DE1278385B - Aufhellungsmittel - Google Patents
AufhellungsmittelInfo
- Publication number
- DE1278385B DE1278385B DEF45669A DEF0045669A DE1278385B DE 1278385 B DE1278385 B DE 1278385B DE F45669 A DEF45669 A DE F45669A DE F0045669 A DEF0045669 A DE F0045669A DE 1278385 B DE1278385 B DE 1278385B
- Authority
- DE
- Germany
- Prior art keywords
- phenyl
- carbostyril
- ethyl
- parts
- melting point
- 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.)
- Pending
Links
- 239000007844 bleaching agent Substances 0.000 title description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 230000002087 whitening effect Effects 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- UMNWFDSXJVFCBQ-UHFFFAOYSA-N 7-amino-3-phenyl-1h-quinolin-2-one Chemical class O=C1NC2=CC(N)=CC=C2C=C1C1=CC=CC=C1 UMNWFDSXJVFCBQ-UHFFFAOYSA-N 0.000 claims 1
- 238000002844 melting Methods 0.000 description 11
- 230000008018 melting Effects 0.000 description 11
- 239000000344 soap Substances 0.000 description 7
- ONUKVSFEFHPRKD-UHFFFAOYSA-N 7-(dimethylamino)-1-ethyl-3-phenylquinolin-2-one Chemical compound O=C1N(CC)C2=CC(N(C)C)=CC=C2C=C1C1=CC=CC=C1 ONUKVSFEFHPRKD-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 239000004952 Polyamide Substances 0.000 description 4
- 229920002647 polyamide Polymers 0.000 description 4
- LISFMEBWQUVKPJ-UHFFFAOYSA-N quinolin-2-ol Chemical compound C1=CC=C2NC(=O)C=CC2=C1 LISFMEBWQUVKPJ-UHFFFAOYSA-N 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000005282 brightening Methods 0.000 description 3
- 229920002301 cellulose acetate Polymers 0.000 description 3
- 239000003599 detergent Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 229920000915 polyvinyl chloride Polymers 0.000 description 3
- 239000004800 polyvinyl chloride Substances 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- 210000002268 wool Anatomy 0.000 description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- DSBIJCMXAIKKKI-UHFFFAOYSA-N 5-nitro-o-toluidine Chemical class CC1=CC=C([N+]([O-])=O)C=C1N DSBIJCMXAIKKKI-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 2
- 229910000564 Raney nickel Inorganic materials 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000011888 foil Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- NKPOTHREBXTOIV-UHFFFAOYSA-N 7-(dimethylamino)-1,6-dimethyl-3-(4-methylphenyl)quinolin-2-one Chemical compound CN(C)C1=C(C)C=C2C=C(C3=CC=C(C)C=C3)C(=O)N(C)C2=C1 NKPOTHREBXTOIV-UHFFFAOYSA-N 0.000 description 1
- FXGOECURKSQMRX-UHFFFAOYSA-N 7-(dimethylamino)-1-methyl-3-phenylquinolin-2-one Chemical compound O=C1N(C)C2=CC(N(C)C)=CC=C2C=C1C1=CC=CC=C1 FXGOECURKSQMRX-UHFFFAOYSA-N 0.000 description 1
- FAMRVDRNNRCDFL-UHFFFAOYSA-N 7-amino-1-ethyl-3-phenylquinolin-2-one Chemical compound O=C1N(CC)C2=CC(N)=CC=C2C=C1C1=CC=CC=C1 FAMRVDRNNRCDFL-UHFFFAOYSA-N 0.000 description 1
- MJXYFLJHTUSJGU-UHFFFAOYSA-N 7-amino-4-methyl-1h-quinolin-2-one Chemical compound NC1=CC=C2C(C)=CC(=O)NC2=C1 MJXYFLJHTUSJGU-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000000020 Nitrocellulose Substances 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000007868 Raney catalyst Substances 0.000 description 1
- 239000004115 Sodium Silicate Substances 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- QKLCQKPAECHXCQ-UHFFFAOYSA-N ethyl phenylglyoxylate Chemical compound CCOC(=O)C(=O)C1=CC=CC=C1 QKLCQKPAECHXCQ-UHFFFAOYSA-N 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- JGBJNRPKVSUFSM-UHFFFAOYSA-N n-ethyl-2-methyl-5-nitroaniline Chemical compound CCNC1=CC([N+]([O-])=O)=CC=C1C JGBJNRPKVSUFSM-UHFFFAOYSA-N 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000008149 soap solution Substances 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 description 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
- 229960001922 sodium perborate Drugs 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- 235000019794 sodium silicate Nutrition 0.000 description 1
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 1
- -1 threads Substances 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- IUTCEZPPWBHGIX-UHFFFAOYSA-N tin(2+) Chemical compound [Sn+2] IUTCEZPPWBHGIX-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/38—Nitrogen atoms
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/921—Cellulose ester or ether
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/927—Polyacrylonitrile fiber
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Detergent Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (12)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF45669A DE1278385B (de) | 1965-03-30 | 1965-03-30 | Aufhellungsmittel |
| BE677977D BE677977A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1965-03-30 | 1966-03-17 | |
| FR53768A FR1471611A (fr) | 1965-03-30 | 1966-03-17 | Agents d'éclaircissement |
| CH927968A CH500982A (de) | 1965-03-30 | 1966-03-21 | Verfahren zur Herstellung von 3-Phenyl-7-amino-carbostyril-Verbindungen |
| CH639667A CH458729A (de) | 1965-03-30 | 1966-03-21 | Verwendung von 3-Phenyl-7-amino-carbostyril-Verbindungen als optische Aufhellungsmittel mit Ausnahme der Behandlung von Textilfasern in der Textilindustrie |
| IL25426A IL25426A (en) | 1965-03-30 | 1966-03-21 | Brightening agents |
| CH403466A CH466843A (de) | 1965-03-30 | 1966-03-21 | Verwendung von 3-Phenyl-7-amino-carbostyril-Verbindungen als optische Aufhellungsmittel für Textilien |
| US537030A US3420835A (en) | 1965-03-30 | 1966-03-24 | 3-phenyl 7-amino-carbostyrils as brightening agents |
| GB13043/66A GB1087375A (en) | 1965-03-30 | 1966-03-24 | Carbostyril brightening agents |
| NL6603985A NL6603985A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1965-03-30 | 1966-03-25 | |
| ES0324847A ES324847A1 (es) | 1965-03-30 | 1966-03-29 | Procedimiento para la obtencion de un medio blanqueador. |
| AT299766A AT262219B (de) | 1965-03-30 | 1966-03-30 | Aufhellungsmittel |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF45669A DE1278385B (de) | 1965-03-30 | 1965-03-30 | Aufhellungsmittel |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1278385B true DE1278385B (de) | 1968-09-26 |
Family
ID=7100602
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF45669A Pending DE1278385B (de) | 1965-03-30 | 1965-03-30 | Aufhellungsmittel |
Country Status (10)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2083642A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1970-03-28 | 1971-12-17 | Henkel & Cie Gmbh |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4006148A (en) * | 1975-08-06 | 1977-02-01 | Imc Chemical Group, Inc. | Carbostyril derivatives used as coccidiostats |
| JPS5777676A (en) * | 1980-10-31 | 1982-05-15 | Otsuka Pharmaceut Co Ltd | Carbostyril derivative |
| EP3133065A1 (en) | 2015-08-21 | 2017-02-22 | Merck Patent GmbH | Compounds for optically active devices |
| EP3133067A1 (en) * | 2015-08-21 | 2017-02-22 | Merck Patent GmbH | Compounds for optically active devices |
| EP3363786A1 (en) | 2017-02-15 | 2018-08-22 | Merck Patent GmbH | Compounds for optically active devices |
| EP3363793A1 (en) | 2017-02-15 | 2018-08-22 | Merck Patent GmbH | Hydrophobic compounds for optically active devices |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE842074C (de) * | 1946-06-14 | 1952-06-23 | Ciba Geigy | Verfahren zur Herstellung von wasserloeslichen Derivaten von Aminocumarinen |
| US2616855A (en) * | 1948-01-15 | 1952-11-04 | Procter & Gamble | Detergent composition |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3178434A (en) * | 1965-04-13 | Substituted x-amino-carbostyrils | ||
| US2901485A (en) * | 1952-12-23 | 1959-08-25 | American Cyanamid Co | 8-alkoxy-6-aminocarbostyrils |
| US2781345A (en) * | 1954-01-26 | 1957-02-12 | American Cyanamid Co | 6-amino-7, 8-benzocarbostyrils |
| US3008969A (en) * | 1958-05-21 | 1961-11-14 | American Cyanamid Co | 4-substituted-7-carboalkoxyamino-coumarins |
| US3351482A (en) * | 1961-02-21 | 1967-11-07 | Bayer Ag | Synthetic textiles brightened with 3-phenyl-7-hydroxy-coumarin |
| US3356689A (en) * | 1966-02-28 | 1967-12-05 | Geigy Chem Corp | Rearrangement of enamines to form 7-aminocoumarins |
-
1965
- 1965-03-30 DE DEF45669A patent/DE1278385B/de active Pending
-
1966
- 1966-03-17 FR FR53768A patent/FR1471611A/fr not_active Expired
- 1966-03-17 BE BE677977D patent/BE677977A/xx unknown
- 1966-03-21 IL IL25426A patent/IL25426A/xx unknown
- 1966-03-21 CH CH403466A patent/CH466843A/de unknown
- 1966-03-21 CH CH927968A patent/CH500982A/de not_active IP Right Cessation
- 1966-03-21 CH CH639667A patent/CH458729A/de unknown
- 1966-03-24 US US537030A patent/US3420835A/en not_active Expired - Lifetime
- 1966-03-24 GB GB13043/66A patent/GB1087375A/en not_active Expired
- 1966-03-25 NL NL6603985A patent/NL6603985A/xx unknown
- 1966-03-29 ES ES0324847A patent/ES324847A1/es not_active Expired
- 1966-03-30 AT AT299766A patent/AT262219B/de active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE842074C (de) * | 1946-06-14 | 1952-06-23 | Ciba Geigy | Verfahren zur Herstellung von wasserloeslichen Derivaten von Aminocumarinen |
| US2616855A (en) * | 1948-01-15 | 1952-11-04 | Procter & Gamble | Detergent composition |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2083642A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1970-03-28 | 1971-12-17 | Henkel & Cie Gmbh |
Also Published As
| Publication number | Publication date |
|---|---|
| NL6603985A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1966-10-03 |
| GB1087375A (en) | 1967-10-18 |
| CH466843A (de) | 1969-02-14 |
| CH458729A (de) | 1968-06-30 |
| FR1471611A (fr) | 1967-03-03 |
| AT262219B (de) | 1968-06-10 |
| IL25426A (en) | 1969-06-25 |
| US3420835A (en) | 1969-01-07 |
| CH500982A (de) | 1970-12-31 |
| ES324847A1 (es) | 1967-02-16 |
| BE677977A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1966-09-01 |
| CH403466A4 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1968-09-13 |
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