NO127356B - - Google Patents
Download PDFInfo
- Publication number
- NO127356B NO127356B NO00167320A NO16732067A NO127356B NO 127356 B NO127356 B NO 127356B NO 00167320 A NO00167320 A NO 00167320A NO 16732067 A NO16732067 A NO 16732067A NO 127356 B NO127356 B NO 127356B
- Authority
- NO
- Norway
- Prior art keywords
- under
- phenyl
- coumarin
- triazolyl
- formula
- Prior art date
Links
- 125000000217 alkyl group Chemical group 0.000 claims description 11
- -1 cyan Chemical group 0.000 claims description 11
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 9
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 6
- 125000003277 amino group Chemical group 0.000 claims description 5
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 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
- 125000003262 carboxylic acid ester group Chemical group [H]C([H])([*:2])OC(=O)C([H])([H])[*:1] 0.000 claims description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- 239000004480 active ingredient Substances 0.000 claims description 2
- 125000002843 carboxylic acid group Chemical group 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 239000000460 chlorine Chemical group 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 230000003287 optical effect Effects 0.000 claims description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 3
- 239000003795 chemical substances by application Substances 0.000 description 33
- 238000005282 brightening Methods 0.000 description 13
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 11
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 8
- 229960000956 coumarin Drugs 0.000 description 8
- 239000004744 fabric Substances 0.000 description 7
- 239000000463 material Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 150000008049 diazo compounds Chemical class 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- RBNQBFQJAPNXMI-UHFFFAOYSA-N 7-hydrazinyl-3-phenylchromen-2-one Chemical compound O=C1OC2=CC(NN)=CC=C2C=C1C1=CC=CC=C1 RBNQBFQJAPNXMI-UHFFFAOYSA-N 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- 229960000583 acetic acid Drugs 0.000 description 4
- FSEUPUDHEBLWJY-HWKANZROSA-N diacetylmonoxime Chemical compound CC(=O)C(\C)=N\O FSEUPUDHEBLWJY-HWKANZROSA-N 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 239000002966 varnish Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- CRFNEYSUJWNEOQ-UHFFFAOYSA-N 7-amino-3-(4-methylphenyl)chromen-2-one Chemical compound C1(=CC=C(C=C1)C=1C(OC2=CC(=CC=C2C1)N)=O)C CRFNEYSUJWNEOQ-UHFFFAOYSA-N 0.000 description 3
- IJCLOOKYCQWSJA-UHFFFAOYSA-N 7-amino-3-phenylchromen-2-one Chemical compound O=C1OC2=CC(N)=CC=C2C=C1C1=CC=CC=C1 IJCLOOKYCQWSJA-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- 125000004442 acylamino group Chemical group 0.000 description 3
- MXMOTZIXVICDSD-UHFFFAOYSA-N anisoyl chloride Chemical compound COC1=CC=C(C(Cl)=O)C=C1 MXMOTZIXVICDSD-UHFFFAOYSA-N 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- FYFYCAVDUPOEOO-UHFFFAOYSA-N n-(2-nitroethylidene)hydroxylamine Chemical compound ON=CC[N+]([O-])=O FYFYCAVDUPOEOO-UHFFFAOYSA-N 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- FIDRAVVQGKNYQK-UHFFFAOYSA-N 1,2,3,4-tetrahydrotriazine Chemical compound C1NNNC=C1 FIDRAVVQGKNYQK-UHFFFAOYSA-N 0.000 description 2
- HFRRXTODLZATTR-UHFFFAOYSA-N 1-(4-ethoxyphenyl)-2-hydroxyiminoethanone Chemical compound C(C)OC1=CC=C(C=C1)C(C=NO)=O HFRRXTODLZATTR-UHFFFAOYSA-N 0.000 description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
- ZPMWWAIBJJFPPQ-UHFFFAOYSA-N 2-ethoxyacetyl chloride Chemical compound CCOCC(Cl)=O ZPMWWAIBJJFPPQ-UHFFFAOYSA-N 0.000 description 2
- LANIGOHQUOHJPR-UHFFFAOYSA-N 2-hydroxyimino-1-(4-methoxyphenyl)ethanone Chemical compound COC1=CC=C(C(=O)C=NO)C=C1 LANIGOHQUOHJPR-UHFFFAOYSA-N 0.000 description 2
- RZNHSEZOLFEFGB-UHFFFAOYSA-N 2-methoxybenzoyl chloride Chemical compound COC1=CC=CC=C1C(Cl)=O RZNHSEZOLFEFGB-UHFFFAOYSA-N 0.000 description 2
- FVWDYQOFIQLBQD-UHFFFAOYSA-N 3-(3-aminophenyl)prop-2-enamide Chemical compound NC(=O)C=CC1=CC=CC(N)=C1 FVWDYQOFIQLBQD-UHFFFAOYSA-N 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- RRHXPUCIXLAHIY-UHFFFAOYSA-N 7-aminochromen-2-one Chemical class C1=CC(=O)OC2=CC(N)=CC=C21 RRHXPUCIXLAHIY-UHFFFAOYSA-N 0.000 description 2
- BLDBRZOCHLNVCP-UHFFFAOYSA-N 7-hydrazinyl-3-(4-methylphenyl)chromen-2-one Chemical compound C1=CC(C)=CC=C1C1=CC2=CC=C(NN)C=C2OC1=O BLDBRZOCHLNVCP-UHFFFAOYSA-N 0.000 description 2
- RLZXZQMECFLKBK-UHFFFAOYSA-N 7-hydrazinylchromen-2-one Chemical class C1=CC(=O)OC2=CC(NN)=CC=C21 RLZXZQMECFLKBK-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- KFXYYTRZJSVOQR-UHFFFAOYSA-N CC(C(C(C=CC=C1)=C1Cl)=NO)=O Chemical compound CC(C(C(C=CC=C1)=C1Cl)=NO)=O KFXYYTRZJSVOQR-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- 239000000020 Nitrocellulose Substances 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000007868 Raney catalyst Substances 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
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 2
- 239000012346 acetyl chloride Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 229920002301 cellulose acetate Polymers 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 150000004775 coumarins Chemical class 0.000 description 2
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 2
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 239000011888 foil Substances 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 238000005286 illumination Methods 0.000 description 2
- 229920001220 nitrocellulos Polymers 0.000 description 2
- 229920000151 polyglycol Polymers 0.000 description 2
- 239000010695 polyglycol Substances 0.000 description 2
- 229920000915 polyvinyl chloride Polymers 0.000 description 2
- 239000004800 polyvinyl chloride Substances 0.000 description 2
- MWZFQMUXPSUDJQ-KVVVOXFISA-M sodium;[(z)-octadec-9-enyl] sulfate Chemical compound [Na+].CCCCCCCC\C=C/CCCCCCCCOS([O-])(=O)=O MWZFQMUXPSUDJQ-KVVVOXFISA-M 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 230000004584 weight gain Effects 0.000 description 2
- 235000019786 weight gain Nutrition 0.000 description 2
- MLNKXLRYCLKJSS-RMKNXTFCSA-N (2e)-2-hydroxyimino-1-phenylethanone Chemical compound O\N=C\C(=O)C1=CC=CC=C1 MLNKXLRYCLKJSS-RMKNXTFCSA-N 0.000 description 1
- KETQAJRQOHHATG-UHFFFAOYSA-N 1,2-naphthoquinone Chemical compound C1=CC=C2C(=O)C(=O)C=CC2=C1 KETQAJRQOHHATG-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- IGADVFBPCKSVKU-UHFFFAOYSA-N 1-(4-chlorophenyl)-1-hydroxyiminopropan-2-one Chemical compound CC(=O)C(=NO)C1=CC=C(Cl)C=C1 IGADVFBPCKSVKU-UHFFFAOYSA-N 0.000 description 1
- IBSQPLPBRSHTTG-UHFFFAOYSA-N 1-chloro-2-methylbenzene Chemical compound CC1=CC=CC=C1Cl IBSQPLPBRSHTTG-UHFFFAOYSA-N 0.000 description 1
- CWWCKYJHRUMVFZ-UHFFFAOYSA-N 1-hydroxyimino-1-(2-methylphenyl)propan-2-one Chemical compound N(O)=C(C(=O)C)C1=C(C=CC=C1)C CWWCKYJHRUMVFZ-UHFFFAOYSA-N 0.000 description 1
- NUBYVBHXBXOCPP-UHFFFAOYSA-N 1-hydroxyimino-1-(4-methylphenyl)propan-2-one Chemical compound CC(=O)C(=NO)C1=CC=C(C)C=C1 NUBYVBHXBXOCPP-UHFFFAOYSA-N 0.000 description 1
- YQHWURFNAULYNW-UHFFFAOYSA-N 1-hydroxyimino-1-phenylpropan-2-one Chemical compound CC(=O)C(=NO)C1=CC=CC=C1 YQHWURFNAULYNW-UHFFFAOYSA-N 0.000 description 1
- JVSFQJZRHXAUGT-UHFFFAOYSA-N 2,2-dimethylpropanoyl chloride Chemical compound CC(C)(C)C(Cl)=O JVSFQJZRHXAUGT-UHFFFAOYSA-N 0.000 description 1
- NJBCRXCAPCODGX-UHFFFAOYSA-N 2-methyl-n-(2-methylpropyl)propan-1-amine Chemical compound CC(C)CNCC(C)C NJBCRXCAPCODGX-UHFFFAOYSA-N 0.000 description 1
- CLFHFRQFMGHBIB-UHFFFAOYSA-N 3-(3-chlorophenyl)-7-hydrazinylchromen-2-one Chemical compound O=C1OC2=CC(NN)=CC=C2C=C1C1=CC=CC(Cl)=C1 CLFHFRQFMGHBIB-UHFFFAOYSA-N 0.000 description 1
- YXEQYZIFSJVYFN-UHFFFAOYSA-N 3-amino-3-phenylprop-2-enamide Chemical compound NC(=O)C=C(N)C1=CC=CC=C1 YXEQYZIFSJVYFN-UHFFFAOYSA-N 0.000 description 1
- HCDKAKHHXNYECW-UHFFFAOYSA-N 3-hydrazinylchromen-2-one Chemical compound C1=CC=C2OC(=O)C(NN)=CC2=C1 HCDKAKHHXNYECW-UHFFFAOYSA-N 0.000 description 1
- ISULZYQDGYXDFW-UHFFFAOYSA-N 3-methylbutanoyl chloride Chemical compound CC(C)CC(Cl)=O ISULZYQDGYXDFW-UHFFFAOYSA-N 0.000 description 1
- OPFSBBBDOCTPCC-UHFFFAOYSA-N 4,6-dichloro-n-(2-methylphenyl)-1,3,5-triazin-2-amine Chemical compound CC1=CC=CC=C1NC1=NC(Cl)=NC(Cl)=N1 OPFSBBBDOCTPCC-UHFFFAOYSA-N 0.000 description 1
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 239000005749 Copper compound Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 102000010410 Nogo Proteins Human genes 0.000 description 1
- 108010077641 Nogo Proteins Proteins 0.000 description 1
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical class C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 229940072056 alginate Drugs 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 229940040526 anhydrous sodium acetate Drugs 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 150000005840 aryl radicals Chemical class 0.000 description 1
- ZSIQJIWKELUFRJ-UHFFFAOYSA-N azepane Chemical compound C1CCCNCC1 ZSIQJIWKELUFRJ-UHFFFAOYSA-N 0.000 description 1
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N benzo-alpha-pyrone Natural products C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 1
- DVECBJCOGJRVPX-UHFFFAOYSA-N butyryl chloride Chemical compound CCCC(Cl)=O DVECBJCOGJRVPX-UHFFFAOYSA-N 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 150000001879 copper Chemical class 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 150000004699 copper complex Chemical class 0.000 description 1
- 150000001880 copper compounds Chemical class 0.000 description 1
- 235000001671 coumarin Nutrition 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- WEHWNAOGRSTTBQ-UHFFFAOYSA-N dipropylamine Chemical compound CCCNCCC WEHWNAOGRSTTBQ-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 150000002081 enamines Chemical class 0.000 description 1
- YPMPTULBFPFSEQ-PLNGDYQASA-N ethyl (z)-3-aminobut-2-enoate Chemical compound CCOC(=O)\C=C(\C)N YPMPTULBFPFSEQ-PLNGDYQASA-N 0.000 description 1
- RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 150000007857 hydrazones Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- RZWZRACFZGVKFM-UHFFFAOYSA-N propanoyl chloride Chemical compound CCC(Cl)=O RZWZRACFZGVKFM-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F04—POSITIVE - DISPLACEMENT MACHINES FOR LIQUIDS; PUMPS FOR LIQUIDS OR ELASTIC FLUIDS
- F04B—POSITIVE-DISPLACEMENT MACHINES FOR LIQUIDS; PUMPS
- F04B43/00—Machines, pumps, or pumping installations having flexible working members
- F04B43/02—Machines, pumps, or pumping installations having flexible working members having plate-like flexible members, e.g. diaphragms
- F04B43/04—Pumps having electric drive
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F04—POSITIVE - DISPLACEMENT MACHINES FOR LIQUIDS; PUMPS FOR LIQUIDS OR ELASTIC FLUIDS
- F04B—POSITIVE-DISPLACEMENT MACHINES FOR LIQUIDS; PUMPS
- F04B43/00—Machines, pumps, or pumping installations having flexible working members
- F04B43/0009—Special features
- F04B43/0036—Special features the flexible member being formed as an O-ring
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F04—POSITIVE - DISPLACEMENT MACHINES FOR LIQUIDS; PUMPS FOR LIQUIDS OR ELASTIC FLUIDS
- F04B—POSITIVE-DISPLACEMENT MACHINES FOR LIQUIDS; PUMPS
- F04B53/00—Component parts, details or accessories not provided for in, or of interest apart from, groups F04B1/00 - F04B23/00 or F04B39/00 - F04B47/00
- F04B53/10—Valves; Arrangement of valves
- F04B53/1037—Flap valves
- F04B53/1047—Flap valves the valve being formed by one or more flexible elements
- F04B53/106—Flap valves the valve being formed by one or more flexible elements the valve being a membrane
- F04B53/1065—Flap valves the valve being formed by one or more flexible elements the valve being a membrane fixed at its centre
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F04—POSITIVE - DISPLACEMENT MACHINES FOR LIQUIDS; PUMPS FOR LIQUIDS OR ELASTIC FLUIDS
- F04B—POSITIVE-DISPLACEMENT MACHINES FOR LIQUIDS; PUMPS
- F04B53/00—Component parts, details or accessories not provided for in, or of interest apart from, groups F04B1/00 - F04B23/00 or F04B39/00 - F04B47/00
- F04B53/10—Valves; Arrangement of valves
- F04B53/109—Valves; Arrangement of valves inlet and outlet valve forming one unit
-
- H—ELECTRICITY
- H02—GENERATION; CONVERSION OR DISTRIBUTION OF ELECTRIC POWER
- H02K—DYNAMO-ELECTRIC MACHINES
- H02K33/00—Motors with reciprocating, oscillating or vibrating magnet, armature or coil system
- H02K33/02—Motors with reciprocating, oscillating or vibrating magnet, armature or coil system with armatures moved one way by energisation of a single coil system and returned by mechanical force, e.g. by springs
- H02K33/04—Motors with reciprocating, oscillating or vibrating magnet, armature or coil system with armatures moved one way by energisation of a single coil system and returned by mechanical force, e.g. by springs wherein the frequency of operation is determined by the frequency of uninterrupted AC energisation
Landscapes
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- General Engineering & Computer Science (AREA)
- Power Engineering (AREA)
- Plural Heterocyclic Compounds (AREA)
- Coloring (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Laminated Bodies (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1794396A DE1794396C2 (de) | 1966-03-19 | 1966-03-19 | Aufhellungsmittel |
| DEF0048712 | 1966-03-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO127356B true NO127356B (ru) | 1973-06-12 |
Family
ID=25756095
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO00167320A NO127356B (ru) | 1966-03-19 | 1967-03-16 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US3646052A (ru) |
| BE (1) | BE695656A (ru) |
| CH (2) | CH461089A (ru) |
| DE (2) | DE1794396C2 (ru) |
| ES (1) | ES338212A1 (ru) |
| FI (1) | FI45673C (ru) |
| FR (1) | FR1514847A (ru) |
| GB (1) | GB1113918A (ru) |
| IL (1) | IL27568A (ru) |
| NL (1) | NL151373B (ru) |
| NO (1) | NO127356B (ru) |
| SE (1) | SE354670B (ru) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4006158A (en) * | 1967-01-05 | 1977-02-01 | Sandoz Ltd. | Fluorescent 1,2,3-triazole derivatives of 3-phenylcoumarin |
| CH540270A (de) * | 1970-03-23 | 1973-08-15 | Ciba Geigy Ag | Verfahren zur Herstellung von in 4-Stellung eine abgewandelte Methylgruppe aufweisenden v-Triazolverbindungen |
| CH620322B (de) * | 1976-03-26 | Ciba Geigy Ag | Verwendung von 3-phenyl-7-(v-triazol-2-yl)-cumarinen zum optischen aufhellen von organischen materialien. | |
| DE2712686C2 (de) * | 1977-03-23 | 1986-09-04 | Bayer Ag, 5090 Leverkusen | 4-Triazinyl-4'-benzoxazolyl- bzw. 4'-phenyl-stilben-derivate |
| JP4666256B2 (ja) * | 2002-12-10 | 2011-04-06 | 小野薬品工業株式会社 | 含窒素複素環化合物およびその医薬用途 |
| CN104244944B (zh) | 2011-12-30 | 2018-06-08 | Ptc医疗公司 | 用于治疗脊髓性肌萎缩症的化合物 |
| JP6277095B2 (ja) * | 2014-09-03 | 2018-02-07 | 富士フイルム株式会社 | セルロースアシレートフィルム、偏光板および液晶表示装置 |
-
1966
- 1966-03-19 DE DE1794396A patent/DE1794396C2/de not_active Expired
- 1966-03-19 DE DE1594845A patent/DE1594845C3/de not_active Expired
-
1967
- 1967-03-10 IL IL27568A patent/IL27568A/en unknown
- 1967-03-15 GB GB12163/67A patent/GB1113918A/en not_active Expired
- 1967-03-16 NO NO00167320A patent/NO127356B/no unknown
- 1967-03-16 NL NL676703980A patent/NL151373B/xx unknown
- 1967-03-17 BE BE695656D patent/BE695656A/xx unknown
- 1967-03-17 CH CH1109268A patent/CH461089A/de unknown
- 1967-03-17 FI FI670808A patent/FI45673C/fi active
- 1967-03-17 FR FR99349A patent/FR1514847A/fr not_active Expired
- 1967-03-17 CH CH392267A patent/CH469131A/de unknown
- 1967-03-17 SE SE03759/67A patent/SE354670B/xx unknown
- 1967-03-18 ES ES338212A patent/ES338212A1/es not_active Expired
-
1970
- 1970-03-11 US US18003A patent/US3646052A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| CH461089A (de) | 1968-08-15 |
| DE1594845B2 (de) | 1981-06-19 |
| DE1594845A1 (de) | 1972-03-16 |
| DE1794396B1 (de) | 1974-08-15 |
| ES338212A1 (es) | 1968-04-01 |
| SE354670B (ru) | 1973-03-19 |
| GB1113918A (en) | 1968-05-15 |
| US3646052A (en) | 1972-02-29 |
| CH469131A (de) | 1968-11-15 |
| NL6703980A (ru) | 1967-09-20 |
| FI45673B (ru) | 1972-05-02 |
| NL151373B (nl) | 1976-11-15 |
| DE1594845C3 (de) | 1982-05-19 |
| FI45673C (fi) | 1972-08-10 |
| IL27568A (en) | 1971-07-28 |
| BE695656A (ru) | 1967-09-01 |
| FR1514847A (fr) | 1968-02-23 |
| DE1794396C2 (de) | 1975-04-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US2610152A (en) | Detergent compositions containing amino-coumarins | |
| US2463264A (en) | Derivatives of cyclic amidines and process of making same | |
| US5338319A (en) | Process for the photochemical and thermal stabilization of polyamide fibre material with a copper complex having fibre-affinity and an oxalic acid diarylamide | |
| US2784183A (en) | Fluorescent monotriazole compounds | |
| US3470167A (en) | Triazolyl styryl optical whitening agents | |
| NO127356B (ru) | ||
| US3049438A (en) | Pyridotriazole brighteners | |
| IL27211A (en) | 1,2,3-triazolyl-2-stilbenes and their use as brightening agents | |
| EP0023022B1 (de) | Cumarinverbindungen, Verfahren zu deren Herstellung sowie die dafür verwendeten Zwischenprodukte an sich und ihre Verwendung zum Färben oder Bedrucken von Textilien | |
| US2702296A (en) | Fluorescent whitening agents | |
| US3255199A (en) | Certain thiophene-2, 5-diyl-bis (benzoxazole) compounds | |
| US3579511A (en) | Triazole compounds,processes for their manufacture and use | |
| US2713056A (en) | Fluorescent whitening agents | |
| US2527425A (en) | Stilbene disulfonic acid products | |
| US1982681A (en) | Diazoimino compound produced from heterocyclic imines | |
| US2694064A (en) | Triazese optical brightening agents | |
| US3449333A (en) | Arylpyrazolyl-(1)-stilbene compounds | |
| US3184459A (en) | Chs chj | |
| US3506657A (en) | 6,6'-substituted 3,3'-disulfo-4,4'-dinitro- and 3,3'-disulfo-4,4'-diamino-stilbene | |
| US3817990A (en) | Triazole brighteners | |
| US2658065A (en) | Triazine fluorescent agents | |
| US4233440A (en) | Triazolyl-stilbenes | |
| US2013181A (en) | sulphonic acib and carboxyhc acid | |
| USRE23703E (en) | Amino-coumarin- sulfonates | |
| EP0344776B1 (de) | Benzofuranylbiphenyle |