WO1995008017A1 - Aufhellermischungen auf basis von bisstyrylverbindungen - Google Patents

Aufhellermischungen auf basis von bisstyrylverbindungen Download PDF

Info

Publication number
WO1995008017A1
WO1995008017A1 PCT/EP1994/002914 EP9402914W WO9508017A1 WO 1995008017 A1 WO1995008017 A1 WO 1995008017A1 EP 9402914 W EP9402914 W EP 9402914W WO 9508017 A1 WO9508017 A1 WO 9508017A1
Authority
WO
WIPO (PCT)
Prior art keywords
weight
brightener
compounds
mixture
formulas
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.)
Ceased
Application number
PCT/EP1994/002914
Other languages
German (de)
English (en)
French (fr)
Inventor
Manfred Hauptreif
Norbert Leppert
Karl-Heinz Eizbach
Helmut Reichelt
Peter Raatz
Manfred Herrmann
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.)
BASF SE
Original Assignee
BASF SE
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.)
Filing date
Publication date
Application filed by BASF SE filed Critical BASF SE
Priority to US08/605,076 priority Critical patent/US5695686A/en
Priority to AU76933/94A priority patent/AU7693394A/en
Priority to EP94927538A priority patent/EP0719356B1/de
Priority to JP7508943A priority patent/JPH09507504A/ja
Priority to DE59405658T priority patent/DE59405658D1/de
Priority to KR1019960701262A priority patent/KR100317187B1/ko
Publication of WO1995008017A1 publication Critical patent/WO1995008017A1/de
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/315—Compounds containing carbon-to-nitrogen triple bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C255/50—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton to carbon atoms of non-condensed six-membered aromatic rings
    • C07C255/51—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton to carbon atoms of non-condensed six-membered aromatic rings containing at least two cyano groups bound to the carbon skeleton
    • 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
    • D06L4/614—Optical bleaching or brightening in aqueous solvents
    • D06L4/636—Optical bleaching or brightening in aqueous solvents with disperse brighteners
    • 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

  • the present invention relates to new brightener mixtures containing 75% by weight to 100% by weight, based on the weight of the mixture, of the bisstyryl compounds of the formulas I and II
  • the object of the present invention was to provide new brightener mixtures based on bisstyryl compounds which are easily accessible and have advantageous application properties, in particular a high degree of whiteness.
  • the new brightener mixtures each contain, based on the weight of the mixture, 75 to 100% by weight, preferably 80 to 100% by weight and in particular 85 to 100% by weight of the bisstyryl compounds of the formulas I and II.
  • Brightener mixtures containing, based on the weight of the mixture, 85 to 90% by weight of the bisstyryl compounds of the formulas I and II are of particular technical interest.
  • the residual brightener mixtures according to the invention can be used as residual amounts (to be added to 100% by weight) in usually compounds of the formulas III and / or IV
  • the bis-styryl compounds of the formulas I and II are present in a weight ratio of 10:90 to 70:30, preferably 20:80 to 60:40 and in particular 30:70 to 60:40.
  • Brightener mixtures in which the bisstyryl compounds of the formulas I and II are present in a weight ratio of 40:60 to 50:50, in particular approximately 45:55, are of particular technical interest.
  • the new brightener mixtures can e.g. by mixing the individual components in the appropriate weight ratio.
  • the individual components can be obtained by methods known per se. For example, terephthalaldehyde can be reacted in an inert organic diluent in a basic medium with alkyl cyanophosphonic acid esters
  • the present invention furthermore relates to brightener preparations comprising water and, based in each case on the weight of the preparation, 3 to 25% by weight, preferably 5 to 15% by weight, of the brightener mixture described in more detail above and 5 to 60% by weight .-%, preferably 5 to 52 wt .-%, of auxiliaries.
  • Suitable tools are e.g. anionic or nonionic
  • a preferred brightener preparation contains water, in each case based on the weight of the preparation, 3 to 25% by weight, preferably 5 to 15% by weight, of the brightener mixture specified above, 3 to 12% by weight anionic or nonionic dispersant, 1 to 15% by weight of copolymers of N-vinylpyrrolidone with 3-vinylpropionic acid and 1 to 25% by weight of other auxiliaries (for example water retention agent or bioeide).
  • auxiliaries for example water retention agent or bioeide
  • the brightener mixtures according to the invention are advantageously suitable for optically brightening synthetic, semi-synthetic or natural polymer materials, preferably polyester and in particular polyester fabrics. They have favorable application properties at a low fixing or pull-out temperature. In addition, they have a high yield.
  • Polyester fabric is placed in a dyebath at 55 ° C. which contains x% by weight of brightener preparation (based on the weight of the fabric) and 1 g / l of the sodium salt of a condensation product of naphthalene-2-sulfonic acid and formaldehyde and its pH was adjusted to 5 to 5.5 by adding acetic acid.
  • the bath is then heated to 130 ° C. in the course of 30 minutes and kept at this temperature for a further 30 minutes.
  • the fabric is then rinsed and dried.
  • the concentration of brightener preparation (containing the respective brightener mixture from Examples 1 to 3) was 0.22% by weight and 1.0% by weight, respectively. Good lightening effects were achieved in all cases.
  • Polyester fabric is padded at room temperature with an aqueous liquor containing x g / 1 brightener preparation. The fleet intake is 60%. The fabric is then dried and then fixed at 190 ° C for 30 seconds.
  • the concentration of brightener preparation (containing the respective brightener mixtures from Examples 1 to 3) was 2.7 g / 1 and 10 g / 1, respectively. Good lightening effects were achieved in all cases.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Detergent Compositions (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Paper (AREA)
PCT/EP1994/002914 1993-09-13 1994-09-02 Aufhellermischungen auf basis von bisstyrylverbindungen Ceased WO1995008017A1 (de)

Priority Applications (6)

Application Number Priority Date Filing Date Title
US08/605,076 US5695686A (en) 1993-09-13 1994-09-02 Brightener mixtures based on bisstyryl compounds
AU76933/94A AU7693394A (en) 1993-09-13 1994-09-02 Brightening mixtures based on bistyryl compounds
EP94927538A EP0719356B1 (de) 1993-09-13 1994-09-02 Aufhellermischungen auf basis von bisstyrylverbindungen
JP7508943A JPH09507504A (ja) 1993-09-13 1994-09-02 ビススチリル化合物をベースとする増白剤混合物
DE59405658T DE59405658D1 (de) 1993-09-13 1994-09-02 Aufhellermischungen auf basis von bisstyrylverbindungen
KR1019960701262A KR100317187B1 (ko) 1993-09-13 1994-09-02 비스스티릴화합물을기재로하는증백제혼합물

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP4330968.2 1993-09-13
DE4330968A DE4330968A1 (de) 1993-09-13 1993-09-13 Aufhellermischungen auf Basis von Bisstyrylverbindungen

Publications (1)

Publication Number Publication Date
WO1995008017A1 true WO1995008017A1 (de) 1995-03-23

Family

ID=6497547

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1994/002914 Ceased WO1995008017A1 (de) 1993-09-13 1994-09-02 Aufhellermischungen auf basis von bisstyrylverbindungen

Country Status (10)

Country Link
US (1) US5695686A (enExample)
EP (1) EP0719356B1 (enExample)
JP (1) JPH09507504A (enExample)
KR (1) KR100317187B1 (enExample)
CN (1) CN1119451C (enExample)
AU (1) AU7693394A (enExample)
DE (2) DE4330968A1 (enExample)
ES (1) ES2114223T3 (enExample)
TW (1) TW283155B (enExample)
WO (1) WO1995008017A1 (enExample)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4426004A1 (de) * 1994-07-22 1996-01-25 Basf Ag Verfahren zum optischen Aufhellen von Polyamiden
KR20010101802A (ko) * 1999-02-11 2001-11-14 에프. 아. 프라저, 에른스트 알테르 (에. 알테르), 한스 페터 비틀린 (하. 페. 비틀린), 피. 랍 보프, 브이. 스펜글러, 페. 아에글러 비스-스티릴비페닐 화합물
TWI255304B (en) * 1999-09-06 2006-05-21 Ciba Sc Holding Ag Mixtures of fluorescent whitening agents
TWI250237B (en) 1999-10-25 2006-03-01 Ciba Sc Holding Ag Mixtures of fluorescent whitening agents

Citations (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
EP0023027A1 (de) * 1979-07-21 1981-01-28 Hoechst Aktiengesellschaft Mischungen von optischen Aufhellern, deren Herstellung und Verwendung
EP0030917A2 (de) * 1979-12-13 1981-06-24 Ciba-Geigy Ag Optische Aufheller aus Bis-styrylbenzolverbindungen, Verfahren zu deren Herstellung und deren Verwendung
GB2200660A (en) * 1987-01-29 1988-08-10 Ciba Geigy Ag Mixtures of fluorescent whitening agents

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4778622A (en) * 1986-03-21 1988-10-18 Ciba-Geigy Corporation Mixtures of fluorescent whitening agents
EP0321393B1 (de) * 1987-11-27 1993-02-17 Ciba-Geigy Ag Aufhellerdispersion

Patent Citations (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
EP0023027A1 (de) * 1979-07-21 1981-01-28 Hoechst Aktiengesellschaft Mischungen von optischen Aufhellern, deren Herstellung und Verwendung
EP0030917A2 (de) * 1979-12-13 1981-06-24 Ciba-Geigy Ag Optische Aufheller aus Bis-styrylbenzolverbindungen, Verfahren zu deren Herstellung und deren Verwendung
GB2200660A (en) * 1987-01-29 1988-08-10 Ciba Geigy Ag Mixtures of fluorescent whitening agents

Also Published As

Publication number Publication date
TW283155B (enExample) 1996-08-11
AU7693394A (en) 1995-04-03
US5695686A (en) 1997-12-09
DE4330968A1 (de) 1995-03-16
KR960705101A (ko) 1996-10-09
EP0719356A1 (de) 1996-07-03
KR100317187B1 (ko) 2002-02-19
CN1150828A (zh) 1997-05-28
JPH09507504A (ja) 1997-07-29
EP0719356B1 (de) 1998-04-08
CN1119451C (zh) 2003-08-27
DE59405658D1 (de) 1998-05-14
ES2114223T3 (es) 1998-05-16

Similar Documents

Publication Publication Date Title
EP0200843B1 (de) Verfahren zur fotochemischen Stabilisierung von ungefärbtem und gefärbtem Polyamidfasermaterial und dessen Mischungen
EP0511166A1 (de) Verfahren zur photochemischen und thermischen Stabilisierung von Polyamid-Fasermaterial mit einer faseraffinen Kupferkomplexverbindung und einem Oxalsäurediarylamid
EP0491764A1 (de) Benzophenonether-ester, verfahren zu ihrer herstellung, sowie ihre verwendung zur verbesserung der lichtstabilität von polyesterfärbungen.
EP0030917B2 (de) Optische Aufheller aus Bis-styrylbenzolverbindungen, Verfahren zu deren Herstellung und deren Verwendung
DE3112427A1 (de) Marineblaue farbstoffmischungen
EP0719356B1 (de) Aufhellermischungen auf basis von bisstyrylverbindungen
EP0548019A2 (de) Lagerstabile Bleichmittel-Dispersion
DE3686609T2 (de) Wasserunloesliche dispersionsfarbstoffzubereitung.
EP0573762A2 (de) Rhodaminderivate
DE2745449B1 (de) Stabile feindisperse waessrige Zubereitungen von Dispersionsfarbstoffen und optischen Aufhellern und deren Verwendung
DE19609956A1 (de) Mischungen von optischen Aufhellern auf Basis von Bisstyrylverbindungen
EP0418198A1 (de) Monosulfonierte 2-(2'-Hydroxyphenyl)benzotriazole
DE60133821T2 (de) Verfahren zum optischen aufhellen von baumwolle
EP0590438A2 (de) Mischungen von Azofarbstoffen für marineblaue bis schwarze Farbtöne
CH690334A5 (de) Mischungen von optischen Aufhellern auf Basis von Bisstyrylverbindungen.
EP1123300B1 (de) Phosphorsäureester
DE3802204A1 (de) Mischungen von optischen aufhellern
EP0054511B1 (de) 4-Styryl-4'-vinylbiphenyle, Verfahren zu deren Herstellung und deren Verwendung als optische Aufheller
EP1162195B1 (de) Mischungen von Schwefelsäureestern
EP0005172B1 (de) Cumarin-Verbindungen und ihre Verwendung als Aufheller für organische hochmolekulare Materialien
DE2805239A1 (de) Quaternaere aminogruppen enthaltende polyaether und verfahren zu ihrer herstellung
DE1220381B (de) Verfahren zum Aufhellen von Polyesterfasermaterial
DE1293719B (de) Optische Aufheller
DE2112198C2 (de) 2-(3-Phenyl-7-cumarinyl)-v-triazole, Verfahren zu deren Herstellung und deren Verwendung als optische Aufheller
DE1802642B2 (de) Fluoreszierende 1- (PyrazolinylphenylsulfonyO-piperazine

Legal Events

Date Code Title Description
WWE Wipo information: entry into national phase

Ref document number: 94193895.6

Country of ref document: CN

AK Designated states

Kind code of ref document: A1

Designated state(s): AU BR BY CA CN CZ FI HU JP KR KZ NO NZ PL RU SK UA US

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): AT BE CH DE DK ES FR GB GR IE IT LU MC NL PT SE

DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
121 Ep: the epo has been informed by wipo that ep was designated in this application
WWE Wipo information: entry into national phase

Ref document number: 1994927538

Country of ref document: EP

WWE Wipo information: entry into national phase

Ref document number: 08605076

Country of ref document: US

WWP Wipo information: published in national office

Ref document number: 1994927538

Country of ref document: EP

NENP Non-entry into the national phase

Ref country code: CA

WWG Wipo information: grant in national office

Ref document number: 1994927538

Country of ref document: EP