EP0023026A1 - Mélanges d'agents de blanchiment optiques et leur utilisation - Google Patents

Mélanges d'agents de blanchiment optiques et leur utilisation Download PDF

Info

Publication number: EP0023026A1
Authority: EP; European Patent Office
Prior art keywords: alkyl; group; phenyl; alkoxy; hydrogen
Prior art date: 1979-07-21
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

Application number

EP80104161A

Other languages

German (de)

English (en)

Other versions

EP0023026B1 (fr

Inventor

Thomas Dr. Martini

Rüdiger Dr. Erckel

Horst Dr. Frühbeis

Günter Rösch

Heinz Probst

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Hoechst AG

Original Assignee

Hoechst AG

Priority date (The priority date 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 date listed.)

1979-07-21

Filing date

1980-07-16

Publication date

1981-01-28

1980-07-16 Application filed by Hoechst AG filed Critical Hoechst AG

1980-07-16 Priority to AT80104161T priority Critical patent/ATE6375T1/de

1981-01-28 Publication of EP0023026A1 publication Critical patent/EP0023026A1/fr

1984-02-22 Application granted granted Critical

1984-02-22 Publication of EP0023026B1 publication Critical patent/EP0023026B1/fr

Status Expired legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 23
230000003287 optical effect Effects 0.000 title claims abstract description 18
-1 p-cyanophenyl group Chemical group 0.000 claims abstract description 60
150000001875 compounds Chemical class 0.000 claims abstract description 29
125000000217 alkyl group Chemical group 0.000 claims description 76
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 54
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 40
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical class [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 32
125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 23
150000003254 radicals Chemical class 0.000 claims description 20
125000003118 aryl group Chemical group 0.000 claims description 18
125000004183 alkoxy alkyl group Chemical group 0.000 claims description 17
125000004093 cyano group Chemical group *C#N 0.000 claims description 16
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 14
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 14
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 14
RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 13
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 12
125000001309 chloro group Chemical group Cl* 0.000 claims description 12
125000004663 dialkyl amino group Chemical group 0.000 claims description 11
125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 10
229910052757 nitrogen Inorganic materials 0.000 claims description 10
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 9
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
125000001424 substituent group Chemical group 0.000 claims description 9
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 8
125000000623 heterocyclic group Chemical group 0.000 claims description 8
125000002768 hydroxyalkyl group Chemical group 0.000 claims description 8
125000004433 nitrogen atom Chemical group N* 0.000 claims description 8
125000003710 aryl alkyl group Chemical group 0.000 claims description 7
125000005605 benzo group Chemical group 0.000 claims description 7
125000004985 dialkyl amino alkyl 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
229910052760 oxygen Inorganic materials 0.000 claims description 7
239000001301 oxygen Substances 0.000 claims description 7
PIGFYZPCRLYGLF-UHFFFAOYSA-N Aluminum nitride Chemical compound [Al]#N PIGFYZPCRLYGLF-UHFFFAOYSA-N 0.000 claims description 6
125000004442 acylamino group Chemical group 0.000 claims description 6
229910052801 chlorine Inorganic materials 0.000 claims description 6
125000000753 cycloalkyl group Chemical group 0.000 claims description 6
125000001188 haloalkyl group Chemical group 0.000 claims description 6
125000005842 heteroatom 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
125000004432 carbon atom Chemical group C* 0.000 claims description 5
150000003857 carboxamides Chemical class 0.000 claims description 5
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 5
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 4
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
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
125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 4
125000004965 chloroalkyl group Chemical group 0.000 claims description 4
239000000835 fiber Substances 0.000 claims description 4
239000011737 fluorine Substances 0.000 claims description 4
229910052731 fluorine Inorganic materials 0.000 claims description 4
125000003106 haloaryl group Chemical group 0.000 claims description 4
125000005843 halogen group Chemical group 0.000 claims description 4
125000005059 halophenyl group Chemical group 0.000 claims description 4
125000004430 oxygen atom Chemical group O* 0.000 claims description 4
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 4
229920000728 polyester Polymers 0.000 claims description 4
229910052717 sulfur Chemical group 0.000 claims description 4
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 4
125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 3
BDAGIHXWWSANSR-UHFFFAOYSA-N Formic acid Chemical group OC=O BDAGIHXWWSANSR-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
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
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 claims description 3
125000006273 (C1-C3) 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
QWENRTYMTSOGBR-UHFFFAOYSA-N 1H-1,2,3-Triazole Chemical compound C=1C=NNN=1 QWENRTYMTSOGBR-UHFFFAOYSA-N 0.000 claims description 2
125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 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
125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 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
125000001589 carboacyl group Chemical group 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
229940124530 sulfonamide Drugs 0.000 claims description 2
150000003456 sulfonamides Chemical class 0.000 claims description 2
239000011593 sulfur Chemical group 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
150000001735 carboxylic acids Chemical class 0.000 claims 1
0 CC1(*)C=CC(C)=CC1 Chemical compound CC1(*)C=CC(C)=CC1 0.000 description 6
239000006185 dispersion Substances 0.000 description 5
239000000463 material Substances 0.000 description 5
238000000034 method Methods 0.000 description 5
239000004753 textile Substances 0.000 description 3
150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
239000004744 fabric Substances 0.000 description 2
239000002904 solvent Substances 0.000 description 2
125000000008 (C1-C10) alkyl group Chemical group 0.000 description 1
RBABXJPJIHMBBP-UHFFFAOYSA-N 2-[2-[4-[2-(2-cyanophenyl)ethenyl]phenyl]ethenyl]benzonitrile Chemical compound N#CC1=CC=CC=C1C=CC(C=C1)=CC=C1C=CC1=CC=CC=C1C#N RBABXJPJIHMBBP-UHFFFAOYSA-N 0.000 description 1
YPDMBLQOYRZPJJ-UHFFFAOYSA-N 2-[4-(1-cyano-2-phenylethenyl)phenyl]-3-phenylprop-2-enenitrile Chemical class C=1C=C(C(=CC=2C=CC=CC=2)C#N)C=CC=1C(C#N)=CC1=CC=CC=C1 YPDMBLQOYRZPJJ-UHFFFAOYSA-N 0.000 description 1
ZNAXSWNWECQJDZ-DAXSKMNVSA-N C/C(/C(C)=[IH])=N/N Chemical compound C/C(/C(C)=[IH])=N/N ZNAXSWNWECQJDZ-DAXSKMNVSA-N 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 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
238000010521 absorption reaction Methods 0.000 description 1
229940081735 acetylcellulose Drugs 0.000 description 1
125000005227 alkyl sulfonate group Chemical group 0.000 description 1
125000004390 alkyl sulfonyl group Chemical group 0.000 description 1
ZSIQJIWKELUFRJ-UHFFFAOYSA-N azepane Chemical compound C1CCCNCC1 ZSIQJIWKELUFRJ-UHFFFAOYSA-N 0.000 description 1
239000011324 bead Substances 0.000 description 1
125000005521 carbonamide group Chemical group 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
239000002657 fibrous material Substances 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 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
229920002647 polyamide Polymers 0.000 description 1
239000007921 spray 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
229950011008 tetrachloroethylene Drugs 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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.
the term “non-chromophoric 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.
R 1 and R 21 in the 5- and 7-position are hydrogen or chlorine, alkyl, phenyl or together a fused-on phenyl ring
X oxygen or sulfur
R 15 is phenyl, that by one or two chlorine atoms, one or two alkyl, alkoxyalkyl groups, a phenyl, cyano, carboxylic acid, carboalkoxy, carboxamide, sulfonic acid, sulfonic acid amide or alkyl sulfonate group may be substituted
R 23 is cyano or carbo
R 31 is hydrogen or alkoxy, R 4 , alkoxy and R 5 , alkyl, alkoxyalkyl or dialkylaminoalkyl.
R 6 , phenyl or the group of the formula and R 7 the groups of the formulas means.
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 both a methyl group in the 5,6- or 5,7-position, n 0 or 1 and B a cyano or carbo (C 1 -C 4 ) alkoxy group or a group of the formulas or means, wherein 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 0) n -R, n 2 or 3 and R hydrogen or (C 1 -C 4 ) alkyl, R 15
optical brighteners consisting of a compound of the formula 1a 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 are (C 1 -C 3 ) alkyl and R 15 is phenyl, 4-methylphenyl or 4-methoxyphenyl, or R 1 is hydrogen, methyl or t-butyl in the 5-position, R 2 is hydrogen or methyl in 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 -CN or -COOalkyl and R 14 "means alkyl or methoxyethyl.
R 1 " and R 2" are hydrogen or alkyl and B "is a group of the formulas -CN or -COOalkyl and R 14 "means 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 brought into the commercial form by dispersion in a liquid medium, for example water.
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 mixed fabrics which consist of linear polyesters and other synthetic or natural fiber materials, 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 by the exhaust process at 90 ° C. to 130 ° C. with or without the addition of accelerators (carriers) or by the thermosol process.
the water-insoluble brighteners and the mixtures according to the invention can also be used in solution in organic solvents, for example perchlorethylene, fluorinated hydrocarbons.
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, whereby the optical brightener 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 a recording of optical brighteners on the goods of 0.064 p.
the material which had been blocked in this way was then thermosolated on a stenter for 30 seconds at 170 ° (Table I) or 210 ° (Table II).
the degrees of whiteness specified by Ganz were obtained which are higher than the whiteness of the mixtures from the brightener types 2 - 6 with 1,4-bis (2'-cyano-styryl) -benzene.
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)
Medicinal Preparation (AREA)
Coloring (AREA)
Plural Heterocyclic Compounds (AREA)
Prostheses (AREA)
Dental Preparations (AREA)

EP80104161A 1979-07-21 1980-07-16 Mélanges d'agents de blanchiment optiques et leur utilisation Expired EP0023026B1 (fr)

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 true EP0023026A1 (fr)	1981-01-28
EP0023026B1 EP0023026B1 (fr)	1984-02-22

Family

ID=6076374

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
EP80104161A Expired EP0023026B1 (fr)	1979-07-21	1980-07-16	Mélanges d'agents de blanchiment optiques et leur utilisation

Country Status (11)

Country	Link
US (1)	US4336155A (fr)
EP (1)	EP0023026B1 (fr)
JP (1)	JPS5618656A (fr)
AT (1)	ATE6375T1 (fr)
AU (1)	AU533250B2 (fr)
BR (1)	BR8004499A (fr)
CA (1)	CA1153160A (fr)
DE (2)	DE2929591A1 (fr)
ES (1)	ES8105054A1 (fr)
PH (1)	PH16626A (fr)
ZA (1)	ZA804367B (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0033018A3 (en) *	1980-01-12	1981-08-12	Basf Aktiengesellschaft	Mixtures of optical brighteners
EP0058880A1 (fr) *	1981-02-12	1982-09-01	Hoechst Aktiengesellschaft	Mélanges d'azurants optiques
DE19607046A1 (de) *	1996-02-24	1997-08-28	Hoechst Ag	Mischungen von optischen Aufhellern für Kunststoffe

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3070041D1 (en) *	1979-12-13	1985-03-07	Ciba Geigy Ag	Optical brighteners from bistyryl benzene, process for their preparation and their use
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
US4778622A (en) *	1986-03-21	1988-10-18	Ciba-Geigy Corporation	Mixtures of fluorescent whitening agents
EP0242335B1 (fr) *	1986-04-18	1991-05-08	Ciba-Geigy Ag	Mélanges d'agents de blanchiment optique
CH671956A5 (fr) *	1987-01-29	1989-10-13	Ciba Geigy Ag
DE3878550D1 (de) *	1987-11-27	1993-03-25	Ciba Geigy Ag	Aufhellerdispersion.
DE10219993A1 (de) *	2002-05-03	2003-11-20	Basf Ag	Verfahren zum Aufhellen von textilen Materialien

Citations (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB913735A (en) *	1959-06-24	1962-12-28	Basf Ag	Optically brightened macromolecular organic substances

Family Cites Families (4)

* Cited by examiner, † Cited by third party
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
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 AT AT80104161T patent/ATE6375T1/de active
- 1980-07-16 US US06/169,873 patent/US4336155A/en not_active Expired - Lifetime
- 1980-07-16 EP EP80104161A patent/EP0023026B1/fr not_active Expired
- 1980-07-18 AU AU60638/80A patent/AU533250B2/en not_active Ceased
- 1980-07-18 ZA ZA00804367A patent/ZA804367B/xx unknown
- 1980-07-18 BR BR8004499A patent/BR8004499A/pt not_active IP Right Cessation
- 1980-07-18 CA CA000356457A patent/CA1153160A/fr not_active Expired
- 1980-07-18 JP JP9769480A patent/JPS5618656A/ja active Granted
- 1980-07-21 PH PH24316A patent/PH16626A/en unknown

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB913735A (en) *	1959-06-24	1962-12-28	Basf Ag	Optically brightened macromolecular organic substances

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, Band 83, Nr. 8, 25. August 1975, Zusammenfassung Nr. 61504c, Seite 165, Columbus, Ohio, (US) & JP-A-50 025 877 (NIPPON KAYAKU CO. LTD) (18-03-1975) *

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0033018A3 (en) *	1980-01-12	1981-08-12	Basf Aktiengesellschaft	Mixtures of optical brighteners
EP0058880A1 (fr) *	1981-02-12	1982-09-01	Hoechst Aktiengesellschaft	Mélanges d'azurants optiques
DE19607046A1 (de) *	1996-02-24	1997-08-28	Hoechst Ag	Mischungen von optischen Aufhellern für Kunststoffe

Also Published As

Publication number	Publication date
US4336155A (en)	1982-06-22
AU533250B2 (en)	1983-11-10
CA1153160A (fr)	1983-09-06
ATE6375T1 (de)	1984-03-15
DE2929591A1 (de)	1981-02-05
ZA804367B (en)	1981-07-29
ES493375A0 (es)	1981-05-16
ES8105054A1 (es)	1981-05-16
EP0023026B1 (fr)	1984-02-22
JPH0116868B2 (fr)	1989-03-28
DE3066691D1 (en)	1984-03-29
AU6063880A (en)	1981-01-22
PH16626A (en)	1983-12-05
BR8004499A (pt)	1981-01-27
JPS5618656A (en)	1981-02-21

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Publication	Publication Date	Title
EP0023028B1 (fr)	1982-12-15	Mélanges d'agents de blanchiment optiques et leur utilisation
EP0023026B1 (fr)	1984-02-22	Mélanges d'agents de blanchiment optiques et leur utilisation
DE2733156C2 (fr)	1991-09-05
DE2721084A1 (de)	1978-11-23	Mischungen von optischen aufhellern
DE2704825A1 (de)	1978-08-10	Fluoreszenzfarbstoffe
EP0035694B1 (fr)	1983-08-31	Mélanges d'agents de blanchiment optique
EP0044996B1 (fr)	1984-06-06	Mélanges d'azureurs optiques
DE2629703C3 (de)	1981-07-23	Aufhellermischungen und deren Verwendung
EP0058880B1 (fr)	1985-01-30	Mélanges d'azurants optiques
DE19732109A1 (de)	1999-01-28	Mischungen von optischen Aufhellern
DE1794400C3 (de)	1979-04-19	Verwendung von 4,4'-disubstituierten Stilbenderivaten als optische Aufhellungsmittel
DE2535614A1 (de)	1976-03-04	Neue styrolverbindungen
DE2535613A1 (de)	1976-03-04	Neue stilbenverbindungen
EP0054511B1 (fr)	1987-05-13	4-Styryle-4'-vinylbiphényles, méthodes pour leur préparation et leur emploi comme azurants optiques
DE2759217C3 (de)	1981-05-27	Mischungen von optischen Aufhellern
DE2921641C2 (fr)	1988-03-10
DE2839936A1 (de)	1980-04-03	Mischungen von optischen aufhellern und deren verwendung zum optischen aufhellen
EP0022491A1 (fr)	1981-01-21	Composés stilbéniques, procédé pour leur préparation et leur utilisation comme agents de blanchiment optique
AT225661B (de)	1963-02-11	Optische Aufheller
DE3102401C2 (fr)	1990-11-29
DE1238431B (de)	1967-04-13	Optische Aufhellmittel
KR840000401B1 (ko)	1984-03-30	광학적 광택제의 혼합물
DE1029792B (de)	1958-05-14	Optische Aufhellungsmittel
DE929144C (de)	1955-06-20	Waschmittel
AT215944B (de)	1961-06-26	Optisch aufhellende Stoffe

EP0023026A1 - Mélanges d'agents de blanchiment optiques et leur utilisation - Google Patents

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