CN101768376B - Environment-friendly disperse dye composition - Google Patents
Environment-friendly disperse dye composition Download PDFInfo
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- CN101768376B CN101768376B CN 200910156640 CN200910156640A CN101768376B CN 101768376 B CN101768376 B CN 101768376B CN 200910156640 CN200910156640 CN 200910156640 CN 200910156640 A CN200910156640 A CN 200910156640A CN 101768376 B CN101768376 B CN 101768376B
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- dye
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- 0 COc1cc(**(*)**)ccc1N=CC*C(*1)=Sc2c1ccc([N+]([O-])=O)c2 Chemical compound COc1cc(**(*)**)ccc1N=CC*C(*1)=Sc2c1ccc([N+]([O-])=O)c2 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/0046—Mixtures of two or more azo dyes
- C09B67/0051—Mixtures of two or more azo dyes mixture of two or more monoazo dyes
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention discloses an environment-friendly disperse dye composition, which comprises the following components by weight percent: 10-75% of dye monomer A as shown in formula (1), 2-35% of dye monomer B as shown in formula (2), 8-50% of dye monomer C as shown in formula (3), and 1-10% of dye monomer D as shown in formula (4). The disperse dye composition can be regulated to obtain colored lights such as black, blue, grey, brown and the like; the obtained dye composition is an environment-friendly dye, and has wide suitable range of the pH value, good pile-on property, strong covering performance, good lifting power, colour yield, levelling property and various fastness, and can greatly improve the utilization rate of the dye and reduce the dye sewage.
Description
Technical field
The present invention relates to a kind of environmental-friendly disperse dye composition, be specially adapted to dyeing and the stamp of terylene and BLENDED FABRIC thereof.
Background technology
In dispersed dye, because its equalization is good, fastness is good for C.I.Disperse Orange 76# (76# orange), and colorant match is good, usually compound with C.I.Disperse Blue 291:1#, C.I.Disperse Violet93#, piece together high-intensity black, the blue serial dispersed dye of system.This is black, not only intensity is high but also depth is fabulous for dispersed dye of blue series, and is very extensive in the application of dyeing polyester materials.But owing to the 76# orange can cracking produce harmful arylamine under given conditions, human body is produced irritated, therefore the dispersed dye black, blue series of the high strength with the 76# orange are classified as the forbidding dyestuff by European Union member countries such as Germany, although black, the blue serial substitute products of many environment-friendly types are arranged on the market, and its depth and lid screening dynamics all do not reach previous level.Seek environment-friendly type, black, the blue series disperse dye composition of depth, opacifying property all good high strength is present pendulum urgent need to solve the problem in face of everybody.
Summary of the invention
The invention provides a kind of environmental protection, depth, the black blue serial dye composite of opacifying property fabulous high strength dispersion, this disperse dye composition belongs to the high strength disperse dye composition that intensity is high, depth good, dye yield is high, homogeneity is good.
A kind of disperse dye composition of environment-friendly type by weight percentage, mainly is comprised of following component:
10%~75% suc as formula dye monomer A shown in (1):
X wherein
1Be H or CN or NO
2
X
2Be H or halogen, and X
1And X
2Be not H simultaneously;
X
3Be H or C
1~C
4Alkyl or NHCOR
3Or OH; R
3Be C
1~C
4Alkyl;
X
4Be H or OH or OR
4Or R
5OR
6R
4, R
5, R
6Independent separately is C
1~C
4Alkyl;
R
1, R
2Independent separately is H or C
1~C
4Alkyl or CH
2CH=CH
2Or R
7OR
8Or R
9OR
10OH or R
11OCOR
12Or R
13COOR
14Or
Or R
16COOR
17OR
18Or C
1~C
4A hydrogen in the alkyl is replaced by OH, CN or benzene; R
7, R
8, R
9, R
10, R
11, R
12, R
13, R
15, R
16, R
17, R
18Independent separately is C
1~C
4Alkyl;
2%~35% suc as formula dye monomer B shown in (2):
X
5Be H or NO
2Or halogen or OR
21Or SO
2R
22R
21, R
22Independent separately is C
1~C
4Alkyl;
X
6Be H or C
1~C
4Alkyl or OR
23Or NHCOR
24R
23, R
24Independent separately is C
1~C
4Alkyl;
R
19, R
20Independent separately is C
1~C
4Alkyl or C
1~C
4Alcoxyl alkyloyloxyethyl alkyl (such as CH
2CH
2OCOOCH
3) or C
1~C
4Alkanoic acid alkane ester or C
1~C
4Alkyl in a hydrogen replaced by CN, OH, benzene, oxyalkyl, alkyloyl or benzoyl group;
8%~50% suc as formula dye monomer C shown in (3):
X
7, X
8Independent separately is H or halogen;
X
9Be H or C
1~C
4Alkyl or halogen;
R
25, R
26Independent separately is H or C
1~C
4Alkyl or R
27OCOR
28Or
Or
Or
Or R
33OCOOR
34Or CH
2CH=CH
2Or R
35OR
36CN or C
1~C
4Alkanoic acid alkane ester or C
1~C
4Alkyl in a hydrogen replaced by OH, CN or benzene; R
27, R
28, R
29, R
30, R
31, R
32, R
33, R
34, R
35, R
36Independent separately is C
1~C
4Alkyl;
1%~10% suc as formula dye monomer D shown in (4):
X
10, X
11, X
12, X
13, X
14Independent separately is H or NO
2Or halogen or
Or OR
39Or COOR
40OR
41OR
42Or Ph-R
43COO-or COOR
44COOR
45Or COOR
46-Ph; R
39, R
40, R
41, R
42, R
43, R
44, R
45, R
46Independent separately is C
1~C
4Alkyl; R
37Be C
1~C
4Alkyl;
R
38Be H or C
1~C
4Alkyl or C
1~C
4Alkyl in a hydrogen replaced by oxyalkyl.
Described dye monomer A is preferably suc as formula a kind of dye monomer shown in (1-1)~(1-24) or the mixture of multiple dye monomer:
Dye monomer B is preferably suc as formula a kind of dye monomer shown in (2-1)~(2-11) or the mixture of multiple dye monomer:
Dye monomer C is preferably suc as formula a kind of dye monomer shown in (3-1)~(3-18) or the mixture of multiple dye monomer:
Dye monomer D is preferably suc as formula a kind of dye monomer shown in (4-1)~(4-13) or the mixture of multiple dye monomer:
Dyestuff of the present invention needs to add auxiliary agent usually when composite.Described auxiliary agent is dispersed dye dispersion agent, diffusant and tensio-active agents thereof etc. commonly used when composite, preferably includes one of following or its mixture: naphthalene sulfonic acidformaldehyde condensation product, sulfonated lignin, alkyl naphthalene sulfonic acid formaldehyde condensation products.Such 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 (xylogen 85A, 83A) etc.Usually, auxiliary agent is 0.7~4.5 with the ratio of former dyestuff weight: 1.
Environmental-friendly disperse dye composition of the present invention can be used by the below legal system standby:
After dye monomer mixed by said ratio, in the presence of auxiliary agent, water or other tensio-active agent, carry out corpusculed with pulverizers such as sand mill or shredders; Also the former dyestuff of dye monomer carries out corpusculed with pulverizers such as sand mill or shredders respectively in the presence of auxiliary agent, water or other tensio-active agent, mixes by said ratio again.
Described dye monomer A, dye monomer B, dye monomer C, dye monomer D can adopt the commercially available prod.
Environmental-friendly disperse dye composition of the present invention is aqueous after grinding with sand mill or shredder, is powdery, particulate state after the spraying drying.Environmental-friendly disperse dye composition of the present invention can be according to dye monomer A, B, C, D and the adjustment of auxiliary agent ratio are deceived, blue, ash, the coloured light such as palm fibre, the gained dye composite is the environmental protection dyestuff, meet environmental protection and the ecological requirement of the Oeko-Tex standard of the European Community 100, and the subject range of pH value is broad when dyeing, depth is good, opacifying property strong, lifting force, dye yield, level-dyeing property, every fastness is all good, can greatly improve dye utilization rate, reduce dyeing waste, and be one of disperse dye composition that properties is pieced together the black blue series of system close to the 76# orange when at present each grade Polyester Fibers being dyeed.
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 1~48
According to data shown in the table 1, after dye monomer A, dye monomer B, dye monomer C, dye monomer D and dispersion agent condensation compound of methyl naphthalene sulfonic acid and formaldehyde (MF), diffusant benzyl sulfonic formaldehyde condensation compound (CNF), diffusant naphthalene sulfonic acidformaldehyde condensation product (NNO), sodium lignosulfonate and other tensio-active agent added the water blending, carry out grinding distribution with sand milling, then carry out spraying drying.
The EX-SF DISPERSE BLUE EX-SF 300 291:2 that dye monomer shown in its Chinese style (1-1) can select Zhejiang Province Runtu intercalated Co., Ltd to produce, the EX-SF DISPERSE BLUE EX-SF 300 291:1 that dye monomer shown in the formula (1-2) can select Zhejiang Province Runtu intercalated Co., Ltd to produce, the EX-SF DISPERSE BLUE EX-SF 300 291 that dye monomer shown in the formula (1-3) can select Zhejiang Province Runtu intercalated Co., Ltd to produce, the EX-SF DISPERSE BLUE EX-SF 300 291 that dye monomer shown in the formula (1-4) can select Zhejiang Province Runtu intercalated Co., Ltd to produce, the EX-SF DISPERSE BLUE EX-SF 300 291:4 that dye monomer shown in the formula (1-5) can select Zhejiang Province Runtu intercalated Co., Ltd to produce, the 63 DISPERSE Violet 63 93# that dye monomer shown in the formula (1-6) can select Zhejiang Province Runtu intercalated Co., Ltd to produce, the 63 DISPERSE Violet 63 93:1# that dye monomer shown in the formula (1-7) can select Zhejiang Province Runtu intercalated Co., Ltd to produce, the Disperse Blue-79 # that dye monomer shown in the formula (1-8) can select Zhejiang Province Runtu intercalated Co., Ltd to produce, the dye monomer shown in the formula (1-9) can select the EX-SF DISPERSE BLUE EX-SF 300 183:1# of Zhejiang Province Runtu intercalated Co., Ltd's production etc.
The Red-1 200 45# that dye monomer shown in its Chinese style (2-1) can select Zhejiang Province Runtu intercalated Co., Ltd to produce, the Red-1 200 79# that dye monomer shown in the formula (2-2) can select Zhejiang Province Runtu intercalated Co., Ltd to produce, the Disperse Red 58# that dye monomer shown in the formula (2-3) can select Zhejiang Province Runtu intercalated Co., Ltd to produce, the Red-1 200 56# that dye monomer shown in the formula (2-4) can select Zhejiang Province Runtu intercalated Co., Ltd to produce, the dye monomer shown in the formula (2-5) can select the Red-1 200 77 of Zhejiang Province Runtu intercalated Co., Ltd's production etc.
The DISPERSE ORANGE 30 200 278# that dye monomer shown in its Chinese style (3-1) can select Zhejiang Province Runtu intercalated Co., Ltd to produce, the DISPERSE ORANGE 30 200 288# that dye monomer shown in the formula (3-2) can select Zhejiang Province Runtu intercalated Co., Ltd to produce, the DISPERSE ORANGE 30 200 298# that dye monomer shown in the formula (3-3) can select Zhejiang Province Runtu intercalated Co., Ltd to produce, the DISPERSE ORANGE 30 200 279# that dye monomer shown in the formula (3-4) can select Zhejiang Province Runtu intercalated Co., Ltd to produce, the DISPERSE ORANGE 30 200 30:2 that dye monomer shown in the formula (3-5) can select Zhejiang Province Runtu intercalated Co., Ltd to produce, the DISPERSE ORANGE 30 200 30# that dye monomer shown in the formula (3-6) can select Zhejiang Province Runtu intercalated Co., Ltd to produce, the dye monomer shown in the formula (3-7) can select the DISPERSE ORANGE 30 200 61# of Zhejiang Province Runtu intercalated Co., Ltd's production etc.
The DISPERSE YELLOW 114# that dye monomer shown in its Chinese style (4-1) can adopt Zhejiang Province Runtu intercalated Co., Ltd to produce, the DISPERSE YELLOW 119# that dye monomer shown in the formula (4-2) can adopt Zhejiang Province Runtu intercalated Co., Ltd to produce, the DISPERSE Yellow 211 # that dye monomer shown in the formula (4-3) can adopt Zhejiang Province Runtu intercalated Co., Ltd to produce, the DISPERSE YELLOW 241# that dye monomer shown in the formula (4-4) can adopt Zhejiang Province Runtu intercalated Co., Ltd to produce, the dye monomer shown in the formula (4-5) can adopt the DISPERSE YELLOW 126# of Zhejiang Province Runtu intercalated Co., Ltd's production etc.
Table 1:
Comparative Examples is DISPERSE ORANGE 30 200 288#10g, EX-SF DISPERSE BLUE EX-SF 300 291:350g and the composite dye composite of 63 DISPERSE Violet 63 93:140g that adopts Zhejiang Province Runtu intercalated Co., Ltd to produce.
With the dispersed dye that above-described embodiment makes, auxiliary agent, the dye composite that water makes after mixing and the disperse dye composition of Comparative Examples carry out performance test, and testing method is as follows:
Respectively get the dispersed dye of 1.0 gram embodiment 1~48, water is mixed with respectively the dispersed dye suspension that concentration is 1g/500ml, gets 10ml, 50ml, 80ml and 90ml, 50ml, the water of 20ml mixes, dye abundant pH to 5 with the acetic acid adjusting, then be warmed up to 60 ℃, put into respectively simultaneously the 2g trevira 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/T2397-2003, GB/T3921-1997, GB/T3920-1997, GB/T5178-1997 measure its dyefastness.Measurement result sees Table 2.
Embodiment | Lifting force | Washing fastness | Crock fastness | Sublimation fastness (180 ℃) |
Embodiment 1 | A | 4-5 | 5 | 4-5 |
Embodiment 2 | A | 4-5 | 5 | 4-5 |
Embodiment 3 | A | 4-5 | 5 | 4-5 |
Embodiment 4 | A | 4-5 | 5 | 4-5 |
Embodiment 5 | A | 4-5 | 5 | 4-5 |
Embodiment 6 | A | 4-5 | 5 | 4 |
Embodiment 7 | A | 4-5 | 5 | 4 |
Embodiment 8 | A | 4-5 | 5 | 4-5 |
Embodiment 9 | A | 4-5 | 5 | 4-5 |
Embodiment 10 | A | 4-5 | 5 | 4-5 |
Embodiment 11 | A | 4-5 | 5 | 4-5 |
Embodiment 12 | A | 4-5 | 5 | 4-5 |
Embodiment 13 | A | 4-5 | 5 | 4-5 |
Embodiment 14 | A | 4-5 | 5 | 4-5 |
Embodiment 15 | A | 4-5 | 5 | 4-5 |
Embodiment 16 | A | 4-5 | 5 | 4-5 |
Embodiment 17 | A | 4-5 | 5 | 4 |
Embodiment 18 | A | 4-5 | 5 | 4 |
Embodiment 19 | A | 4-5 | 5 | 4 |
Embodiment 20 | A | 4-5 | 5 | 4-5 |
Embodiment 21 | A | 4-5 | 5 | 4-5 |
Embodiment 22 | A | 4-5 | 5 | 4-5 |
Embodiment 23 | A | 4-5 | 5 | 4-5 |
Embodiment 24 | A | 4-5 | 5 | 4-5 |
Embodiment 25 | A | 4-5 | 5 | 4-5 |
Embodiment 26 | A | 4-5 | 5 | 4-5 |
Embodiment 27 | A | 4-5 | 5 | 4-5 |
Embodiment 28 | A | 4-5 | 5 | 4-5 |
Embodiment 29 | A | 4-5 | 5 | 4 |
Embodiment 30 | A | 4-5 | 5 | 4-5 |
Embodiment 31 | A | 4-5 | 5 | 4-5 |
Embodiment 32 | A | 4-5 | 5 | 4-5 |
Embodiment 33 | A | 4-5 | 5 | 4-5 |
Embodiment 34 | A | 4-5 | 5 | 4-5 |
Embodiment 35 | A | 4-5 | 5 | 4-5 |
Embodiment 36 | A | 4-5 | 5 | 4-5 |
Embodiment 37 | A | 4-5 | 5 | 4-5 |
Embodiment 38 | A | 4-5 | 5 | 4-5 |
Embodiment 39 | A | 4-5 | 5 | 4-5 |
Embodiment 40 | A | 4-5 | 5 | 4-5 |
Embodiment 41 | A | 4-5 | 5 | 4-5 |
Embodiment 42 | A | 4-5 | 5 | 4-5 |
Embodiment 43 | A | 4-5 | 5 | 4-5 |
Embodiment 44 | A | 4-5 | 5 | 4-5 |
Embodiment 45 | A | 4-5 | 5 | 4-5 |
Embodiment 46 | A | 4-5 | 5 | 4-5 |
Embodiment 47 | A | 4-5 | 5 | 4-5 |
Embodiment 48 | A | 4-5 | 5 | 4-5 |
Comparative Examples | A-B | 4 | 4 | 4-5 |
Claims (5)
1. the disperse dye composition of an environment-friendly type by weight percentage, is comprised of following component:
10%~75% dye monomer A as the formula (1):
X wherein
1Be H or CN or NO
2
X
2Be H or halogen, and X
1And X
2Be not H simultaneously;
X
3Be H or C
1~C
4Alkyl or NHCOR
3Or OH; R
3Be C
1~C
4Alkyl;
X
4Be H or OH or OR
4Or R
5OR
6R
4, R
5, R
6Independent separately is C
1~C
4Alkyl;
R
1, R
2Independent separately is H or C
1~C
4Alkyl or CH
2CH=CH
2Or R
7OR
8Or R
9OR
10OH or R
11OCOR
12Or R
15OCO
Or R
16COOR
17OR
18Or C
1~C
4A hydrogen in the alkyl is replaced by OH, CN or benzene; R
7, R
8, R
9, R
10, R
11, R
12, R
15, R
16, R
17, R
18Independent separately is C
1~C
4Alkyl;
2%~35% dye monomer B as the formula (2):
X
5Be H or NO
2Or halogen or OR
21Or SO
2R
22R
21, R
22Independent separately is C
1~C
4Alkyl;
X
6Be H or C
1~C
4Alkyl or OR
23Or NHCOR
24R
23, R
24Independent separately is C
1~C
4Alkyl;
R
19, R
20Independent separately is C
1~C
4Alkyl or C
1~C
4Alcoxyl alkyloyloxyethyl alkyl or C
1~C
4Alkanoic acid alkane ester or C
1~C
4Alkyl in a hydrogen replaced by CN, OH, benzene, oxyalkyl, alkyloyl or benzoyl group;
8%~50% dye monomer C as the formula (3):
X
7, X
8Independent separately is H or halogen;
X
9Be H or C
1~C
4Alkyl or halogen;
R
25, R
26Independent separately is H or C
1~C
4Alkyl or R
27OCOR
28Or R
29OCONH
Or R
30OCO
Or R
31OCOR
32 Or R
33OCOOR
34Or CH
2CH=CH
2Or R
35OR
36CN or C
1~C
4Alkanoic acid alkane ester or C
1~C
4Alkyl in a hydrogen replaced by OH, CN or benzene; R
27, R
28, R
29, R
30, R
31, R
32, R
33, R
34, R
35, R
36Independent separately is C
1~C
4Alkyl;
1%~10% dye monomer D as the formula (4):
X
10, X
11, X
12, X
13, X
14Independent separately is H or NO
2Or halogen or
Or OR
39Or COOR
40OR
41OR
42Or Ph-R
43COO-or COOR
44COOR
45Or COOR
46-Ph; R
39, R
40, R
41, R
42, R
43, R
44, R
45, R
46Independent separately is C
1~C
4Alkyl;
R
37Be C
1~C
4Alkyl;
R
38Be H or C
1~C
4Alkyl or C
1~C
4Alkyl in a hydrogen replaced by oxyalkyl.
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---|---|---|---|
CN 200910156640 CN101768376B (en) | 2009-12-30 | 2009-12-30 | Environment-friendly disperse dye composition |
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CN101768376B true CN101768376B (en) | 2013-10-23 |
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