CN1202892A - 含有双烷氧基三嗪基氨基的茋-二磺酸类化合物或其衍生物的制备方法 - Google Patents
含有双烷氧基三嗪基氨基的茋-二磺酸类化合物或其衍生物的制备方法 Download PDFInfo
- Publication number
- CN1202892A CN1202892A CN96198594.1A CN96198594A CN1202892A CN 1202892 A CN1202892 A CN 1202892A CN 96198594 A CN96198594 A CN 96198594A CN 1202892 A CN1202892 A CN 1202892A
- Authority
- CN
- China
- Prior art keywords
- amino
- stilbene
- derivatives
- disulfonic acid
- compound
- 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.)
- Granted
Links
- ZTGKHKPZSMMHNM-UHFFFAOYSA-N 3-(2-phenylethenyl)benzene-1,2-disulfonic acid Chemical class OS(=O)(=O)C1=CC=CC(C=CC=2C=CC=CC=2)=C1S(O)(=O)=O ZTGKHKPZSMMHNM-UHFFFAOYSA-N 0.000 title claims abstract description 17
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 claims abstract description 20
- 238000002360 preparation method Methods 0.000 claims abstract description 15
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 57
- 150000001875 compounds Chemical class 0.000 claims description 32
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 29
- 239000002253 acid Substances 0.000 claims description 21
- 238000006243 chemical reaction Methods 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 13
- 239000002585 base Substances 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 7
- 239000011230 binding agent Substances 0.000 claims description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
- 229920002678 cellulose Polymers 0.000 claims description 4
- 239000001913 cellulose Substances 0.000 claims description 4
- 239000011368 organic material Substances 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 229910001413 alkali metal ion Inorganic materials 0.000 claims description 3
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 2
- 229910052728 basic metal Inorganic materials 0.000 claims description 2
- 150000003818 basic metals Chemical group 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
- 238000005282 brightening Methods 0.000 claims 1
- -1 bis-chlorotriazinyl-amino Chemical group 0.000 abstract description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 36
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 24
- 239000012530 fluid Substances 0.000 description 20
- 230000000149 penetrating effect Effects 0.000 description 20
- 239000000243 solution Substances 0.000 description 14
- 239000000463 material Substances 0.000 description 12
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- 238000009835 boiling Methods 0.000 description 6
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- DPDMMXDBJGCCQC-UHFFFAOYSA-N [Na].[Cl] Chemical compound [Na].[Cl] DPDMMXDBJGCCQC-UHFFFAOYSA-N 0.000 description 5
- 238000001704 evaporation Methods 0.000 description 5
- 230000008020 evaporation Effects 0.000 description 5
- 230000008595 infiltration Effects 0.000 description 5
- 238000001764 infiltration Methods 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 239000004570 mortar (masonry) Substances 0.000 description 5
- 238000001556 precipitation Methods 0.000 description 5
- 238000001291 vacuum drying Methods 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 4
- 159000000000 sodium salts Chemical class 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 125000001309 chloro group Chemical group Cl* 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 2
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 2
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 2
- AVMIKSHFWANHEY-UHFFFAOYSA-L disodium 2-[2-(2-sulfonatophenyl)ethenyl]benzenesulfonate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)C1=CC=CC=C1C=CC1=CC=CC=C1S([O-])(=O)=O AVMIKSHFWANHEY-UHFFFAOYSA-L 0.000 description 2
- 150000002431 hydrogen Chemical group 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- VOFLSXLFUJFAKH-UHFFFAOYSA-L trisodium 2-[2-(2-sulfonatophenyl)ethenyl]benzenesulfonate Chemical compound [Na+].[Na+].[Na+].C=1(C(=CC=CC=1)S(=O)(=O)[O-])C=CC=1C(=CC=CC=1)S(=O)(=O)[O-] VOFLSXLFUJFAKH-UHFFFAOYSA-L 0.000 description 2
- 125000004890 (C1-C6) alkylamino group Chemical group 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
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 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
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 238000010612 desalination reaction Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 229960005043 flavodic acid Drugs 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 125000004306 triazinyl group Chemical group 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/48—Two nitrogen atoms
- C07D251/52—Two nitrogen atoms with an oxygen or sulfur atom attached to the third ring carbon atom
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
- Coloring (AREA)
Abstract
Description
Claims (10)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19544269A DE19544269A1 (de) | 1995-11-28 | 1995-11-28 | Verfahren zur Herstellung von bis-alkoxy-aminohaltigen Stilbendisulfonsäuren oder deren Derivaten |
DE19544269.5 | 1995-11-28 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1202892A true CN1202892A (zh) | 1998-12-23 |
CN1083441C CN1083441C (zh) | 2002-04-24 |
Family
ID=7778578
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN96198594A Expired - Fee Related CN1083441C (zh) | 1995-11-28 | 1996-11-15 | 含有双烷氧基三嗪基氨基的茋-二磺酸类化合物或其衍生物的制备方法 |
Country Status (10)
Country | Link |
---|---|
US (1) | US6248887B1 (zh) |
EP (1) | EP0863884B1 (zh) |
JP (1) | JP4115527B2 (zh) |
CN (1) | CN1083441C (zh) |
BR (1) | BR9611766A (zh) |
DE (2) | DE19544269A1 (zh) |
ES (1) | ES2164928T3 (zh) |
MX (1) | MX9804222A (zh) |
PT (1) | PT863884E (zh) |
WO (1) | WO1997019937A2 (zh) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101448926B (zh) * | 2006-05-23 | 2011-06-08 | 西巴控股公司 | 用于纺织纤维材料的洗涤组合物 |
CN1484691B (zh) * | 2001-01-10 | 2012-09-05 | 克莱里安特财务(Bvi)有限公司 | 荧光增白剂组合物,它们的生产、应用和它们的产品 |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8227808B2 (en) * | 2007-12-06 | 2012-07-24 | Chimei Innolux Corporation | Method for manufacturing thin film transistor (TFT) and OLED display having TFTS manufactured by the same |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2713046A (en) * | 1955-07-12 | Chachj | ||
DE1444015A1 (de) | 1963-08-10 | 1969-10-09 | Bayer Ag | Bis-triazinylaminostilben-disulfonsaeure-Verbindungen |
US3682907A (en) | 1968-09-12 | 1972-08-08 | Sumitomo Chemical Co | 4,4{40 -bis(2-{62 -sulfoethylamino-4-amino-1,3,5-triazine-6-ylamino)stilbene-2,2{40 -disulfonic |
DE2335570A1 (de) * | 1972-07-21 | 1974-01-31 | Ciba Geigy Ag | Verfahren zur herstellung von bistriazinylamino-stilben-disulfonsaeuren(2,2'), neue bis-triazinyl-amino-stilbendisulfonsaeuren-(2,2'), sowie deren verwendung als optische aufheller fuer organische materialien |
CH603878B5 (zh) * | 1973-09-21 | 1978-08-31 | Hoechst Ag | |
CH647021A5 (de) * | 1981-09-22 | 1984-12-28 | Ciba Geigy Ag | Verfahren zur herstellung lagerstabiler aufhellerformulierungen. |
US4866152A (en) * | 1988-04-04 | 1989-09-12 | Dow Corning Corporation | Aminofunctional organosilicon optical brighteners |
-
1995
- 1995-11-28 DE DE19544269A patent/DE19544269A1/de not_active Withdrawn
-
1996
- 1996-11-15 CN CN96198594A patent/CN1083441C/zh not_active Expired - Fee Related
- 1996-11-15 ES ES96939062T patent/ES2164928T3/es not_active Expired - Lifetime
- 1996-11-15 DE DE59607845T patent/DE59607845D1/de not_active Expired - Lifetime
- 1996-11-15 BR BR9611766A patent/BR9611766A/pt not_active IP Right Cessation
- 1996-11-15 JP JP52012497A patent/JP4115527B2/ja not_active Expired - Fee Related
- 1996-11-15 US US09/077,120 patent/US6248887B1/en not_active Expired - Fee Related
- 1996-11-15 PT PT96939062T patent/PT863884E/pt unknown
- 1996-11-15 EP EP96939062A patent/EP0863884B1/de not_active Expired - Lifetime
- 1996-11-15 WO PCT/EP1996/005033 patent/WO1997019937A2/de active IP Right Grant
-
1998
- 1998-05-27 MX MX9804222A patent/MX9804222A/es unknown
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1484691B (zh) * | 2001-01-10 | 2012-09-05 | 克莱里安特财务(Bvi)有限公司 | 荧光增白剂组合物,它们的生产、应用和它们的产品 |
CN101448926B (zh) * | 2006-05-23 | 2011-06-08 | 西巴控股公司 | 用于纺织纤维材料的洗涤组合物 |
Also Published As
Publication number | Publication date |
---|---|
DE19544269A1 (de) | 1997-06-05 |
BR9611766A (pt) | 1999-07-13 |
US6248887B1 (en) | 2001-06-19 |
WO1997019937A2 (de) | 1997-06-05 |
ES2164928T3 (es) | 2002-03-01 |
EP0863884A2 (de) | 1998-09-16 |
PT863884E (pt) | 2002-03-28 |
WO1997019937A3 (de) | 1997-07-24 |
EP0863884B1 (de) | 2001-10-04 |
DE59607845D1 (de) | 2001-11-08 |
MX9804222A (es) | 1998-09-30 |
JP2000502326A (ja) | 2000-02-29 |
JP4115527B2 (ja) | 2008-07-09 |
CN1083441C (zh) | 2002-04-24 |
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Legal Events
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Owner name: LANXESS DEUTSCHLAND GMBH Free format text: FORMER OWNER: BAYER AG Effective date: 20070525 |
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Owner name: KEMIRA OYJ Free format text: FORMER OWNER: LANXESS DEUTSCHLAND GMBH Effective date: 20071123 |
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C41 | Transfer of patent application or patent right or utility model | ||
TR01 | Transfer of patent right |
Effective date of registration: 20071123 Address after: Helsinki Patentee after: Kemira Oyj Address before: Germany Leverkusen Patentee before: Lanxess Deutschland GmbH |
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Owner name: BLANKOPHOR GMBH + CO. KG Free format text: FORMER OWNER: KEMIRA OYJ Effective date: 20111012 |
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C41 | Transfer of patent application or patent right or utility model | ||
TR01 | Transfer of patent right |
Effective date of registration: 20111012 Address after: Germany Leverkusen Patentee after: Blankophor GmbH & Co. KG Address before: Helsinki Patentee before: Kemira Oyj |
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C17 | Cessation of patent right | ||
CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20020424 Termination date: 20121115 |