CN1073174C - Mixtures of optical brighteners based on bisstyryl compounds - Google Patents
Mixtures of optical brighteners based on bisstyryl compounds Download PDFInfo
- Publication number
- CN1073174C CN1073174C CN96107248A CN96107248A CN1073174C CN 1073174 C CN1073174 C CN 1073174C CN 96107248 A CN96107248 A CN 96107248A CN 96107248 A CN96107248 A CN 96107248A CN 1073174 C CN1073174 C CN 1073174C
- Authority
- CN
- China
- Prior art keywords
- weight
- based compound
- styrene based
- double styrene
- brightening agent
- 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 - Fee Related
Links
- 239000000203 mixture Substances 0.000 title claims description 53
- 150000001875 compounds Chemical class 0.000 title claims description 45
- 230000003287 optical effect Effects 0.000 title abstract 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 70
- 239000003795 chemical substances by application Substances 0.000 claims description 31
- 238000005282 brightening Methods 0.000 claims description 29
- 230000002087 whitening effect Effects 0.000 claims description 5
- 239000012752 auxiliary agent Substances 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 3
- 239000000243 solution Substances 0.000 description 13
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 238000009472 formulation Methods 0.000 description 8
- ONMYGQXQPLQWSQ-UHFFFAOYSA-N sodium formic acid methanolate Chemical compound C(=O)O.C[O-].[Na+] ONMYGQXQPLQWSQ-UHFFFAOYSA-N 0.000 description 8
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 5
- KUCOHFSKRZZVRO-UHFFFAOYSA-N terephthalaldehyde Chemical compound O=CC1=CC=C(C=O)C=C1 KUCOHFSKRZZVRO-UHFFFAOYSA-N 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 239000002270 dispersing agent Substances 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- 238000001556 precipitation Methods 0.000 description 4
- 238000000967 suction filtration Methods 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- 239000003899 bactericide agent Substances 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- HVAMZGADVCBITI-UHFFFAOYSA-N pent-4-enoic acid Chemical compound OC(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-N 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- GQWNPIKWYPQUPI-UHFFFAOYSA-N 2-methylbut-3-enoic acid Chemical compound C=CC(C)C(O)=O GQWNPIKWYPQUPI-UHFFFAOYSA-N 0.000 description 1
- OGBVRMYSNSKIEF-UHFFFAOYSA-N Benzylphosphonic acid Chemical compound OP(O)(=O)CC1=CC=CC=C1 OGBVRMYSNSKIEF-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- -1 alkyl phenol Chemical compound 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000000498 ball milling Methods 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- CASPZMCSNJZQMV-UHFFFAOYSA-N ethane;2-methyloxirane Chemical compound CC.CC1CO1 CASPZMCSNJZQMV-UHFFFAOYSA-N 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000006081 fluorescent whitening agent Substances 0.000 description 1
- KVBGVZZKJNLNJU-UHFFFAOYSA-N naphthalene-2-sulfonic acid Chemical class C1=CC=CC2=CC(S(=O)(=O)O)=CC=C21 KVBGVZZKJNLNJU-UHFFFAOYSA-N 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 210000003813 thumb Anatomy 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
-
- 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
- D06L4/607—Optical bleaching or brightening in organic solvents
-
- 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
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Detergent Compositions (AREA)
- Paper (AREA)
- Optical Filters (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
An optical brightener mixt., contg. 75-100 wt.% dicyano-substd. bis-styryl (DCBS) isomers of formulae (I)-(V) contains, per 100 pts.wt. (I)-(V), 25-50 pts. wt. (I); 30-60 pts.wt. (II); and 0.5-10 pts. wt. (III), as well as 1-30 pts. wt. (IV) and/or (V). Pref. the compsn. contains 85-100 wt.% (I)-(V), with an aq. compsn. contg. 3-25 wt.% (I)-(V) and 5-60 wt.% auxiliaries. The pref. (I)-(V) compsn. comprises 30-45 wt.% (I), 40-50 wt.% (II) and 0.5-5 wt.% (III), as well as 1-15 wt.% (IV) and/or (V).
Description
The present invention relates to new brightening agent mixture, its mixture comprises the double styrene based compound of 25%-50% weight fraction minor I
The double styrene based compound of 30%-60% weight fraction minor II
With 0.5%-10% weight fraction minor III double styrene based compound
And the double styrene based compound of other 1%-30% weight fraction minor IV
And/or the double styrene based compound of 1%-30% weight fraction minor V
Condition is, described each percentage by weight is based on the gross weight of the double styrene based compound of molecular formula I-V, and it is 100% weight that the percentage of the double styrene based compound of molecular formula I-V is added up.The brightening agent mixture contains the double styrene based compound based on the molecular formula I-V of brightening agent mixture weight 75%-100% weight.Contain the application of the synthetic or natural polymeric material of the prescription of new blend and their fluorescent whitenings.
GB-A-2200600, EP-A-238446, EP-A-321393, DE-A-4219772 and PCT/EP 94/02914 disclose the mixture based on the fluorescent bleaches of double styrene based compound.
The purpose of this invention is to provide the new brightening agent mixture based on the double styrene based compound, this brightening agent mixture should be with the straightforward procedure acquisition and have the advantages that to be convenient to use, particularly highly brighten.
We have found that purpose of the present invention can be reached by the brightening agent mixture that begins to narrate at this paper especially.
New brightening agent mixture---based on every kind of situation of mixture weight---contains 75%-100% weight, preferred 80%-100% weight, the double styrene based compound of 85%-100% weight fraction minor I-V most preferably.
Industrial interested especially brightening agent mixture contains---based on mixture weight---and the double styrene based compound of 85%-90% weight fraction minor I-V.
Remainder, brightening agent mixture of the present invention can contain for example compound and the salt thereof of molecular formula VI typically in addition
Brightening agent mixture of the present invention preferably contains---based on the gross weight of the double styrene based compound of molecular formula I-V---and the double styrene based compound of the double styrene based compound of 30%-45% weight fraction minor I, the double styrene based compound of 40%-50% weight fraction minor II, 0.5%-5% weight, preferred 1%-3.5% weight fraction minor III, and the double styrene based compound of other 1%-15% weight, preferred 5%-15% weight fraction minor IV double styrene based compound and/or 1%-15% weight, preferred 5%-15% weight fraction minor V.
New brightening agent mixture can be by each component preparation that for example mixes suitable weight ratio.Each component can obtain with conventional method, for example in the inertia organic diluent, uses terephthalic aldehyde and alkyl cyano group phosphonate reaction in alkaline medium.
The brightener formulations that the present invention further provides contain water and---in thumb kind situation based on formulation weight---the brightening agent mixture of 3%-25% weight, the preferred above-mentioned definition of 5%-15% weight and 5%-60% weight, preferred 5%-52% weight auxiliary agent.
The auxiliary agent that is suitable for comprises, the adduct of oxirane and fatty alcohol for example, the anion or the non-ionic dispersing agent of higher fatty acids or alkyl phenol or ethylenediamine-epoxy ethane-epoxy propane adduct class, the perhaps dispersant described in DE-A-2745449, the copolymer of N-vinyl pyrrolidone and 3-vinyl propionic acid, the water retention agent, as ethylene glycol, glycerol or D-sorbite, or bactericide.
Preferred brightener formulations, outside dewatering, contain---based on every kind of situation of formulation weight---the brightening agent mixture of 3%-25% weight, the preferred above-mentioned definition of 5%-15% weight, 3%-12% weight anion or non-ionic dispersing agent, the copolymer of 1%-15% weight N-vinyl pyrrolidone and 3-vinyl propionic acid and other auxiliary agent of 1%-25% weight (for example, water retention agent or bactericide).
Brightening agent mixture of the present invention is convenient to the fluorescent whitening as synthetic or natural polymerization material, particularly polyester.Polyester is to be the textiles form.Its meaning can be regarded as, particularly fiber, yarn, line, braided fabric, textiles or bondedfibre fabric.New brightening agent mixture combines low fixing or delivery temperature and the characteristic of being convenient to use.They also are high yields.The further advantage of new brightening agent mixture is that they can be at high temperature, fine use under 200-220 ℃ especially.
The following examples explanation the present invention.The preparation of brightening agent mixture
A) at 201g (1.47mol) terephthalic aldehyde (98.45% weight purity) and 402.7g (1.47mol) diethyl-3-cyano group benzylphosphonic acid ester (91.7% weight purity) in the N of 1100ml, in the dinethylformamide mixture, under 30 ℃, add the sodium formate methoxide solution of 279.8g (1.54mol) 30% weight during 4 hours.Stirred 2 hours at 30 ℃ subsequently, after this add 434.9g (1.54mol) diethyl-4-cyano group benzylphosphonic acid ester, and then add the sodium formate methoxide solution of 279.8g (1.54mol) 30% weight.After the reaction, solution then stirred 4 hours at 30 ℃, cooling acid esters, and then the sodium formate methoxide solution of adding 279.8g (1.54mol) 30% weight.After the reaction, solution then stirred 4 hours at 30 ℃, was cooled to 25 ℃, filter out the precipitation of generation with suction filtration, wash three times, use 500ml methyl alcohol at every turn, use the 1650ml water washing once also dry again, obtain 335g mixture (back is called the component I), it contains the compound of 284g molecular formula I
The compound of 12g molecular formula III
Compound with 34g molecular formula VI.
B) at 201g (1.47mol) terephthalic aldehyde (98.45% weight purity) and 395.7g (1.47mol) diethyl-2-cyano group benzylphosphonic acid fat (94% weight purity) in 1100mlN, in the mixture of dinethylformamide, under 30 ℃, add the sodium formate methoxide solution of 279.8g (1.54mol) 30% weight during 3 hours.Stirred 1 hour down at 30 ℃ subsequently, after this add 434.9g (1.54mol) diethyl-4-cyano group benzylphosphonic acid ester, add 279.8g (1.54mol) 30% weight sodium formate methoxide solution subsequently again.After the reaction, solution then stirred 1 hour at 30 ℃, was cooled to 25 ℃, filtered out the precipitation of generation with suction filtration.Wash three times, use 500ml methyl alcohol at every turn, use the 1650ml water washing once also dry again, obtain 337g solid (back is called component 2), it contains the 279g molecular formula
Compound, the 9g molecular formula
Compound and 49g molecular formula
Compound
C) at 201g (1.47mol) terephthalic aldehyde (98.45% weight purity) and 831g (3.09mol) diethyl-2-cyano group benzylphosphonic acid ester (94% weight purity) in 1100mlN, in the mixture of dinethylformamide, under 30 ℃, add the sodium formate methoxide solution of 559.6g (3.08mol) 30% weight during 3 hours.Stirred 2 hours at 30 ℃ subsequently, after the reaction, solution then stirred 9 hours down at 25 ℃ again, leached sediment with suction filtration, washed three times, and every 500ml methyl alcohol of using is used again
Compound.
D) at 201g (1.47mol) terephthalic aldehyde (98.45% weight purity) and 831g (3.09mol) diethyl-2-cyano group benzylphosphonic acid ester (94% weight purity) in 1100mlN, in the mixture of dinethylformamide, under 30 ℃, add the sodium formate methoxide solution of 279.8g (1.54mol) 30% weight during 3 hours.Stirred 1 hour down at 30 ℃ subsequently, after this add 402.7g (1.47mol) diethyl-3-cyano group benzylphosphonic acid ester, under 30 ℃, during 3 hours, add the sodium formate methoxide solution of 279.8g (1.54mol) 30% weight more thereafter.After the reaction, solution then stirred under 30 ℃ 1 hour, leached the precipitation of generation with suction filtration, washed three times, used the 1650ml water washing once and dry again with 500ml methyl alcohol at every turn, obtained 389g mixture (back is called component 4), and it contains the 346g molecular formula
Compound and 35g molecular formula
E) mix a) and d by following weight ratio) described component:
| Embodiment number | Component number (% weight) |
| 1 | 1 45 2 45 4 10 |
| 2 | 1 45 2 40 4 15 |
| 3 | 1 40 2 50 4 10 |
| 4 | 1 35 2 50 4 15 |
| 5 | 1 30 2 55 4 15 |
| 6 | 1 40 2 50 3 10 |
| 7 | 1 45 2 40 3 15 |
| 8 | 1 45 2 50 4 5 |
| Embodiment number | Component number (% weight) |
| 9 | 1 45 2 50 3 5 |
| 10 | 1 40 2 45 4 15 |
| 11 | 1 45 2 45 3 5 4 5 |
| 12 | 1 40 2 45 3 5 4 10 |
| 13 | 1 40 2 40 3 5 4 15 |
| 14 | 1 40 2 40 3 10 4 10 |
| 15 | 1 35 2 35 3 15 4 15 |
| 16 | 1 49 2 49 3 1 4 1 |
11 parts in the brightening agent mixture of narrating among the embodiment 1-16 (weight), dispersant 35% weight of the narration in DE-A-2745449 embodiment 13,5 parts of the copolymers of N-vinyl pyrrolidone and vinyl propionic acid (weight), 12 parts of glycerol (weight), formalin of 30% weight 0.5 part (weight) and water 68 parts (weight) are to grind granularity up to brightening agent at 8 o'clock less than 5 μ m at PH in the ball milling that stirs.The mill base liquid storage life length that generates there is no the dilute liquid dispersion liquid of precipitation.Colouring method
A) HT method
Under 55 ℃, polyester fiber is put into the dye bath of the sodium salt of the condensation product that contains X% weight brightener formulations (based on fibre weight) and 1g/l 2-naphthalene sulfonic acids and formaldehyde.Heat this bath then and reached 130 ℃ in 30 minutes, kept this temperature again 30 minutes, this post rinse and dried fibres.
The concentration of liquid brightener formulations (containing embodiment 1 to 16 corresponding brightening agent mixture) is 0.22% weight and 1.0% weight in each case.The whitening effect that all situations all can obtain.
B) thermosoling
Polyester fiber is at room temperature with containing the dyeing of the Xg/l brightener formulations aqueous solution.Wet and be absorbed as 60%.Descend drying and fix 30 seconds at 190 ℃ then.
The strength of fluid of brightener formulations (containing embodiment 1 to 16 corresponding brightening agent mixture) is 2.7g/l and 10g/l in all cases.The whitening effect that all situations all can obtain.
Claims (6)
1. brightening agent mixture, it contains the double styrene based compound of 25%-50% weight fraction minor I
The double styrene based compound of 30%-60% weight fraction minor II
Double styrene based compound with 0.5%-10% weight fraction minor III
With other 1%-30% weight fraction minor IV double styrene based compound
And/or the double styrene based compound of 1%-30% weight fraction minor V
Condition is, described each percentage by weight is based on the gross weight of the double styrene based compound of molecular formula I-V, it is 100% weight that the percentage of the double styrene based compound of molecular formula I-V is added up, and the brightening agent mixture contains the double styrene based compound based on the molecular formula I-V of brightening agent mixture weight 75%-100% weight.
2. according to the brightening agent mixture of claim 1, it contains the double styrene based compound based on the molecular formula I-V of mixture weight 80%-100% weight.
3. according to the brightening agent mixture of claim 1, it contains the double styrene based compound based on the molecular formula I-V of mixture weight 85%-100% weight.
4. according to the brightening agent mixture of claim 1, in every kind of situation based on the double styrene based compound gross weight of I-V, the double styrene based compound that contains 30%-45% weight fraction minor I, the double styrene based compound of the double styrene based compound of 40%-50% weight fraction minor II and 0.5%-5% weight fraction minor III, and the double styrene based compound of other 1%-15% weight fraction minor IV and/or the double styrene based compound of 1%-15% weight fraction minor V.
5. whitener composition, it is moisture, be the brightening agent mixture of claim 1 of 3-25% weight and the auxiliary agent of 5-60% weight in each case based on composition weight.
6. the brightening agent mixture of claim 1 is in the application of synthetic or natural polymeric material being carried out in the fluorescent whitening processing.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19510889 | 1995-03-24 | ||
| DE19510889.2 | 1995-03-24 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1140214A CN1140214A (en) | 1997-01-15 |
| CN1073174C true CN1073174C (en) | 2001-10-17 |
Family
ID=7757681
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN96107248A Expired - Fee Related CN1073174C (en) | 1995-03-24 | 1996-03-23 | Mixtures of optical brighteners based on bisstyryl compounds |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JPH08269351A (en) |
| CN (1) | CN1073174C (en) |
| DE (1) | DE19609956A1 (en) |
| FR (1) | FR2732015A1 (en) |
| IT (1) | IT1283280B1 (en) |
| TW (1) | TW359678B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1999013826A1 (en) * | 1997-09-17 | 1999-03-25 | The Procter & Gamble Company | Hair care compositions comprising polystyrylstilbenes |
| 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 (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2200600A (en) * | 1986-10-14 | 1988-08-10 | Fruehauf Corp | Improvements in and relating to vehicle floor systems |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2929599A1 (en) * | 1979-07-21 | 1981-02-05 | Hoechst Ag | MIXTURES OF OPTICAL BRIGHTENERS, THEIR PRODUCTION AND USE |
| DE3070041D1 (en) * | 1979-12-13 | 1985-03-07 | Ciba Geigy Ag | Optical brighteners from bistyryl benzene, process for their preparation and their use |
| US4778622A (en) * | 1986-03-21 | 1988-10-18 | Ciba-Geigy Corporation | Mixtures of fluorescent whitening agents |
| CH671956A5 (en) * | 1987-01-29 | 1989-10-13 | Ciba Geigy Ag | |
| DE4219772A1 (en) * | 1992-06-17 | 1993-12-23 | Hoechst Ag | 1,4-Bis(cyano styryl) mixts. for optical brighteners - esp. for natural or (semi)synthetic high molecular organic material partic. polyester fibres |
-
1996
- 1996-03-14 DE DE19609956A patent/DE19609956A1/en not_active Ceased
- 1996-03-20 TW TW085103361A patent/TW359678B/en not_active IP Right Cessation
- 1996-03-21 IT IT96MI000551A patent/IT1283280B1/en active IP Right Grant
- 1996-03-22 FR FR9603580A patent/FR2732015A1/en active Pending
- 1996-03-22 JP JP8066716A patent/JPH08269351A/en not_active Withdrawn
- 1996-03-23 CN CN96107248A patent/CN1073174C/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2200600A (en) * | 1986-10-14 | 1988-08-10 | Fruehauf Corp | Improvements in and relating to vehicle floor systems |
Also Published As
| Publication number | Publication date |
|---|---|
| ITMI960551A0 (en) | 1996-03-21 |
| CN1140214A (en) | 1997-01-15 |
| DE19609956A1 (en) | 1996-09-26 |
| FR2732015A1 (en) | 1996-09-27 |
| ITMI960551A1 (en) | 1997-09-21 |
| TW359678B (en) | 1999-06-01 |
| IT1283280B1 (en) | 1998-04-16 |
| JPH08269351A (en) | 1996-10-15 |
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