CN1844261A - Yellow combined environment-friendly disperse dye - Google Patents
Yellow combined environment-friendly disperse dye Download PDFInfo
- Publication number
- CN1844261A CN1844261A CN 200610050780 CN200610050780A CN1844261A CN 1844261 A CN1844261 A CN 1844261A CN 200610050780 CN200610050780 CN 200610050780 CN 200610050780 A CN200610050780 A CN 200610050780A CN 1844261 A CN1844261 A CN 1844261A
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- CN
- China
- Prior art keywords
- formula
- yellow
- grades
- compound
- disperse dye
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Links
- 239000000986 disperse dye Substances 0.000 title claims abstract description 12
- 150000001875 compounds Chemical class 0.000 claims abstract description 21
- 239000012752 auxiliary agent Substances 0.000 claims abstract description 5
- OMFXVFTZEKFJBZ-HJTSIMOOSA-N corticosterone Chemical compound O=C1CC[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@H](CC4)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 OMFXVFTZEKFJBZ-HJTSIMOOSA-N 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 239000000975 dye Substances 0.000 abstract description 13
- 238000004043 dyeing Methods 0.000 abstract description 11
- 230000007613 environmental effect Effects 0.000 abstract description 5
- 239000000463 material Substances 0.000 abstract description 4
- 238000007639 printing Methods 0.000 abstract description 4
- 229920000728 polyester Polymers 0.000 abstract description 3
- 230000007812 deficiency Effects 0.000 abstract description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- 229940126062 Compound A Drugs 0.000 abstract 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 abstract 1
- 239000001046 green dye Substances 0.000 abstract 1
- 239000010865 sewage Substances 0.000 abstract 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 12
- 239000002270 dispersing agent Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 238000009833 condensation Methods 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- 239000007859 condensation product Substances 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 description 3
- 229920005552 sodium lignosulfonate Polymers 0.000 description 3
- KTHUKEZOIFYPEH-UHFFFAOYSA-N 1-benzylnaphthalene Chemical compound C=1C=CC2=CC=CC=C2C=1CC1=CC=CC=C1 KTHUKEZOIFYPEH-UHFFFAOYSA-N 0.000 description 2
- WODGMMJHSAKKNF-UHFFFAOYSA-N 2-methylnaphthalene-1-sulfonic acid Chemical compound C1=CC=CC2=C(S(O)(=O)=O)C(C)=CC=C21 WODGMMJHSAKKNF-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- MHXFWEJMQVIWDH-UHFFFAOYSA-N 1-amino-4-hydroxy-2-phenoxyanthracene-9,10-dione Chemical compound C1=C(O)C=2C(=O)C3=CC=CC=C3C(=O)C=2C(N)=C1OC1=CC=CC=C1 MHXFWEJMQVIWDH-UHFFFAOYSA-N 0.000 description 1
- VGKYEIFFSOPYEW-UHFFFAOYSA-N 2-methyl-4-[(4-phenyldiazenylphenyl)diazenyl]phenol Chemical compound Cc1cc(ccc1O)N=Nc1ccc(cc1)N=Nc1ccccc1 VGKYEIFFSOPYEW-UHFFFAOYSA-N 0.000 description 1
- NPBDWXMKLFBNIW-UHFFFAOYSA-N 3-[4-[(2-chloro-4-nitrophenyl)diazenyl]-n-ethylanilino]propanenitrile Chemical compound C1=CC(N(CCC#N)CC)=CC=C1N=NC1=CC=C([N+]([O-])=O)C=C1Cl NPBDWXMKLFBNIW-UHFFFAOYSA-N 0.000 description 1
- 208000005623 Carcinogenesis Diseases 0.000 description 1
- 206010020751 Hypersensitivity Diseases 0.000 description 1
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- 229920004935 Trevira® Polymers 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- -1 alkyl naphthalene sulfonic acid formaldehyde Chemical compound 0.000 description 1
- 208000026935 allergic disease Diseases 0.000 description 1
- 230000007815 allergy Effects 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 230000036952 cancer formation Effects 0.000 description 1
- 231100000504 carcinogenesis Toxicity 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 235000019357 lignosulphonate Nutrition 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Landscapes
- Coloring (AREA)
Abstract
The invention discloses a yellow combined environment-friendly disperse dye, which comprises the following components in percentage by weight: 15.0-50.5% of a compound A shown in a formula , 0.2-30.5% of at least one or more compounds B shown in a formula (2), and the balance of an auxiliary agent. Wherein the substituents are shown in the specification. The invention is suitable for printing and dyeing polyester materials, effectively replaces the deficiency of C.I.DISP.YELLOW 23#, can produce products with higher concentration, reduces the production cost and dyeing sewage, becomes green dye which meets the environmental protection and ecological requirements of Oeko-Tex Standard 100, has excellent promotion, dye uptake and leveling property, and has good dyeing repeatability.
Description
Technical field
The present invention relates to a kind of dispersed dye, is that a kind of yellow set that is applicable to printing and dyeing polyester material is closed environmental-friendly disperse dye.
Background technology
In the printing and dyeing of polyester material, C.I.DISP.YELLOW 23# is low temperature modification dispersed dye that are most widely used, but owing to its dyestuff can cracking produce harmful arylamine under given conditions, make human body produce allergy and carcinogenesis, classified as the forbidding dyestuff by European Union member countries such as Germany, so can't satisfy the outlet needs of dyeing textile product.Seek to substitute the substitute of this dyestuff, and must satisfy environmental requirement, and have preferably with other dyestuff (as C.I.DISPBLUE 56# and C.I.DISP.RED 60#, C.I.DISP.RED50#) that compatibleness is the difficult problem of the required solution of present printing and dyeing mill.
Summary of the invention
The invention provides a kind of yellow set and close environmental-friendly disperse dye, solution is by the caused environmental issue of C.I.DISP.YELLOW23#, and can keep compatibleness, washing fastness, crock fastness original and Disperse Blue-56 #, disperse red 60 # and Disperse Red 50#.
A kind of yellow set is closed environmental-friendly disperse dye, comprises following component by weight percentage:
15.0～50.5% as the formula (1) compd A
Wherein X is a halogen
Compound as the formula (1) can be preferably
With 0.2～30.5% at least a or more than one compound as the formula (2)
X wherein
1=X
3Be H, Cl, Br or NO
2X
2=X
4Be H, Cl or Br
X
5For H Y is H, CH
3, CH
2CH
3Or
Compound as the formula (2) is preferably
Surplus is an auxiliary agent.
A kind of yellow set is closed environmental-friendly disperse dye, and the weight percentage of described compd A is preferably 20～40%; The weight percentage of compd B is preferably 0.3～15%.
Auxiliary agent described in the present invention is common dispersants, diffusant and the tensio-active agents thereof etc. of dispersed dye when composite, preferably includes one of following or its mixture: naphthalene sulfonic acidformaldehyde condensation product, sulfonated lignin, alkyl naphthalene sulfonic acid formaldehyde condensation products.As condensation compound of methyl naphthalene sulfonic acid and formaldehyde (Dispersant MF), naphthalene sulfonic acidformaldehyde condensation product (dispersing agent NNO), benzyl naphthalene sulfonic formaldehyde condensation compound (dispersing agent CNF), sodium lignosulfonate etc.
A kind of yellow set of the present invention is closed environmental-friendly disperse dye and can be prepared in order to the below method:
Formula (1) compound of above-mentioned weight ratio and formula (2) compound are mixed the back grind dispersion with auxiliary agent, water, then spraying drying with sand mill.Above-mentioned formula (1) compound, formula (2) compound all can adopt the commercially available prod.
Formula described in the present invention (1) and formula (2) compound all meet environmental protection and the ecological requirement of the Oeko-TexStandard100 of the European Community, substituted the C.I.DISP.YELLOW23# deficiency effectively, the present invention can produce the product of greater concn, reduce production costs, reduce dyeing waste, become the green colouring material that meets Oeko-Tex Standard100 environmental protection and ecological requirement, have good lifting force, dye uptake and good level-dyeing property, and dyeing repeatability is fine.
Embodiment
The invention will be further described below in conjunction with embodiment and Comparative Examples, but protection scope of the present invention is not limited to this.
Embodiment 1～11
According to data shown in the table 1, with formula (1) compound, formula (2) one or more compound and dispersion agent condensation compound of methyl naphthalene sulfonic acid and formaldehyde (MF), diffusant benzyl naphthalene sulfonic formaldehyde condensation compound (CNF), diffusant naphthalene sulfonic acidformaldehyde condensation product (NNO), sodium lignosulfonate add water piece together mix after, grind dispersion with sand milling, carry out spraying drying then.
Compound shown in its Chinese style (1) can be selected the C.I.DIS P.YELLOW119# that compound can select for use Zhejiang Province Runtu intercalated Co., Ltd to produce shown in C.I.DISP.YELLOW104# that Zhejiang Province Runtu intercalated Co., Ltd produces, the formula (2) for use.
Table 1
| The embodiment title | Formula (15)+formula (16) compound (gram) | Formula (2) compound (gram) | Dispersant MF (gram) | Dispersing agent CNF (gram) | Dispersing agent NNO (gram) | Sodium lignosulfonate (gram) | Water (gram) | |
| Embodiment 1 | 15+0 | Formula (3) | 0.5 | 20 | 15 | 15 | 34.5 | 150 |
| Embodiment 2 | 17.8+0 | Formula (4) | 35.5 | 40 | 0 | 5 | 18.5 | 176 |
| Embodiment 3 | 55.5+0 | Formula (7) | 1.0 | 40 | 0 | 0 | 13.5 | 166 |
| Embodiment 4 | 20+0 | Formula (8) | 10.5 | 0 | 30 | 15 | 26.5 | 153 |
| Embodiment 5 | 0+42.5 | Formula (12) | 5.6 | 40 | 10 | 0 | 8 | 159 |
| Embodiment 6 | 0+59 | Formula (14) | 2.5 | 35 | 12 | 10 | 0 | 177 |
| Embodiment 7 | 0+40 | Formula (3)+formula (5) | 8+8 | 15 | 10 | 20 | 7 | 170 |
| Embodiment 8 | 0+35 | Formula (6)+formula 10 | 0.5+1.7 | 35 | 15 | 0 | 21 | 163 |
| Embodiment 9 | 12+13 | Formula (9)+formula (11)+formula (13) | 9+10+9 | 30 | 20 | 9 | 0 | 168 |
| Embodiment 10 | 10+15 | Formula (3)+formula (4)+formula (9)+formula (14) | 5+8+2+ 5 | 25 | 10 | 25 | 5 | 152 |
| Embodiment 11 | 40+7 | Formula (5)+formula (6)+formula (12)+formula (13)+formula (14) | 1+2+2+ 1+5 | 13 | 17 | 10 | 15 | 154 |
The dispersed dye that the foregoing description is made carry out performance test, and testing method is as follows:
Respectively get the dispersed dye that 0.5 gram embodiment 1～11 makes, water is mixed with the dispersion suspension liquid that concentration is 0.5g/500ml respectively, drawing 20ml mixes with the water of 80ml, regulate dye bath PH to 5 with acetic acid, be warmed up to 60 ℃ then, put into the 2g trevira simultaneously respectively and carry out high-temperature pressure dyeing, in 35 minutes, be warmed up to 130 ℃, be incubated 30 minutes, sampling when being cooled to 80 ℃.Observe cloth specimen coloured light and adopt GB/T3921-1997, GB/T3920-1997, GB/T5718-1997 to measure its dyefastness.Measurement result sees Table 2.
Comparative Examples 1
The dyestuff of getting 0.5 gram Disperse Yellow RGFL 100% (being C.I.DISP.YELLOW 23#) repeats the performance test methods of embodiment 11.Test result sees Table 2.
Table 2
| The embodiment title | Color | Washing fastness (60 ℃) | Crock fastness | Sublimation fastness |
| Embodiment 1 | Yellow | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 2 | Yellow | 4～5 grades | 4～5 grades | 4 grades |
| Embodiment 3 | Yellow | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 4 | Yellow | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 5 | Yellow | 4～5 grades | 4～5 grades | 4 grades |
| Embodiment 6 | Yellow | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 7 | Yellow | 4～5 grades | 4～5 grades | 4 grades |
| Embodiment 8 | Yellow | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 9 | Yellow | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 10 | Yellow | 4～5 grades | 4～5 grades | 4～5 grades |
| Embodiment 11 | Yellow | 4～5 grades | 4～5 grades | 4～5 grades |
| Comparative Examples 1 | Yellow | 4 grades | 4 grades | 3～4 grades |
Claims (4)
1. a yellow set is closed environmental-friendly disperse dye, comprises following component by weight percentage:
15.0～50.5% as the formula (1) compd A
Wherein X is a halogen
With 0.2～30.5% at least a or more than one compd B as the formula (2)
X wherein
1=X
3Be H, Cl, Br or NO
2X
2=X
4Be H, Cl or Br
X
5For H Y is H, CH
3, CH
2CH
3Or surplus is an auxiliary agent.
2. yellow set according to claim 1 is closed environmental-friendly disperse dye, it is characterized by:
Compound as the formula (1) is with following formula (15) or formula (16)
In one or more.
3. yellow set according to claim 1 is closed environmental-friendly disperse dye, it is characterized by: the compound in the general formula is with following formula (3)-(14) as the formula (2)
In one or more.
4. yellow set according to claim 1 is closed environmental-friendly disperse dye, it is characterized by: the weight percentage of described compd A is 20～40%, and the weight percentage of compd B is 0.3～15%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2006100507806A CN100374512C (en) | 2006-05-15 | 2006-05-15 | Yellow combined environment-friendly disperse dye |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2006100507806A CN100374512C (en) | 2006-05-15 | 2006-05-15 | Yellow combined environment-friendly disperse dye |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1844261A true CN1844261A (en) | 2006-10-11 |
| CN100374512C CN100374512C (en) | 2008-03-12 |
Family
ID=37063229
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2006100507806A Active CN100374512C (en) | 2006-05-15 | 2006-05-15 | Yellow combined environment-friendly disperse dye |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN100374512C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103709790A (en) * | 2011-12-20 | 2014-04-09 | 上海安诺其纺织化工股份有限公司 | Dye composition, dye, preparation methods thereof and raw material composition of dye |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3505899A1 (en) * | 1985-02-21 | 1986-08-21 | Cassella Ag, 6000 Frankfurt | MIX OF YELLOW DISPERSION DYES |
| CN1005264B (en) * | 1987-02-19 | 1989-09-27 | 大连染料厂 | Azoic diphenylamine yellow dispering dye |
| CN1491996A (en) * | 2002-10-21 | 2004-04-28 | 上海大可染料有限公司 | Yellow dispersion dye and its preparing method |
-
2006
- 2006-05-15 CN CNB2006100507806A patent/CN100374512C/en active Active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103709790A (en) * | 2011-12-20 | 2014-04-09 | 上海安诺其纺织化工股份有限公司 | Dye composition, dye, preparation methods thereof and raw material composition of dye |
Also Published As
| Publication number | Publication date |
|---|---|
| CN100374512C (en) | 2008-03-12 |
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|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant |