- D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
- D21H21/30—Luminescent or fluorescent substances, e.g. for optical bleaching
-
- 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
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1003—Carbocyclic compounds
- C09K2211/1007—Non-condensed systems
-
- 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
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1003—Carbocyclic compounds
- C09K2211/1011—Condensed systems
-
- 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
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1022—Heterocyclic compounds bridged by heteroatoms, e.g. N, P, Si or B
-
- 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
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1044—Heterocyclic compounds characterised by ligands containing two nitrogen atoms as heteroatoms
- C09K2211/1048—Heterocyclic compounds characterised by ligands containing two nitrogen atoms as heteroatoms with oxygen
-
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Abstract
本发明涉及以下结构式表示的新化合物:其中,R1和R2独立地表示:-NH2、-NH(C1-C4烷基)、-N(C1-C4烷基)2、-NH(C2-C4羟基烷基)、-N(C2-C4羟基烷基)2、-N(C1-C4烷基)(C2-C4羟基烷基)、-NH(C1-C4烷氧基-C2-C4羟基烷基)、-N(C1-C4烷氧基-C2-C4羟基烷基)2、-N(C1-C4烷氧基-C2-C4羟基烷基)(C1-C4烷基)、-N(C1-C4烷氧基-C2-C4羟基烷基)(C2-C4羟基烷基)、-NH(C1-C4烷氧基-C1-C4烷氧基-C1-C4烷基)、-N(C1-C4烷氧基-C1-C4烷氧基-C1-C4烷基)2、-N(C1-C4烷氧基-C1-C4烷氧基-C1-C4-烷基)(C1-C4烷基)、-N(C1-C4烷氧基-C1-C4烷氧基-C2-C4烷基)(C2-C4羟基烷基)、-NH(C5-C7环烷基)、-N(C5-C7环烷基)2、-NH(C6-C10芳基)、-NH(C7-C13芳烷基),或者吗啉代、哌啶子基或者吡咯烷子基残基;卤素或者未取代或被羟基或C1-C4烷氧基取代的-OC1-C4烷基,其制备方法及其作为天然或合成材料的荧光增白剂(FWA’s)的用途。
Description
本发明涉及新的双-三嗪基氨基苯并噁唑衍生物、其制备方法及其作为天然或合成材料的萤光增白剂(FWA’s)的用途。
这类新化合物可以表示为以下结构式:
其中:
R1和R2独立地表示:-NH2、-NH(C1-C4烷基)、-N(C1-C4烷基)2、-NH(C2-C4羟基烷基)、-N(C2-C4羟基烷基)2、-N(C1-C4烷基)(C2-C4羟基烷基)、-NH(C1-C4烷氧基-C2-C4羟基烷基)、-N(C1-C4烷氧基-C2-C4羟基烷基)2、-N(C1-C4烷氧基-C2-C4羟基烷基)(C1-C4烷基)、-N(C1-C4烷氧基-C2-C4羟基烷基)(C2-C4羟基烷基)、-NH(C1-C4烷氧基-C1-C4烷氧基-C1-C4烷基)、-N(C1-C4烷氧基-C1-C4烷氧基-C1-C4烷基)2、-N(C1-C4烷氧基-C1-C4烷氧基-C1-C4-烷基)(C1-C4烷基)、-N(C1-C4烷氧基-C1-C4烷氧基-C2-C4烷基)(C2-C4羟基烷基)、-NH(C5-C7环烷基)、-N(C5-C7环烷基)2、-NH(C6-C10芳基)、-NH(C7-C13芳烷基),或者吗啉代、哌啶子基或者吡咯烷子基残基;卤素或者未取代或被羟基或C1-C4烷氧基取代的-OC1-C4烷基。
结构式(1)的化合物中优选以下结构式代表的化合物:
以及以下结构式代表的化合物:
其中
R1和R2的如上述定义。
在结构式(1)-(3)的化合物范围中,取代基如下定义的化合物特别优选:R1为-NH2、-NH(C1-C4烷基)、-N(C1-C4烷基)2、-NH(C2-C4羟基烷基)、-N(C2-C4羟基烷基)2、-N(C1-C4烷基)(C2-C4羟基烷基)、-NH(C1-C4烷氧基-C2-C4羟基烷基)、-N(C1-C4烷氧基-C2-C4羟基烷基)2、-N(C1-C4烷氧基-C2-C4羟基烷基)(C1-C4烷基)、-N(C1-C4烷氧基-C2-C4羟基烷基)(C2-C4羟基烷基)、-NH(C1-C4烷氧基-C1-C4烷氧基-C1-C4烷基)、-N(C1-C4烷氧基-C1-C4烷氧基-C1-C4烷基)2、-N(C1-C4烷氧基-C1-C4烷氧基-C1-C4烷基)(C1-C4烷基)、-N(C1-C4烷氧基-C1-C4烷氧基-C2-C4-烷基)(C2-C4羟基烷基)、-NH(C5-C7环烷基)、-N(C5-C7环烷基)2、-NH(C7-C13芳烷基)或者吗啉代、哌啶子基或吡咯烷子基残基;卤素或者未取代或被羟基或C1-C4烷氧基取代的-OC1-C4烷基,和R2表示-NH(C6-C10芳基)。尤其优选的化合物为其中R2表示未取代或者被一个或两个-SO3M基团取代的苯胺残基,其中M是H、Na、Li、K、Ca、Mg、铵、或者被C1-C4烷基、C2-C4羟基烷基或其混合形式单-、双-、三-或四取代的铵。
最优选的化合物为其中R1表示-NH2、-NH(C1-C4烷基)、-N(C1-C4烷基)2、-NH(C2-C4羟基烷基)、-N(C2-C4羟基烷基)2、-NH(C7-C13芳烷基)或者吗啉代、哌啶子基或吡咯烷子基残基;氯或者未取代或被羟基或C1-C4烷氧基取代的-OC1-C4烷基。由此特别优选的是R1表示-NH(C1-C4烷基)、-N(C1-C4烷基)2、吗啉代残基;氯或者未取代或被羟基、乙氧基或甲氧基取代的-OC1-C4烷基,和R2表示未取代或者被一个或两个-SO3M基团取代的苯胺残基,其中M为H、Na或K。
在取代基R1和/或R2定义范围内,C1-C4烷基可以为支链或者直链的如甲基、乙基、n-丙基、异丙基、n-丁基、仲丁基、异丁基或t-丁基。
类似地,C1-C4烷氧基可以为支链或者直链的如甲氧基、乙氧基、n-丙氧基、异丙氧基、n-丁氧基、仲丁氧基、异丁氧基或t-丁氧基,而作为C2-C4羟基烷基,可以定义为羟基乙基、羟基丙基或羟基丁基。
对于C5-C7的环烷基,其可以定义为环戊基、环己基或环庚基;而C6-C10的芳基可以为未取代的或者被一个或多个C1-C4烷基、C1-C4烷氧基或者SO3M取代的苯基,或者还可以为被一个或多个的SO3M取代的萘;C7-C13的芳烷基可以为例如取代的或者未取代的苯甲基、苯乙基、萘甲基、萘乙基。
在结构式(1)-(3)中,卤素为溴、氟或者特别是氯。
本发明的另一方面为通过将氰尿酰氯与以下结构式表示的二氨基苯并噁唑、
能够引入R1基团的化合物和能够引入R2基团的化合物以任意的顺序连续的反应制备结构式(1)化合物的方法,其中R1和R2如上定义。
结构式(4)表示的化合物为已知的或者能够通过已知的方法制备的化合物。
在溶解或者精细分散的状态,结构式(1)表示的化合物或多或少显示出明显的荧光。因此,根据本发明,这些化合物被用于光学增白合成或天然有机材料。
可能被提及的这些材料的实例有选自下列的有机材料的纺织纤维,只要可以被光学增白的材料都在考虑范围之内,但是不能将下列实例试图表达为对这些材料的任何限制:
a)聚酰胺类,通过例如聚己内酰胺类的开环而制得的聚合产物,
b)聚酰胺类,由能够进行缩合反应的双官能团或多官能团化合物例如己二胺己二酸盐制得的缩聚产物,和
c)来源于动物或植物的天然纺织有机材料,例如来源于纤维素或蛋白质如棉花或羊毛、亚麻或丝绸。
有机材料可以在加工的各个不同阶段进行光学增白,优选纺织品成品。这些纺织品可以是绞纱品、纺丝,纱线、捻纱、无纺织物、毛毯、纺织物、纺织复合物或针织物。
上述定义的增白剂在纺织品的处理方面特别重要。纺织底物的处理能够在含水介质中顺利地进行,特定的光学增白剂在此介质中以微细分散的形式存在(悬浮液,所谓的微分散物和在某些情况下为溶液)。在处理过程中,任选可加入分散剂、稳定剂、润湿剂和进一步加入助剂。
处理通常在约20-140℃的温度下进行,例如在浴液的沸点或沸点范围内的温度(约90℃)。如染色实践中所谓的溶剂染色过程类似(在染色机中的浸轧焙固方法和尽染过程),本发明中纺织底物的整理也可能采用有机溶剂的溶液或乳液。
本发明中可以使用的光学增白剂也可以例如以如下的形式使用:
a)与所谓的“载体”、润湿剂、柔软剂、溶胀剂、抗氧化剂、光稳定剂、热稳定剂和化学漂白剂(亚氯酸钠漂白剂和漂白液添加剂)形成的混合物。
b)与交连剂、整理剂(例如淀粉或者合成整理剂)形成的混合物,以及与各种纺织品的整理剂,尤其是与合成树脂整理剂(例如抗皱处理剂如“洗可穿整理剂”、“耐久烫压整理剂”和“免烫整理剂”),以及抗燃整理剂、柔软手感整理剂、抗污斑整理剂或抗静电整理剂或抗微生物整理剂结合使用。
c)作为各种肥皂和洗涤剂的添加剂;
d)与其它具有光学增白作用的物质结合使用。
如果增白过程与织物处理或整理方法相结合,在很多情况下,相应的含有具有光学增白作用的化合物的稳定配合物的辅助运用对这种结合处理很有利,配合物中化合物的浓度为达到预期增白效果所需的浓度。
在某些情况下、增白剂的完全效果是通过后处理实现的。其可以是化学处理(例如酸处理)、热处理(例如加热)或者化学处理/热处理的结合。
根据本发明,光学增白剂的用量根据所需光学增白的材料的不同可以在很大的范围内变化。只需非常小的用量就可以获得显著而持久的效果,例如,在某些情况下只需重量的0.03%。然而用量也可以达到重量的0.5%。在大多数实际应用中,根据所要增白的物质的不同,优选的光学增白剂的用量为重量的0.05-0.5%。
所述光学增白剂还非常合适用作为洗涤液或工业和家用洗涤剂的添加剂,并且可以以各种方式添加。它们可以以水或有机溶剂的溶液形式,或也可以以微细分散状态的水分散剂或浆液的形式适当地添加到洗涤液中。它们或它们的组分可以在家用或工业洗涤剂生产过程的任何阶段方便地添加到这些洗涤剂中,例如在洗衣粉喷雾干燥之前或者在液体洗涤剂组合物的制备过程中加入到所谓的“浆液”中。这些化合物可以以溶液或者分散于水或其它溶剂中的形式添加,以及以无助剂的干燥增白剂粉末的形式添加。然而,它们还可以以溶解或预分散的形式喷射于洗涤剂成品中。
可以使用的洗涤剂为已知的洗涤材料混合物,例如:条状和粉末状肥皂、合成品、磺酸高级脂肪醇单酯的可溶性盐、高级烷基取代和/或烷基多取代的芳基磺酸、与中等或者高分子量的脂肪醇类形成的羧酸酯、脂肪酸酰氨烷基-或氨基芳基-甘油磺酸酯、脂肪族醇类磷酸酯等。可以使用的所谓“助洗剂”可以是,例如:碱金属多磷酸盐、碱金属多聚偏磷酸盐、碱金属焦磷酸盐、羧乙基纤维素的碱金属盐和其他“污垢再沉积抑制剂”,以及碱金属硅酸盐、碱金属碳酸盐、碱金属硼酸盐、碱金属过硼酸盐、次氮基三乙酸、乙二胺四乙酸和泡沫稳定剂如高级脂肪酸的链烷醇酰胺。此外,洗涤剂可包括例如:抗静电剂、富脂皮肤防护剂如羊毛脂、酶,抗微生物试剂、香水和染料。
这些增白剂具有以下独特的优点:他们在活性氯供体如次氯酸盐的存在下也有效,并且与非离子洗涤剂(如烷基酚聚乙二醇醚)一起用于洗液时基本上不会降低效果;而且在过硼酸盐或过酸和活化剂存在下也是如此,例如,四乙酰基甘脲或乙二胺四乙酸为新的增白剂,无论是粉末洗涤剂形式还是洗涤液形式它们都很稳定。
根据可使用的液体或粉末洗涤剂的重量,本发明的增白剂的添加量为0.005至2%或者更多,优选0.03至0.5%。当它们用于洗涤由纤维素纤维、聚酰胺纤维、高级整理纤维素纤维、羊毛等制作的织物时,含有指示量的本发明光学增白剂的洗涤液能够使其在日光下具有亮丽的外观。
洗涤处理按照例如如下的方法进行:
在洗槽中加入含助洗剂与0.05至1%重量的洗涤剂即所要求保护的增白剂的组合洗涤剂1至10g/kg,将指定的纺织物于5至100℃优选于25至100℃的温度下处理1至30分钟。液体的比例可以为1∶3至1∶50。洗涤后,纺织物用常规的方法进行清洗和干燥。洗槽中可以含有0.2g/l活性氯(例如以次氯酸盐形式)或者0.1至2g/l的过硼酸钠作为漂白助剂。
本发明的增白剂可以以含载体的漂洗液(rinsing bath)形式使用。用于此目的的增白剂与软漂洗剂或者其它含有例如聚乙烯醇、淀粉、丙烯酸基或甲醛/脲或乙烯-尿素或丙烯-尿素衍生物的共聚物作为载体的清洗剂联合使用,增白剂相对于漂洗剂的量为0.005至5%或更多,优选0.2至2%。当每升清洗液中使用1-100毫升,优选2-25毫升时,这种含本发明的增白剂的清洗剂能够使各种不同的被处理织物显示出亮丽的增白效果。
本发明的化合物的进一步用于纸张的增白,可以对纸张制造过程中的纸浆或者英国专利1247934的说明书中描述的施胶压榨(size-press)纸、膜压(film press)纸、尤其是涂布复合(coatingcompositions)纸进行增白。当本发明的增白剂应用于这类物质的增白时,用其增白的纸张的洁白度非常高。
通过本发明中的方法制备的化合物是非常优越的,其不仅具有极高的增白能力,并且,在很多情况下还具有令人满意的水溶性以及在固态时具有优良的白色外观。
以下实施例用来说明本发明;除另有说明外,实施例中的份数和百分比均为重量计算值。
实施例1:
将5.5g氰尿酰氯溶于39ml甲基乙基酮,然后将此溶液置于27g冰上。在pH3.5的条件下,向所得悬浮液中加入5.3g溶于14.85g 2N氢氧化钠溶液和40g水中的对氨基苯磺酸溶液,然后在0℃温度下,于15分钟内加入14.85ml的1M碳酸钠溶液。向所得混合物中加入溶于27ml水的13.6毫摩尔2-(4-氨基苯基)-6-氨基苯并噁唑(按照Helv.Chim.Acta,63,413-419(1980)公开的方法制备)溶液,然后加入1M碳酸钠溶液调节pH等于9。升温至40℃,pH值保持恒定,维持3小时。随后,加入4.6g吗啉,升温至99℃。蒸馏除去甲基乙基酮,pH维持在9.5。
冷却至40℃后,搅拌下向反应混合物中加入600ml乙醇,过滤沉淀产物,干燥。得非常纯的8.9g白色粉末结构式(101)产物,元素分析特征为:
C39H35N13Na2O9S2·6.5H2O·0.2NaCI
理论值:C 43.83%;H 4.53%;Cl 0.66%;N 17.04%;Na 4.73%和S 6.00%
实测值:C 43.94%;H 4.35%;Cl 0.66%;N 17.05%;Na 4.64%和S 6.01%
在二甲基甲酰胺∶水=1∶1中测定的紫外光谱的数据为:
吸收λmax355nm,ε62800;荧光λmax420nm,量子产率φ0.83。
实施例2
按照实施例1描述的方法,仅实施实施例1中加入吗啉之前的各个步骤,制得结构式(102)的化合物如下:
实施例3-6
按照实施例1描述的方法,但是分别用等当量的甲胺、乙二醇、甲氧基乙醇、3-二甲基氨基丙胺替换吗啉,制得表(1)所示的结构式(5)的化合物:
表1
实施例号 | R1 |
(103) | -NHCH3 |
(104) | -OCH2CH2OH |
(105) | -OCH2CH2OCH3 |
(106) | -NHCH2CH2CH(NCH2CH3)2 |
实施例7-10
按照实施例1描述的方法,但用按Helv.Chim.Acta,63,413-419(1980)中描述的方法制备的2-(4-氨基苯基)-5-氨基苯并噁唑替换2-(4-氨基苯基)-6-氨基苯并噁唑,然后或者按照实施例2中描述方法的实施(用于制备化合物109),或者在最后的反应步骤中适当地用吗啉、甲胺或乙二醇进行反应,制得表(2)所示结构式(6)的化合物:
表2
实施例 | R1 |
(107) | 吗啉代 |
(108) | -NHCH3 |
(109) | -Cl |
(110) | -OCH2CH2OH |
Claims (12)
1.以下结构式表示的化合物
其中:
R1和R2独立地表示:-NH2、-NH(C1-C4烷基)、-N(C1-C4烷基)2、-NH(C2-C4羟基烷基)、-N(C2-C4羟基烷基)2、-N(C1-C4烷基)(C2-C4羟基烷基)、-NH(C1-C4烷氧基-C2-C4羟基烷基)、-N(C1-C4烷氧基-C2-C4羟基烷基)2、-N(C1-C4烷氧基-C2-C4羟基烷基)(C1-C4烷基)、-N(C1-C4烷氧基-C2-C4羟基烷基)(C2-C4羟基烷基)、-NH(C1-C4烷氧基-C1-C4烷氧基-C1-C4烷基)、-N(C1-C4烷氧基-C1-C4烷氧基-C1-C4烷基)2、-N(C1-C4烷氧基-C1-C4烷氧基-C1-C4-烷基)(C1-C4烷基)、-N(C1-C4烷氧基-C1-C4烷氧基-C2-C4烷基)(C2-C4羟基烷基)、-NH(C5-C7环烷基)、-N(C5-C7环烷基)2、-NH(C6-C10芳基)、-NH(C7-C13芳烷基),或者吗啉代、哌啶子基或吡咯烷子基残基;卤素或者未取代或被羟基或C1-C4烷氧基取代的-OC1-C4烷基。
2.以下结构式表示的化合物
其中
R1和R2如权利要求1定义。
4.根据权利要求1-3任意一项的化合物,其中
R1表示-NH2、-NH(C1-C4烷基)、-N(C1-C4烷基)2、-NH(C2-C4羟基烷基)、-N(C2-C4羟基烷基)2、-N(C1-C4烷基)(C2-C4羟基烷基)、-NH(C1-C4烷氧基-C2-C4羟基烷基)、-N(C1-C4烷氧基-C2-C4羟基烷基)2、-N(C1-C4烷氧基-C2-C4羟基烷基)(C1-C4烷基)、-N(C1-C4烷氧基-C2-C4羟基烷基)(C2-C4羟基烷基)、-NH(C1-C4烷氧基-C1-C4烷氧基-C1-C4烷基)、-N(C1-C4烷氧基-C1-C4烷氧基-C1-C4烷基)2、-N(C1-C4烷氧基-C1-C4烷氧基-C1-C4烷基)(C1-C4烷基)、-N(C1-C4烷氧基-C1-C4烷氧基-C2-C4-烷基)(C2-C4羟基烷基)、-NH(C5-C7环烷基)、-N(C5-C7环烷基)2、NH(C7-C13芳烷基)或者吗啉代、哌啶子基或吡咯烷子基残基;卤素或者未取代或被羟基或C1-C4烷氧基取代的-OC1-C4烷基,
和R2表示-NH(C6-C10芳基)。
5.根据权利要求4的化合物,其中
R2表示未取代或者被一个或两个-SO3M基团取代的苯胺残基,M为H、Na、Li、K、Ca、Mg、铵、或者被C1-C4烷基、C2-C4羟基烷基或其混合形式单-、双-、三-或四取代的铵。
6.根据权利要求5的化合物,其中
R1表示-NH2、-NH(C1-C4烷基)、-N(C1-C4烷基)2、-NH(C2-C4羟基烷基)、-N(C2-C4羟基烷基)2、-NH(C7-C13芳烷基)或者吗啉代、哌啶子基或吡咯烷子基残基;氯或者未取代或被羟基或C1-C4烷氧基取代的-OC1-C4烷基。
7.根据权利要求6的化合物,其中
R1表示-NH(C1-C4烷基)、-N(C1-C4烷基)2、吗啉代残基;氯或者未取代或被羟基、乙氧基或甲氧基取代的-OC1-C4烷基,和
R2表示未取代或者被一个或两个-SO3M基团取代的苯胺残基,M为H、Na或K。
8.一种结构式(1)化合物的制备方法,通过将氰尿酰氯与以下结构式表示的二氨基苯并噁唑、
能够引入R1基团的化合物和能够引入R2基团的化合物以任意的顺序连续的反应制备,其中R1和R2如权利要求1定义。
9.根据权利要求1的结构式(1)化合物作为合成或天然有机材料的荧光增白剂的用途。
10.根据权利要求1的结构式(1)化合物作为纸浆纸、施胶压榨纸、膜压纸、涂布复合纸的荧光增白剂的用途。
11.根据权利要求1的结构式(1)化合物作为纺织材料荧光增白剂的用途。
12.根据权利要求1的结构式(1)化合物在洗涤剂组合物中作为荧光增白剂的用途。
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EP01810181 | 2001-02-21 | ||
EP01810181.6 | 2001-02-21 |
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CNA028053338A Pending CN1492866A (zh) | 2001-02-21 | 2002-02-12 | 双-三嗪基氨基苯并噁唑衍生物 |
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US (1) | US20040077515A1 (zh) |
EP (1) | EP1368347A1 (zh) |
CN (1) | CN1492866A (zh) |
BR (1) | BR0207471A (zh) |
WO (1) | WO2002066474A1 (zh) |
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DE2860264D1 (en) * | 1977-11-16 | 1981-01-29 | Hoechst Ag | Diamino-1,3,5-triazinylstilbene compounds, a process for their preparation and their use as optical brighteners |
DE3104992A1 (de) * | 1981-02-12 | 1982-08-26 | Hoechst Ag, 6000 Frankfurt | "mischungen von optischen aufhellern" |
GB9409466D0 (en) * | 1994-05-12 | 1994-06-29 | Ciba Geigy Ag | Textile treatment |
IT1284525B1 (it) * | 1996-09-13 | 1998-05-21 | 3V Sigma Spa | Derivati di benzossazolo loro uso come stabilizzanti contro le radiazioni uv |
US5902454A (en) * | 1996-12-13 | 1999-05-11 | Ciba Specialty Chemicals Corporation | Method of whitening lignin-containing paper pulps |
FR2785629B1 (fr) * | 1998-11-10 | 2000-12-22 | Coatex Sa | Composition polymerique retenteur d'eau et activateur d'azurants optiques, sauces de couchage pour papier, et feuilles de papier couche ainsi obtenues |
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- 2002-02-12 CN CNA028053338A patent/CN1492866A/zh active Pending
- 2002-02-12 BR BR0207471-0A patent/BR0207471A/pt not_active Application Discontinuation
- 2002-02-12 WO PCT/EP2002/001442 patent/WO2002066474A1/en not_active Application Discontinuation
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BR0207471A (pt) | 2004-04-06 |
EP1368347A1 (en) | 2003-12-10 |
US20040077515A1 (en) | 2004-04-22 |
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