EP0023026B1 - Mischungen von optischen Aufhellern und deren Verwendung - Google Patents
Mischungen von optischen Aufhellern und deren Verwendung Download PDFInfo
- Publication number
- EP0023026B1 EP0023026B1 EP80104161A EP80104161A EP0023026B1 EP 0023026 B1 EP0023026 B1 EP 0023026B1 EP 80104161 A EP80104161 A EP 80104161A EP 80104161 A EP80104161 A EP 80104161A EP 0023026 B1 EP0023026 B1 EP 0023026B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- alkyl
- denotes
- group
- phenyl
- alkoxy
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 22
- 230000003287 optical effect Effects 0.000 title claims abstract description 20
- -1 p-cyanophenyl group Chemical group 0.000 claims abstract description 64
- 150000001875 compounds Chemical class 0.000 claims abstract description 31
- 125000000217 alkyl group Chemical group 0.000 claims description 73
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 60
- 229910052739 hydrogen Inorganic materials 0.000 claims description 43
- 239000001257 hydrogen Substances 0.000 claims description 43
- 125000003545 alkoxy group Chemical group 0.000 claims description 41
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical class [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 31
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 28
- 150000003254 radicals Chemical class 0.000 claims description 20
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 19
- 125000003118 aryl group Chemical group 0.000 claims description 18
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 15
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 14
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 13
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 13
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 12
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 12
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 11
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 11
- 125000000229 (C1-C4)alkoxy group Chemical group 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 9
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 9
- 229910052757 nitrogen Inorganic materials 0.000 claims description 9
- 125000001424 substituent group Chemical group 0.000 claims description 9
- 125000005605 benzo group Chemical group 0.000 claims description 8
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 8
- 229910052760 oxygen Inorganic materials 0.000 claims description 8
- 239000001301 oxygen Substances 0.000 claims description 8
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 7
- 150000003857 carboxamides Chemical class 0.000 claims description 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 7
- 229910052736 halogen Inorganic materials 0.000 claims description 7
- 150000002367 halogens Chemical group 0.000 claims description 7
- 125000004442 acylamino group Chemical group 0.000 claims description 6
- 229910052801 chlorine Inorganic materials 0.000 claims description 6
- 125000005842 heteroatom Chemical group 0.000 claims description 6
- 125000000623 heterocyclic group Chemical group 0.000 claims description 6
- 125000004193 piperazinyl group Chemical group 0.000 claims description 6
- 125000005504 styryl group Chemical group 0.000 claims description 6
- 125000003944 tolyl group Chemical group 0.000 claims description 6
- 125000004414 alkyl thio group Chemical group 0.000 claims description 5
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 239000000835 fiber Substances 0.000 claims description 5
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 5
- 229940124530 sulfonamide Drugs 0.000 claims description 5
- 150000003456 sulfonamides Chemical class 0.000 claims description 5
- 229910052717 sulfur Inorganic materials 0.000 claims description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N Formic acid Chemical group OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 4
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 4
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- 125000003277 amino group Chemical group 0.000 claims description 4
- 150000005840 aryl radicals Chemical class 0.000 claims description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
- 239000011737 fluorine Substances 0.000 claims description 4
- 229910052731 fluorine Inorganic materials 0.000 claims description 4
- 125000001188 haloalkyl group Chemical group 0.000 claims description 4
- 125000005843 halogen group Chemical group 0.000 claims description 4
- 229920000728 polyester Polymers 0.000 claims description 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 4
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
- 125000004423 acyloxy group Chemical group 0.000 claims description 3
- 125000005036 alkoxyphenyl group Chemical group 0.000 claims description 3
- 125000000278 alkyl amino alkyl group Chemical group 0.000 claims description 3
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 3
- 125000004104 aryloxy group Chemical group 0.000 claims description 3
- 125000004181 carboxyalkyl group Chemical group 0.000 claims description 3
- 125000004965 chloroalkyl group Chemical group 0.000 claims description 3
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 3
- 125000001891 dimethoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 3
- 125000005113 hydroxyalkoxy group Chemical group 0.000 claims description 3
- 125000004464 hydroxyphenyl group Chemical group 0.000 claims description 3
- HRDXJKGNWSUIBT-UHFFFAOYSA-N methoxybenzene Chemical group [CH2]OC1=CC=CC=C1 HRDXJKGNWSUIBT-UHFFFAOYSA-N 0.000 claims description 3
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 3
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims description 2
- 125000004173 1-benzimidazolyl group Chemical group [H]C1=NC2=C([H])C([H])=C([H])C([H])=C2N1* 0.000 claims description 2
- 125000004174 2-benzimidazolyl group Chemical group [H]N1C(*)=NC2=C([H])C([H])=C([H])C([H])=C12 0.000 claims description 2
- 125000000590 4-methylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims description 2
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims description 2
- 125000002252 acyl group Chemical group 0.000 claims description 2
- ZSIQJIWKELUFRJ-UHFFFAOYSA-N azepane Chemical compound C1CCCNCC1 ZSIQJIWKELUFRJ-UHFFFAOYSA-N 0.000 claims description 2
- 238000005282 brightening Methods 0.000 claims description 2
- HJMZMZRCABDKKV-UHFFFAOYSA-N carbonocyanidic acid Chemical compound OC(=O)C#N HJMZMZRCABDKKV-UHFFFAOYSA-N 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 125000001624 naphthyl group Chemical group 0.000 claims description 2
- 125000005561 phenanthryl group Chemical group 0.000 claims description 2
- 125000003386 piperidinyl group Chemical group 0.000 claims description 2
- 125000003367 polycyclic group Chemical group 0.000 claims description 2
- 125000001725 pyrenyl group Chemical group 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 239000011593 sulfur Substances 0.000 claims description 2
- 125000004434 sulfur atom Chemical group 0.000 claims description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
- 125000005208 trialkylammonium group Chemical group 0.000 claims description 2
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 1
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 1
- NFGODEMQGQNUKK-UHFFFAOYSA-M [6-(diethylamino)-9-(2-octadecoxycarbonylphenyl)xanthen-3-ylidene]-diethylazanium;chloride Chemical group [Cl-].CCCCCCCCCCCCCCCCCCOC(=O)C1=CC=CC=C1C1=C2C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C21 NFGODEMQGQNUKK-UHFFFAOYSA-M 0.000 claims 1
- 125000005518 carboxamido group Chemical group 0.000 claims 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 1
- 0 CC(C(C)=C*1)c2c1cccc2 Chemical compound CC(C(C)=C*1)c2c1cccc2 0.000 description 13
- 239000000463 material Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- PIGFYZPCRLYGLF-UHFFFAOYSA-N Aluminum nitride Chemical compound [Al]#N PIGFYZPCRLYGLF-UHFFFAOYSA-N 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 239000004753 textile Substances 0.000 description 3
- 125000006727 (C1-C6) alkenyl group Chemical group 0.000 description 2
- WQUHPLQCUQJSQW-UHFFFAOYSA-N 4-(2-phenylethenyl)benzonitrile Chemical compound C1=CC(C#N)=CC=C1C=CC1=CC=CC=C1 WQUHPLQCUQJSQW-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 125000003106 haloaryl group Chemical group 0.000 description 2
- 125000005059 halophenyl group Chemical group 0.000 description 2
- 230000009021 linear effect Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- USLPZCOPYRKTGY-UHFFFAOYSA-N 2-(2-phenylethenyl)benzonitrile Chemical compound N#CC1=CC=CC=C1C=CC1=CC=CC=C1 USLPZCOPYRKTGY-UHFFFAOYSA-N 0.000 description 1
- LQFXWVLRONUJQS-ARJAWSKDSA-N Bc1ccc(/C=C\CC)cc1 Chemical compound Bc1ccc(/C=C\CC)cc1 LQFXWVLRONUJQS-ARJAWSKDSA-N 0.000 description 1
- OCMWJUQUKVDGAZ-UHFFFAOYSA-N C#[N]C1CNCC1 Chemical compound C#[N]C1CNCC1 OCMWJUQUKVDGAZ-UHFFFAOYSA-N 0.000 description 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 description 1
- WEERVPDNCOGWJF-UHFFFAOYSA-N C=Cc1ccc(C=C)cc1 Chemical compound C=Cc1ccc(C=C)cc1 WEERVPDNCOGWJF-UHFFFAOYSA-N 0.000 description 1
- ZPQSYNVQUZWGHP-MFKUBSTISA-N CC(NC(C/N=C(\C)/c1c(ccc2c3c(cc4)ccc2)c3c4cc1)OC)OC Chemical compound CC(NC(C/N=C(\C)/c1c(ccc2c3c(cc4)ccc2)c3c4cc1)OC)OC ZPQSYNVQUZWGHP-MFKUBSTISA-N 0.000 description 1
- QJSIYGUNCDSJFT-CKTOWFFVSA-N CN/C=C(\C=N)/Cl Chemical compound CN/C=C(\C=N)/Cl QJSIYGUNCDSJFT-CKTOWFFVSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- SMEGJBVQLJJKKX-HOTMZDKISA-N [(2R,3S,4S,5R,6R)-5-acetyloxy-3,4,6-trihydroxyoxan-2-yl]methyl acetate Chemical compound CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O)OC(=O)C)O)O SMEGJBVQLJJKKX-HOTMZDKISA-N 0.000 description 1
- 229940081735 acetylcellulose Drugs 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- XJHABGPPCLHLLV-UHFFFAOYSA-N benzo[de]isoquinoline-1,3-dione Chemical class C1=CC(C(=O)NC2=O)=C3C2=CC=CC3=C1 XJHABGPPCLHLLV-UHFFFAOYSA-N 0.000 description 1
- 125000001589 carboacyl group Chemical group 0.000 description 1
- 125000005521 carbonamide group Chemical group 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000001976 improved effect Effects 0.000 description 1
- 230000001965 increasing effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical group [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- DIORMHZUUKOISG-UHFFFAOYSA-N sulfoformic acid Chemical compound OC(=O)S(O)(=O)=O DIORMHZUUKOISG-UHFFFAOYSA-N 0.000 description 1
- 239000000979 synthetic dye Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229910001868 water Inorganic materials 0.000 description 1
Classifications
-
- 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
- D06L4/65—Optical bleaching or brightening with mixtures of optical brighteners
Definitions
- alkyl and alkoxy groups and other groups derived therefrom contain 1 to 4 carbon atoms.
- non-chromophore substituents ⁇ is to be understood as meaning alkyl, alkoxy, aryl, aralkyl, trifluoromethyl, cycloalkyl, halogen, alkylsulfonyl, carboxy, sulfonic acid, cyano, carbonamide, sulfonamide, carboxylic acid alkyl ester, sulfonic acid alkyl ester.
- Mixtures according to the invention of optical brighteners consisting of a compound of formula 1 are also preferred and one or more compounds of the formulas 2b ⁇ 6b where R 1 in the 5-position is a hydrogen or chlorine atom, a methyl or phenyl group and R 2 is a hydrogen atom or R 1 and R 2 are both a methyl group in the 5,6- or 5,7-position, n O or 1 and B.
- R 14 is (C 1 ⁇ C 6 ) alkyl, (C 1 ⁇ C 6 ) chloroalkyl, (C 1 ⁇ C 4 ) alkoxy- (C 1 ⁇ C 4 ) alkyl, hydroxy- (C 1 ⁇ C 4 ) -alkyl or a group of the formula - (CH 2 CH 2 O) n ⁇ R, n 2 or 3 and R is hydrogen or (C 1 ⁇ C 4 ) -alkyl, R 15 is phenyl, halophenyl, (C 1 ⁇ C 4 ) -alkylphenyl or (C 1 ⁇ C 4 ) -lkoxyphenyl, R 22 is (C 1 -C 4 ) -alkyl and R 23 is cyano or carbo- (C I -C 4 ) -alkoxy, where R 3 is hydrogen or (C 1 ⁇ C 6 ) alkyl, (C 1 ⁇ C 6 ) chloroalkyl, (C 1 ⁇
- optical brighteners consisting of a compound of the formula 1 a and one or more compounds of the following formulas are also preferred.
- R 1 and R 2 in the 5,6-position methyl and B carbomethoxy R hydrogen, R 1 hydrogen or methyl in the 5-position and B carbomethoxy, cyano or a group of the formulas wherein R 14 and R 22 (C 1 ⁇ C 3 ) alkyl and R 15 is phenyl, 4-methylphenyl, or R 1 is hydrogen, methyl or t-butyl in the 5-position, R 2 is hydrogen or methyl in the 7-position and B is phenyl, where R 3 is hydrogen or methoxy, or or where R 2 is hydrogen or methyl.
- R 1 " and R 2" are hydrogen or alkyl and B "is a group of the formulas and R 14 " denotes alkyl or methoxyethyl.
- R 1 " and R 2" are hydrogen or alkyl and B "is a group of the formulas and R 14 " denotes alkyl or methoxyethyl.
- R 14 denotes alkyl or methoxyethyl.
- the mixing ratio for the individual components is between 0.05 and 0.95, preferably 0.20-0.80 parts by weight for the compounds of formula 1 and correspondingly 0.95 to 0.05, preferably 0.80-0 , 20 parts by weight for the other compounds of the formulas 2 to 6.
- These compounds of the formulas 2 to 6 can be used individually or in any mixture with one another, the mixing ratio of these compounds with one another being completely uncritical and being able to be varied as desired.
- the optimal mixing ratio of all compounds of the formulas 1 to 6 depends in individual cases on the structure of the respective compounds and can easily be determined by simple preliminary tests.
- the individual components are dispersed in a liquid medium, for. B. brought water into the commercial form.
- the individual components can be dispersed individually and the dispersions can then be added together.
- the individual components can also be mixed together in bulk and then dispersed together. This dispersion process takes place in the usual way in ball mills, colloid mills, bead mills or dispersion kneaders.
- the mixtures according to the invention are particularly suitable for lightening textile material made from linear polyesters, polyamides and acetyl cellulose. However, these mixtures can also be used with good results in blended fabrics which consist of linear polyesters and other synthetic or natural fibers, in particular fibers containing hydroxyl groups, in particular cotton.
- optical brighteners are applied under the conditions customary for the use of optical brighteners, for example using the exhaust process at 90 ° C. to 130 ° C. with or without addition of accelerators (carriers) or using the thermosol process.
- the water-insoluble brightener and the mixtures according to the invention can also be used in organic solvents, for. B. perchlorethylene, fluorinated hydrocarbons can be used in solution.
- the textile material can be treated in the exhaust process with the solvent liquor which contains the optical brightener, or one can impregnate, splash, spray the textile material with the brightener-containing solvent liquor and then dry at temperatures of 120-220 ° C, the optical brightener being used is completely fixed in the fiber.
- the material is squeezed between rollers with a padder so that there is a moisture absorption of approx. 80%. This corresponds to an absorption of optical brighteners on the goods of 0.064%.
- the material which had been blocked in this way was then thermosolated on a stenter for 30 seconds at 170 ° C. [table (a)] or 210 ° C. [table (b)].
- the specified degrees of whiteness according to Ganz were obtained. The degrees of whiteness were measured using a DMC-25 spectrophotometer (from Carl Zeiss, Oberkochen).
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring (AREA)
- Medicinal Preparation (AREA)
- Plural Heterocyclic Compounds (AREA)
- Dental Preparations (AREA)
- Prostheses (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT80104161T ATE6375T1 (de) | 1979-07-21 | 1980-07-16 | Mischungen von optischen aufhellern und deren verwendung. |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2929591 | 1979-07-21 | ||
| DE19792929591 DE2929591A1 (de) | 1979-07-21 | 1979-07-21 | Mischungen von optischen aufhellern |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0023026A1 EP0023026A1 (de) | 1981-01-28 |
| EP0023026B1 true EP0023026B1 (de) | 1984-02-22 |
Family
ID=6076374
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP80104161A Expired EP0023026B1 (de) | 1979-07-21 | 1980-07-16 | Mischungen von optischen Aufhellern und deren Verwendung |
Country Status (11)
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0030917B2 (de) * | 1979-12-13 | 1991-03-20 | Ciba-Geigy Ag | Optische Aufheller aus Bis-styrylbenzolverbindungen, Verfahren zu deren Herstellung und deren Verwendung |
| DE3001066A1 (de) * | 1980-01-12 | 1981-07-16 | Basf Ag, 6700 Ludwigshafen | Mischungen optischer aufheller |
| DE3001065A1 (de) * | 1980-01-12 | 1981-07-16 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von optischen aufhellern |
| DE3027479A1 (de) * | 1980-07-19 | 1982-03-04 | Hoechst Ag, 6000 Frankfurt | Mischungen von optischen aufhellern und deren verwendung |
| DE3104992A1 (de) * | 1981-02-12 | 1982-08-26 | Hoechst Ag, 6000 Frankfurt | "mischungen von optischen aufhellern" |
| US4778622A (en) * | 1986-03-21 | 1988-10-18 | Ciba-Geigy Corporation | Mixtures of fluorescent whitening agents |
| EP0242335B1 (de) * | 1986-04-18 | 1991-05-08 | Ciba-Geigy Ag | Mischungen von optischen Aufhellern |
| CH671956A5 (enrdf_load_stackoverflow) * | 1987-01-29 | 1989-10-13 | Ciba Geigy Ag | |
| EP0323399B1 (de) * | 1987-11-27 | 1993-02-17 | Ciba-Geigy Ag | Aufhellerdispersion |
| DE19607046A1 (de) * | 1996-02-24 | 1997-08-28 | Hoechst Ag | Mischungen von optischen Aufhellern für Kunststoffe |
| DE10219993A1 (de) * | 2002-05-03 | 2003-11-20 | Basf Ag | Verfahren zum Aufhellen von textilen Materialien |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1415977A (fr) * | 1963-10-31 | 1965-10-29 | Basf Ag | Procédé pour l'azurage optique de matériaux en polyesters et en polyamides synthétiques |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1469821B2 (de) * | 1959-06-24 | 1972-03-23 | Badische Anilin & Soda Fabrik AG, 6700 Ludwigshafen | Optische Aufheller für makromolekulare organische Stoffe |
| CH533670A (de) * | 1968-12-05 | 1973-02-15 | Ciba Geigy Ag | Optische Aufhellmittel enthaltende anorganische Weisspigmente |
| DE2037854C2 (de) * | 1970-07-30 | 1983-07-07 | Bayer Ag, 5090 Leverkusen | 3-(4-Chlor-1-pyrazolyl)-7-v-triazol-2-yl-cumarin-Verbindungen und deren Verwendung zum optischen Aufhellen |
| JPS544973A (en) * | 1977-06-13 | 1979-01-16 | Daiken Trade & Industry | Waterproof treatment for board |
-
1979
- 1979-07-21 DE DE19792929591 patent/DE2929591A1/de not_active Withdrawn
-
1980
- 1980-07-15 ES ES493375A patent/ES8105054A1/es not_active Expired
- 1980-07-16 DE DE8080104161T patent/DE3066691D1/de not_active Expired
- 1980-07-16 US US06/169,873 patent/US4336155A/en not_active Expired - Lifetime
- 1980-07-16 EP EP80104161A patent/EP0023026B1/de not_active Expired
- 1980-07-16 AT AT80104161T patent/ATE6375T1/de active
- 1980-07-18 JP JP9769480A patent/JPS5618656A/ja active Granted
- 1980-07-18 BR BR8004499A patent/BR8004499A/pt not_active IP Right Cessation
- 1980-07-18 CA CA000356457A patent/CA1153160A/en not_active Expired
- 1980-07-18 AU AU60638/80A patent/AU533250B2/en not_active Ceased
- 1980-07-18 ZA ZA00804367A patent/ZA804367B/xx unknown
- 1980-07-21 PH PH24316A patent/PH16626A/en unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1415977A (fr) * | 1963-10-31 | 1965-10-29 | Basf Ag | Procédé pour l'azurage optique de matériaux en polyesters et en polyamides synthétiques |
Non-Patent Citations (1)
| Title |
|---|
| THE CHEMISTRY OF SYNTHETIC DYER BAND V, KAP. VIII (K. VENKATAVAMAN) * |
Also Published As
| Publication number | Publication date |
|---|---|
| PH16626A (en) | 1983-12-05 |
| DE3066691D1 (en) | 1984-03-29 |
| CA1153160A (en) | 1983-09-06 |
| DE2929591A1 (de) | 1981-02-05 |
| US4336155A (en) | 1982-06-22 |
| ZA804367B (en) | 1981-07-29 |
| ES493375A0 (es) | 1981-05-16 |
| ES8105054A1 (es) | 1981-05-16 |
| AU533250B2 (en) | 1983-11-10 |
| BR8004499A (pt) | 1981-01-27 |
| ATE6375T1 (de) | 1984-03-15 |
| EP0023026A1 (de) | 1981-01-28 |
| AU6063880A (en) | 1981-01-22 |
| JPH0116868B2 (enrdf_load_stackoverflow) | 1989-03-28 |
| JPS5618656A (en) | 1981-02-21 |
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