CN102250486B - Medium-temperature cobalt blue disperse dye - Google Patents
Medium-temperature cobalt blue disperse dye Download PDFInfo
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- CN102250486B CN102250486B CN 201110131951 CN201110131951A CN102250486B CN 102250486 B CN102250486 B CN 102250486B CN 201110131951 CN201110131951 CN 201110131951 CN 201110131951 A CN201110131951 A CN 201110131951A CN 102250486 B CN102250486 B CN 102250486B
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- dyeing
- disperse dye
- methyl
- medium
- blue disperse
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- 239000000986 disperse dye Substances 0.000 title claims abstract description 11
- 229910017052 cobalt Inorganic materials 0.000 title abstract 3
- 239000010941 cobalt Substances 0.000 title abstract 3
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 title abstract 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 11
- 239000000975 dye Substances 0.000 claims description 39
- 150000001875 compounds Chemical class 0.000 claims description 12
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 4
- 239000002131 composite material Substances 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 238000004043 dyeing Methods 0.000 abstract description 23
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 6
- 238000000034 method Methods 0.000 abstract description 5
- 239000004744 fabric Substances 0.000 abstract description 4
- 238000005406 washing Methods 0.000 abstract description 4
- 230000008569 process Effects 0.000 abstract description 3
- 238000007639 printing Methods 0.000 abstract description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 239000000835 fiber Substances 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 description 12
- 125000006178 methyl benzyl group Chemical group 0.000 description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 238000000859 sublimation Methods 0.000 description 4
- 230000008022 sublimation Effects 0.000 description 4
- 241001062009 Indigofera Species 0.000 description 3
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 3
- 239000012943 hotmelt Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000009792 diffusion process Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000003801 milling Methods 0.000 description 2
- 238000005096 rolling process Methods 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
- 229920005552 sodium lignosulfonate Polymers 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- RXQNKKRGJJRMKD-UHFFFAOYSA-N 5-bromo-2-methylaniline Chemical compound CC1=CC=C(Br)C=C1N RXQNKKRGJJRMKD-UHFFFAOYSA-N 0.000 description 1
- 229920004933 Terylene® Polymers 0.000 description 1
- 229920004935 Trevira® Polymers 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000010014 continuous dyeing Methods 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 230000004069 differentiation Effects 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004134 energy conservation Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000010813 municipal solid waste Substances 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
Abstract
The invention relates to a medium-temperature cobalt blue disperse dye, of which the general formula is shown in the specification, wherein R1 is H or methyl; R2 is C1-C4 alkyl; and R3 is Cl or methyl. The medium-temperature cobalt blue disperse dye provided by the invention can be used for dyeing and printing of polyester fibers and blended fabrics, is suitable for high-temperature high-pressure dyeing, is especially suitable for an energy-saving, discharge-reducing and medium-temperature thermosol dyeing process, and has good solarization performance and water washing fastness.
Description
Technical field
The present invention relates to a kind of dispersed dye, specifically relate to a kind of middle warm type bright blue dispersed dye.
Background technology
Dispersed dye are mainly used in dyeing and the stamp of terylene and BLENDED FABRIC thereof.Common dyeing is high-temperature pressure dyeing and pad-dry-cure dyeing.High-temperature and high pressure dyeing process dyes knitted fabrics usually, is batch dyeing, and throughput is little, and the waste liquid of discharging is many.The pad-dry-cure dyeing method is dyed woven fabrics usually, is continuous dyeing, and throughput is large, and the waste discharge amount is little.The pad-dry-cure dyeing method trend that increases substantially occurs due to this advantage being arranged in recent years.
EX-SF DISPERSE BLUE EX-SF 300 is occupied principalship in three primary colors, wherein C.I Disperse Blue-56 and C.I Disperse Blue-79 widely use both at home and abroad, and be famous.
The dye structure formula is as follows:
The C.I Disperse Blue-56
The C.I Disperse Blue-79
The C.I Disperse Blue-56 is the low dispersed dye of known sublimation fastness, and it is bright-coloured blueness, but different hot melting temperature coloured light is different, and the degree of depth is different, is unsuitable for pad-dry-cure dyeing.The C.I Disperse Blue-79 is the high dispersed dye of sublimation fastness, the coloration result that it must select high hot melting temperature (210-220 ℃) just can obtain.Not only power consumption is higher, and coloured light is not bright-coloured.
Domestic printing and dyeing circle are thought the more suitable energy-conservation middle temperature of C.I EX-SF DISPERSE BLUE EX-SF 300 183 (190-210 ℃) dyeing through screening, and its structural formula is:
It is blue that but this dyestuff is ruddiness, and its gorgeous degree also far is inferior to the C.I Disperse Blue-56, and Dry Sack is on the low side during 190 ℃ of hot melts, waits to improve.
Summary of the invention
The purpose of this invention is to provide a kind of coloured light good, sublimation fastness is medium, the middle warm type bright blue dispersed dye of warm molten dyeing in more being applicable to.
A kind of middle warm type bright blue dispersed dye, its general formula is:
In formula: R
1Be selected from hydrogen or methyl, R
2Be selected from C
1-C
4Alkyl, R
3Be selected from chlorine or methyl.
The present invention also can further realize by the following technical programs:
Described middle warm type bright blue disperse dye compound, wherein, described R
1Be preferably methyl.
Described middle warm type bright blue disperse dye compound, wherein, described R
2Be methyl or ethyl.
Described middle warm type bright blue disperse dye compound, wherein, described R
3For to chloro, to methyl or a methyl.
The invention also discloses a kind of dye composite, for by wantonly 2 or 3 mixtures that compound forms in the above-claimed cpd general formula.
The present invention further discloses a kind of dye composite, it comprises any one or the compound more than in the above-claimed cpd general formula.
Middle warm type bright blue dispersed dye of the present invention are bright-coloured EX-SF DISPERSE BLUE EX-SF 300, and coloured light is bordering on the C.I Disperse Blue-56, is better than C.I Disperse Blue-79 and C.I EX-SF DISPERSE BLUE EX-SF 300 183, and sublimation fastness (medium) is higher than the C.I Disperse Blue-56.Can be used for dyeing or stamp trevira or BLENDED FABRIC.Especially be suitable for dyeing or the pure plain of washing of stamp.Middle warm type bright blue dispersed dye of the present invention are applicable to high-temperature pressure dyeing, more be applicable to energy-saving and emission-reduction in warm molten dyeing, and have good Exposure to Sunlight and washing fastness.
Embodiment
Following embodiment is used for compound of the present invention and composition are further detailed.
Preparation example 1
The sulfuric acid that adds 40 milliliter 98% in the four-hole boiling flask of 250 milliliters adds the 3-amino of 9.95 grams 98%-5-nitro-2 under stirring, the 1-benzisothiazole stirs entirely moltenly, then slowly drips the nitrosyl sulfuric acid of 17 grams 40% under 0-10 ℃.Reaction to terminal, obtains diazo liquid and treats coupling at this temperature.
Add 400 milliliters of entry in the flask of 2000 milliliters, then slowly add 10 milliliters, sulfuric acid in stirring. then add the N-ethyl-N-of 13.4 grams 98% to be stirred to dissolving to methyl-benzyl meta-aminotoluene (0.05gmol), lower the temperature on ice-water bath, simultaneously add appropriate trash ice to be cooled to 0-5 ℃ in cup, begin to drip above-mentioned diazo liquid, keep 0-5 ℃ to react to the diazo component disappearance, filtered water is washed till neutrality.Get approximately 90 grams of filter cake, the dyestuff of giving money as a gift is heavily on average 18 grams.Dyestuff is dissolved in DMF that to survey its absorbing wavelength be λ
max=625nm.
The structure of title compound formula is as follows:
Preparation example 2-4
Dyestuff synthesis condition and ingredients molecular ratio are with preparation example 1, difference only is to have replaced in preparation example 1 N-ethyl-N-to the methyl-benzyl meta-aminotoluene, wherein preparation example 2 replaces with methyl-benzyl meta-aminotoluene between N-ethyl-N-, preparation example 3 replaces with N-ethyl-N-p-chlorobenzyl meta-aminotoluene, preparation example 4 replaces with N-butyl-N-p-chlorobenzyl meta-aminotoluene, and the general formula and the corresponding performance that obtain dyestuff are as shown in the table:
| Embodiment | R 1 | R 2 | R 3 | Form and aspect | λ max |
| 2 | CH 3 | C 2H 5 | m-CH 3 | Gorgeous indigo plant | 620 |
| 3 | CH 3 | C 2H 5 | p-Cl | Gorgeous indigo plant | 610 |
| 4 | CH 3 | C 4H 9 | p-Cl | Gorgeous indigo plant | 615 |
Preparation example 5
Dyestuff synthesis condition and ratio of components are with preparation example 1, wherein replace 0.05gmol N-ethyl-N-to the methyl-benzyl meta-aminotoluene with 0.025gmol N-ethyl-N-to methyl-benzyl meta-aminotoluene and 0.025gmol N-ethyl-N-benzyl meta-aminotoluene, obtain corresponding dyestuff.Its absorbing wavelength is λ
max=620nm.Its dyestuff is mixing colouring agent, and structural formula is:
Embodiment 1-5
Get each 15 grams of product in preparation example 1-5, respectively with dispersing agent MF 15 grams, sodium lignosulfonate 15 grams, 80 milliliters, water and 90 gram glass sands carry out sand milling, with dye paste rapid drying, obtain respectively embodiment 1-5 different dispersed dye separately when being milled to dye diffusion degree 4-5 level.
Embodiment 6
Get preparation example 2 dyestuff 7.5 grams, preparation example 3 dyestuff 7.5 grams, diffusant 15 grams, sodium lignosulfonate 15 grams, 80 milliliters, water carries out sand milling with 90 gram glass sands, and is when being milled to the dye diffusion degree and being the 4-5 level, that dye paste is dry rapidly, obtains blue disperse dye composition.
Embodiment 7
Take 2.0 gram embodiment 1 dispersed dye and be placed in beaker, adding the sodium alginate that adds 40 milliliters of 5g/L after the even pulpous state of a little furnishing of water and water to 100 milliliter stirs, be made into padding liquor, then the pure plain of washing evenly flooded one minute in padding liquor, carry out pressure rolling, and then flooded one minute, carry out the secondary pressure rolling, dye sample and give baking to doing in 90-100 ℃, then 200 ℃ of hot melts 90 seconds, dye sample and fully wash, dry, obtain bright-coloured blueness.
In dyestuff of the present invention, warm dyeing behavior is relatively:
Dyeing process is the same, get respectively embodiment 1-6 dyestuff, blue 183 dyestuffs of the blue 79 dye well C.I of C.I respectively in the lower dyeing of different hot melting temperatures (190 ℃, 200 ℃, 210 ℃), it gets separately color depth and dyes sample as standard take its 200 ℃ of hot melts, relatively the following table of performance:
According to upper table data, dyestuff of the present invention not only coloured light is gorgeous, and Dry Sack is more stable between 190-210 ℃, namely in warm molten dyeing behavior be better than the C.I EX-SF DISPERSE BLUE EX-SF 300 183 of known middle warm type.
The above is only preferred embodiment of the present invention, is not that the present invention is done any pro forma restriction.Any change that is equal to, modification or differentiation etc. that all those skilled in the art utilize technical scheme of the present invention that above-described embodiment is made all still belong in the scope of technical solution of the present invention.
Claims (6)
- , a kind of as shown in the formula middle warm type bright blue disperse dye compound,In formula: R 1Be selected from hydrogen or methyl, R 2Be selected from C 1-C 4Alkyl, R 3Be selected from chlorine.
- 2. middle warm type bright blue disperse dye compound according to claim 1 is characterized in that:Described R 1Be methyl.
- 3. the middle warm type bright blue disperse dye compound described according to claim 1 and 2 is characterized in that:Described R Be ethyl or methyl.
- 4. arbitrary described middle warm type bright blue disperse dye compound according to claim 1,2 or 3 is characterized in that:Described RFor to chloro.
- 5. a dye composite, is characterized in that: be the mixture of 2 or 3 dyestuffs in claim 1 general formula.
- 6. a dye composite, is characterized in that: comprise any one or the compound more than in claim 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201110131951 CN102250486B (en) | 2011-05-20 | 2011-05-20 | Medium-temperature cobalt blue disperse dye |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201110131951 CN102250486B (en) | 2011-05-20 | 2011-05-20 | Medium-temperature cobalt blue disperse dye |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102250486A CN102250486A (en) | 2011-11-23 |
| CN102250486B true CN102250486B (en) | 2013-06-12 |
Family
ID=44978068
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 201110131951 Active CN102250486B (en) | 2011-05-20 | 2011-05-20 | Medium-temperature cobalt blue disperse dye |
Country Status (1)
| Country | Link |
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| CN (1) | CN102250486B (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102660146B (en) * | 2012-04-28 | 2013-12-11 | 浙江万丰化工有限公司 | Oxidation-resistant disperse dye composition and preparation and application thereof |
| CN102888129B (en) * | 2012-06-26 | 2014-09-17 | 上海宜连化工科技有限公司 | Disperse dye composition and applications thereof |
| CN102757660B (en) * | 2012-07-10 | 2013-12-11 | 浙江龙盛集团股份有限公司 | Benzisothiazole thiazole dye monomer compound and disperse dye |
| CN102978970A (en) * | 2012-12-03 | 2013-03-20 | 吴江市鼎佳纺织有限公司 | Disperse dyeing process for garment material |
| CN107312358B (en) * | 2017-07-17 | 2019-07-26 | 浙江名毅新能源股份有限公司 | A kind of disperse dye composition, preparation method and application |
| CN110643197B (en) * | 2019-10-10 | 2020-11-27 | 济南大学 | Disperse black dye composition, disperse black dye and preparation method and application thereof |
| CN111995879B (en) * | 2020-08-27 | 2021-10-08 | 青岛大学 | Method for enhancing alkali resistance and oxidation resistance of benzisothiazole disperse dye |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4160764A (en) * | 1975-06-07 | 1979-07-10 | Hoechst Aktiengesellschaft | Water-insoluble monoazo-dyestuffs for synthetic fibrous materials |
| CN101143969A (en) * | 2007-09-12 | 2008-03-19 | 蓬莱华茂精细化工有限公司 | Azo type heterocyclic blue dispersion dyes |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH10237335A (en) * | 1997-02-25 | 1998-09-08 | Sumitomo Chem Co Ltd | Disperse dye composition |
-
2011
- 2011-05-20 CN CN 201110131951 patent/CN102250486B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4160764A (en) * | 1975-06-07 | 1979-07-10 | Hoechst Aktiengesellschaft | Water-insoluble monoazo-dyestuffs for synthetic fibrous materials |
| CN101143969A (en) * | 2007-09-12 | 2008-03-19 | 蓬莱华茂精细化工有限公司 | Azo type heterocyclic blue dispersion dyes |
Non-Patent Citations (2)
| Title |
|---|
| JolantaSokolowska-Gajda.SynthesisandPropertiesofsomeDisperseDyesDerivedfrom3-Amino-5-nitro[2 1]benzisothiazole and Alkyl Esters of N-Benzyl-N-phenyl-β-alanine.《Dyes and Pigments》.1991 |
| Synthesis and Properties of some Disperse Dyes Derived from 3-Amino-5-nitro[2,1]benzisothiazole and Alkyl Esters of N-Benzyl-N-phenyl-β-alanine;Jolanta Sokolowska-Gajda;《Dyes and Pigments》;19910401;第15卷(第4期);第240页 * |
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| CN102250486A (en) | 2011-11-23 |
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