EP0242335B1 - Mixtures of optical brighteners - Google Patents
Mixtures of optical brighteners Download PDFInfo
- Publication number
- EP0242335B1 EP0242335B1 EP87810231A EP87810231A EP0242335B1 EP 0242335 B1 EP0242335 B1 EP 0242335B1 EP 87810231 A EP87810231 A EP 87810231A EP 87810231 A EP87810231 A EP 87810231A EP 0242335 B1 EP0242335 B1 EP 0242335B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- parts
- weight
- formula
- compound
- compounds
- 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 - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims description 30
- 230000003287 optical effect Effects 0.000 title description 8
- 150000001875 compounds Chemical class 0.000 claims description 32
- 229920000728 polyester Polymers 0.000 claims description 13
- 239000000463 material Substances 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 239000004753 textile Substances 0.000 claims description 6
- 239000006081 fluorescent whitening agent Substances 0.000 claims 2
- 230000002087 whitening effect Effects 0.000 claims 2
- 230000000694 effects Effects 0.000 description 6
- 238000005282 brightening Methods 0.000 description 5
- 239000004744 fabric Substances 0.000 description 5
- 239000000835 fiber Substances 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 229920004933 Terylene® Polymers 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- TZXKVJQBBGEMSF-UHFFFAOYSA-N 1-ethenyl-4-[2-(4-ethenylphenyl)ethenyl]benzene Chemical class C1=CC(C=C)=CC=C1C=CC1=CC=C(C=C)C=C1 TZXKVJQBBGEMSF-UHFFFAOYSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- XJHABGPPCLHLLV-UHFFFAOYSA-N benzo[de]isoquinoline-1,3-dione Chemical compound C1=CC(C(=O)NC2=O)=C3C2=CC=CC3=C1 XJHABGPPCLHLLV-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- -1 cyanovinyl Chemical group 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical class C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound 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
- Optical brighteners are often used as mixtures of two or more different types because such mixtures have a synergistic effect in that the degree of whiteness of the mixture is higher than the degree of whiteness of the same amount of the individual components.
- the invention therefore relates to mixtures of optical brighteners composed of 5 to 45 parts by weight of the compound of the formula I. and 95 to 55 parts by weight of one of the compounds of formulas 2 and 3
- the mixtures of optical brighteners according to the invention preferably consist of the compounds of the formulas 1 and 2.
- the mixtures according to the invention are obtained by mixing the compound of the formula 1 with one of the two compounds of the formulas 2 and 3 in the stated mixing ratio.
- the preferred mixing ratio of components 1 and 2 or 1 and 3 is 10 to 40 to 90 to 60 parts by weight, in particular 10 to 30 to 90 to 70 parts by weight, and for components 1 and 2 preferably 15 to 25 to 85 to 75 parts by weight.
- the present invention furthermore relates to the use of mixtures of the compound of the formula 1 and one of the two compounds of the formulas 2 and 3 for the optical brightening of textile material containing polyester fibers and polyester fibers, and agents for the optical brightening of textile materials containing mixtures of polyester fibers and polyester fibers the compound of formula 1 and one of the two compounds of formulas 2 and 3.
- the mixtures according to the invention are particularly suitable for optically brightening textile materials made of linear or modified polyesters. They can be applied to the textile material by known methods, for example by the exhaust process at 90 to 140 ° C or by the pad thermal process at 160 to 220 ° C.
- the mixtures according to the invention are distinguished by very good dyeing behavior.
- the mixtures catalyze an improved brilliance of the brightening and good light fastness.
- Example 1 A polyester fabric (Terylene type 540) is at 40 ° C on a dyeing machine with a liquor ratio of 1 to 20 with an aqueous bath containing 0.1% of the optical brightener in finely dispersed form, consisting of a mixture of 20 parts by weight of the compound of the formula and 80 parts by weight of the compound of the formula and treated 1 g / l of a fatty alcohol polyglycol ether.
- the temperature is increased to 120 ° C. within 30 minutes and left at this level for a further 30 minutes. Then you cool down to 40 ° C within 15 minutes.
- the fabric is rinsed in flowing deionized water for 30 seconds and dried at 180 ° C.
- the polyester fabric treated in this way has a high lightening effect.
- Example 2 Using the same procedure as in Example 1, instead of the brightener from the mixture of the compounds of the formulas 1 and 2, one from the mixture of 20 parts by weight of the compound of the formula 1 and 80 parts by weight of the compound of the formula you get similarly good lightening effects.
- EXAMPLE 3 A polyester fabric (terylene type 540) is padded at room temperature with an aqueous liquor containing 0.1 g / l of the brightener mixture of 20 parts by weight of the compound of the formula 1 and 80 parts by weight of the compound of the formula 2 (calculated on active substance) in dispersed form and 1 ml / l Invadin JFC 200%. The squeezing effect is 65%.
- the polyester fabric treated in this way has a high lightening effect.
- EXAMPLE 4 If a brightener mixture of 20 parts by weight of the formula 1 and 80 parts by weight of the formula 3 is used instead of the brightener mixture of the compounds of the formulas 1 and 2 using the same procedure as in Example 3, similarly good lightening effects are obtained.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
- Detergent Compositions (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Description
Optische Aufheller werden oft als Mischungen von zwei oder mehreren verschiedenen Typen verwendet, weil solche Mischungen einen synergistischen Effekt zeigen, indem der Weissgrad der Mischung höher ist als der Weissgrad der gleichen Menge der jeweiligen Einzelkomponenten.Optical brighteners are often used as mixtures of two or more different types because such mixtures have a synergistic effect in that the degree of whiteness of the mixture is higher than the degree of whiteness of the same amount of the individual components.
So ist aus der DE-A-2 602 750 bekannt, dass Mischungen aus blaustichig fluoreszierenden optischen Aufhellern aus 4,4′-Divinylstilbenen mit nicht wasserlöslich machenden elektronenanziehenden Substituenten und rotstichigen Aufhellern der Naphthalimid- oder Bisbenzoxazolylethylenreihe sehr brillante Aufhelleffekte mit hohem Maximalweiss zeigen. Die mit konkreten Gemischen erzielten Weissgrade sind jedoch unbefriedigend.For example, it is known from DE-A-2 602 750 that mixtures of bluish fluorescent optical brighteners made of 4,4′-divinylstilbenes with non-water-solubilizing electron-attracting substituents and red-tinged brighteners from the naphthalimide or bisbenzoxoxolylethylene series show very brilliant brightening effects with high maximum white. However, the degrees of whiteness achieved with specific mixtures are unsatisfactory.
Es wurde nun gefunden, dass man eine deutliche Erhöhung des Weissgrades erhält, wenn man 4,4′-Bis-(cyanvinyl)-stilbenverbindungen (DE-A 26 02 750) mit einem anderen bekannten Aufheller der unten angegebenen Struktur mischt.It has now been found that a significant increase in the degree of whiteness is obtained if 4,4′-bis (cyanovinyl) stilbene compounds (DE-A 26 02 750) are mixed with another known brightener of the structure given below.
Gegenstand der Erfindung sind daher Mischungen von optischen Aufhellern aus 5 bis 45 Gewichtsteilen der Verbindung der Formel I
und 95 bis 55 Gewichtsteilen einer der Verbindungen der Formeln 2 und 3
and 95 to 55 parts by weight of one of the compounds of formulas 2 and 3
Vorzugsweise bestehen die erfindungsgemässen Mischungen optischer Aufheller aus den Verbindungen der Formeln 1 und 2.The mixtures of optical brighteners according to the invention preferably consist of the compounds of the formulas 1 and 2.
Die erfindungsgemässen Mischungen erhält man durch Mischen der Verbindung der Formel 1 mit einer der beiden Verbindungen der Formeln 2 und 3 im angegebenen Mischungsverhältnis. Das bevorzugte Mischungsverhältnis der Komponenten 1 und 2 bzw. 1 und 3 beträgt 10 bis 40 zu 90 bis 60 Gewichtsteile, insbesondere 10 bis 30 zu 90 bis 70 Gewichtsteile, und für die Komponenten 1 und 2 vorzugsweise 15 bis 25 zu 85 bis 75 Gewichtsteile.The mixtures according to the invention are obtained by mixing the compound of the formula 1 with one of the two compounds of the formulas 2 and 3 in the stated mixing ratio. The preferred mixing ratio of components 1 and 2 or 1 and 3 is 10 to 40 to 90 to 60 parts by weight, in particular 10 to 30 to 90 to 70 parts by weight, and for components 1 and 2 preferably 15 to 25 to 85 to 75 parts by weight.
Weitere Gegenstände der vorliegenden Erfindung sind die Verwendung von Mischungen aus der Verbindung der Formel 1 und einer der beiden Verbindungen der Formeln 2 und 3 zum optischen Aufhellen von Polyesterfasern und Polyesterfasern enthaltendem Textilmaterial, sowie Mittel zum optischen Aufhellen von Polyesterfasern und Polyesterfasern enthaltendem Textilmaterial enthaltend Mischungen aus der Verbindung der Formel 1 und einer der beiden Verbindungen der Formeln 2 und 3.The present invention furthermore relates to the use of mixtures of the compound of the formula 1 and one of the two compounds of the formulas 2 and 3 for the optical brightening of textile material containing polyester fibers and polyester fibers, and agents for the optical brightening of textile materials containing mixtures of polyester fibers and polyester fibers the compound of formula 1 and one of the two compounds of formulas 2 and 3.
Die erfindungsgemässen Mischungen eignen sich besonders zum optischen Aufhellen von Textilmaterialien aus linearen oder modifizierten Polyestern. Sie können nach bekannten Methoden auf das Textilgut appliziert werden, beispielsweise nach dem Ausziehverfahren bei 90 bis 140°C oder nach dem Foulardthermverfahren bei 160 bis 220°C.The mixtures according to the invention are particularly suitable for optically brightening textile materials made of linear or modified polyesters. They can be applied to the textile material by known methods, for example by the exhaust process at 90 to 140 ° C or by the pad thermal process at 160 to 220 ° C.
Die erfindungsgemässen Mischungen zeichnen sich durch sehr gutes färberisches Verhalten aus. Ausser durch einen höheren Weissgrad gegenüber den entsprechenden Steilen der jeweiligen Einzelkomponenten welsen die Mischungen eine verbesserte Brillanz der Aufhellungen und eine gute Lichtechtheit auf.The mixtures according to the invention are distinguished by very good dyeing behavior. In addition to a higher degree of whiteness compared to the corresponding parts of the individual components, the mixtures catalyze an improved brilliance of the brightening and good light fastness.
Die folgenden Beispiele veranschaulichen die Erfindung.The following examples illustrate the invention.
Beispiel 1: Ein Polyestergewebe (Terylene Typ 540) wird bei 40°C auf einem Färbeapparat bei einem Flottenverhältnis von 1 zu 20 mit einem wässrigen Bad, enthaltend 0.1% des optischen Aufhellers in fein dispergierter Form, bestehend aus einer Mischung von 20 Gewichtsteilen der Verbindung der Formel
und 80 Gewichtsteilen der Verbindung der Formel
sowie 1 g/l eines Fettalkoholpolyglykoläthers behandelt. Innerhalb von 30 Minuten steigert man die Temperatur auf 120°C und belässt sie während weiterer 30 Minuten auf dieser Höhe. Dann kühlt man innerhalb von 15 Minuten wieder auf 40°C ab. Zur Nachbehandlung wird das Textilgut während 30 Sekunden in fliessendem deionisiertem Wasser gespült und bei 180°C getrocknet. Das derart behandelte Polyestergewebe weist einen hohen Aufhelleffekt auf. Example 1 : A polyester fabric (Terylene type 540) is at 40 ° C on a dyeing machine with a liquor ratio of 1 to 20 with an aqueous bath containing 0.1% of the optical brightener in finely dispersed form, consisting of a mixture of 20 parts by weight of the compound of the formula
and 80 parts by weight of the compound of the formula
and treated 1 g / l of a fatty alcohol polyglycol ether. The temperature is increased to 120 ° C. within 30 minutes and left at this level for a further 30 minutes. Then you cool down to 40 ° C within 15 minutes. For the after-treatment, the fabric is rinsed in flowing deionized water for 30 seconds and dried at 180 ° C. The polyester fabric treated in this way has a high lightening effect.
Beispiel 2: Verwendet man nach der gleichen Vorschrift wie in Beispiel 1 anstelle des Aufhellers aus der Mischung der Verbindungen der Formeln 1 und 2 einen solchen aus der Mischung von 20 Gewichtsteilen der Verbindung der Formel 1 und 80 Gewichtsteilen der Verbindung der Formel
so erhält man ähnlich gute Aufhelleffekte. Example 2 : Using the same procedure as in Example 1, instead of the brightener from the mixture of the compounds of the formulas 1 and 2, one from the mixture of 20 parts by weight of the compound of the formula 1 and 80 parts by weight of the compound of the formula
you get similarly good lightening effects.
Beispiel 3: Man foulardiert bei Raumtemperatur ein Polyestergewebe (Terylene Typ 540) mit einer wässrigen Flotte enthaltend 0.1 g/l der Aufhellermischung aus 20 Gewichtsteilen der Verbindung der Formel 1 und 80 Gewichtsteilen der Verbindung der Formel 2 (berechnet auf Aktivsubstanz) in dispergierter Form und 1 ml/l Invadin JFC 200%. Der Abquetscheffekt beträgt 65%.EXAMPLE 3 A polyester fabric (terylene type 540) is padded at room temperature with an aqueous liquor containing 0.1 g / l of the brightener mixture of 20 parts by weight of the compound of the formula 1 and 80 parts by weight of the compound of the formula 2 (calculated on active substance) in dispersed form and 1 ml / l Invadin JFC 200%. The squeezing effect is 65%.
Anschliessend wird während 30 Minuten bei einer Temperatur von 80°C getrocknet und daraufhin bei 200°C thermofixiert.It is then dried for 30 minutes at a temperature of 80 ° C and then heat set at 200 ° C.
Das so behandelte Polyestergewebe weist einen hohen Aufhelleffekt auf.The polyester fabric treated in this way has a high lightening effect.
Beispiel 4: Verwendet man nach der gleichen Vorschrift wie in Beispiel 3 anstelle der Aufhellermischung aus den Verbindungen der Formeln 1 und 2 eine Aufhellermischung aus 20 Gewichtsteilen der Formel 1 und 80 Gewichtsteilen der Formel 3 so erhält man ähnlich gute Aufhelleffekte. EXAMPLE 4 If a brightener mixture of 20 parts by weight of the formula 1 and 80 parts by weight of the formula 3 is used instead of the brightener mixture of the compounds of the formulas 1 and 2 using the same procedure as in Example 3, similarly good lightening effects are obtained.
Claims (8)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH156686 | 1986-04-18 | ||
| CH1566/86 | 1986-04-18 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0242335A1 EP0242335A1 (en) | 1987-10-21 |
| EP0242335B1 true EP0242335B1 (en) | 1991-05-08 |
Family
ID=4213419
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP87810231A Expired - Lifetime EP0242335B1 (en) | 1986-04-18 | 1987-04-10 | Mixtures of optical brighteners |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US4889655A (en) |
| EP (1) | EP0242335B1 (en) |
| JP (1) | JPS62252469A (en) |
| BR (1) | BR8701856A (en) |
| DE (1) | DE3769831D1 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110790733A (en) * | 2019-10-18 | 2020-02-14 | 湖北彩德新材料科技有限公司 | Fluorescent whitening agent PF and preparation method thereof |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT563697A (en) * | 1955-12-20 | |||
| CH1273673A4 (en) * | 1973-09-05 | 1976-01-30 | ||
| US4196229A (en) * | 1975-02-05 | 1980-04-01 | Sandoz Ltd. | Substituted divinyl stilbenes as optical brighteners |
| CH603513A5 (en) * | 1975-02-05 | 1978-08-15 | Sandoz Ag | |
| DE2929591A1 (en) * | 1979-07-21 | 1981-02-05 | Hoechst Ag | MIXTURES OF OPTICAL BRIGHTENERS |
| US4363744A (en) * | 1979-09-10 | 1982-12-14 | Hoechst Aktiengesellschaft | Mixtures of optical brighteners and their use for the optical brightening |
| US4338079A (en) * | 1979-12-21 | 1982-07-06 | Allis-Chalmers Corporation | Method and apparatus for subjecting mineral particles to gas flow |
| DE3027479A1 (en) * | 1980-07-19 | 1982-03-04 | Hoechst Ag, 6000 Frankfurt | MIXTURES OF OPTICAL BRIGHTENERS AND THEIR USE |
| US4666627A (en) * | 1983-05-08 | 1987-05-19 | Ciba-Geigy Corporation | 4-Heterocyclylvinyl-4-'styryl-biphenyls |
-
1987
- 1987-04-10 DE DE8787810231T patent/DE3769831D1/en not_active Expired - Lifetime
- 1987-04-10 EP EP87810231A patent/EP0242335B1/en not_active Expired - Lifetime
- 1987-04-15 BR BR8701856A patent/BR8701856A/en unknown
- 1987-04-17 JP JP62093440A patent/JPS62252469A/en active Pending
-
1988
- 1988-12-05 US US07/280,107 patent/US4889655A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| BR8701856A (en) | 1988-01-26 |
| US4889655A (en) | 1989-12-26 |
| JPS62252469A (en) | 1987-11-04 |
| DE3769831D1 (en) | 1991-06-13 |
| EP0242335A1 (en) | 1987-10-21 |
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