CN107955397A - A kind of synthetic method of orchil - Google Patents
A kind of synthetic method of orchil Download PDFInfo
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- CN107955397A CN107955397A CN201711008501.4A CN201711008501A CN107955397A CN 107955397 A CN107955397 A CN 107955397A CN 201711008501 A CN201711008501 A CN 201711008501A CN 107955397 A CN107955397 A CN 107955397A
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- orchil
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- synthetic method
- reaction
- contracting liquid
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- 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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
- C09B62/503—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an esterified or non-esterified hydroxyalkyl sulfonyl or mercaptoalkyl sulfonyl group, a quaternised or non-quaternised aminoalkyl sulfonyl group, a heterylmercapto alkyl sulfonyl group, a vinyl sulfonyl or a substituted vinyl sulfonyl group, or a thiophene-dioxide group
- C09B62/505—Anthracene dyes
-
- 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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
- C09B62/503—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an esterified or non-esterified hydroxyalkyl sulfonyl or mercaptoalkyl sulfonyl group, a quaternised or non-quaternised aminoalkyl sulfonyl group, a heterylmercapto alkyl sulfonyl group, a vinyl sulfonyl or a substituted vinyl sulfonyl group, or a thiophene-dioxide group
- C09B62/507—Azo dyes
- C09B62/51—Monoazo dyes
-
- 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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
- C09B62/503—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an esterified or non-esterified hydroxyalkyl sulfonyl or mercaptoalkyl sulfonyl group, a quaternised or non-quaternised aminoalkyl sulfonyl group, a heterylmercapto alkyl sulfonyl group, a vinyl sulfonyl or a substituted vinyl sulfonyl group, or a thiophene-dioxide group
- C09B62/507—Azo dyes
- C09B62/513—Disazo or polyazo dyes
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Paper (AREA)
Abstract
The present invention relates to Dyestuff synthesis field, and in particular to a kind of synthetic method of orchil, the synthetic method include the following steps：(1) with ethene sulfone sulfate one contracting reaction occurs for trimerization hydrogen chlorine；(2) one contracting liquid contract with γ acid two；(3) ethene sulfone sulfate diazotising；(4) ethene sulfone sulfate and two contracting liquid are coupled；Orchil provided by the present invention has the characteristics that bright in color light, light fastness are high, dyeing reappears, every wet fastness properties is excellent, additionally effectively compensate for the defects of dyestuffs purity existing for existing orchil is low to a certain extent.
Description
Technical field
The present invention relates to Dyestuff synthesis field, and in particular to a kind of synthetic method of orchil.
Background technology
Dyestuff is the material that can colour fiber and other materials, and dyestuff is divided to natural and two major classes of synthesis.Dyestuff is that have face
The material of color.But coloured material not necessarily dyestuff.Dyestuff is that certain color can be made to be attached to the material on fiber,
And not easily to fall off, discoloration.Dyestuff is generally soluble in water, and a part of dyestuff needs mordant dyestuff is attached on fiber.
Archaeological materials show that staining technique has had more than 5,000 years history in India and the Middle East.Dyestuff at that time is from animals and plants or mineral
Matter is very few by processing.
For a kind of synthetic method of active red dye is obtained in patent application CN104448921A disclosed in China, wrap
Include following steps：(1) add ice into Cyanuric Chloride and dispersant is beaten to form Cyanuric Chloride slurries, then to three polychlorostyrene
H aqueous acids are added dropwise in cyanogen slurries, carries out primary condensation reaction, obtains a contracting liquid；(2) N- ethylo benzenes are added into a contracting liquid
Amine, carries out consecutive condensation and obtains two contracting liquid；(3) 2- naphthylamines -1- sulfonic acid reacts in water with sodium nitrite and hydrochloric acid, obtains
Diazonium salt solution；(4) pH value of two contracting liquid is adjusted to 6.3~6.8, it is water-soluble then adds the diazol that step (3) obtains
Liquid carries out coupling reaction, and spray drying obtains the active red dye after the reaction was complete.The synthetic method by varying reaction scheme,
Reduce the H acylating acids in traditional handicraft, the hydrolysis of acylate, color base are saltoutd, color base press filtration, color base dissolving, reduce
Cost, reduces the discharge of sewage；For obtaining, one kind is red to be contaminated in patent application CN105542507A disclosed in China
Material and orchil component, for electrowetting display device, this orchil includes a variety of changes represented by chemical formula (formula 1)
Compound：(formula 1), wherein X, Y in the compound represent independently of one another hydrogen atom, carbon number 2~20 be substituted or without
Substitute alkyl, R1, R2 represent hydrogen atom or-NHCnH2n+1 independently of one another, and n is positive integer, R1, R2 can it is identical can also
Differ.Orchil and orchil component provided by the invention, have high fastness to light.
Although what currently available technology was provided, which prepares orchil, has the advantages that high fastness to light, perspiration resistance,
Also there are the defects of dyestuffs purity is low, wet fastness properties is poor, color and luster is dim.
The content of the invention
For above-mentioned problem, the present invention proposes a kind of synthetic method of orchil.Skill provided by the invention
Art scheme can make up that dyestuffs purity present in existing orchil is low, wet fastness properties is poor, color and luster is dark to a certain extent
The defects of light.
In order to realize above-mentioned purpose, the present invention uses following technical solution：
A kind of synthetic method of orchil, synthetic method include the following steps：
(1) 10-15 parts of ethene sulfone sulfates and 50-60 parts of water are added in reaction kettle, make its dissolving with alkali tune, and will be anti-
Answer temperature in the kettle to be adjusted to 0-5 DEG C, add 6-11 parts of Cyanuric Chlorides, stir evenly, be beaten, adjustment temperature is 8-10 DEG C, then
Add sodium acid carbonate and adjust pH so that pH is maintained within a certain range, and a contracting liquid is made；
(2) 10-14 parts of γ acid are added into a contracting liquid, adjusting pH is 4.1-4.3, and two contractings occur under the conditions of certain temperature
Reaction, obtains two contracting liquid；
(3) by 10-15 parts of ethene sulfone sulfates, stirring to pulp, water on the rocks are cooled to 5-6 DEG C in water, and 3-5 parts of addition is dense
Hydrochloric acid, is then slowly added dropwise 30% sodium nitrite solution, carries out diazo-reaction, and is detected with test paper, ensures nitrous acid slightly mistake
Amount, after completion of dropwise addition, is stirred under the conditions of 0-3 DEG C, and after reacting 2-3h, unnecessary nitrous acid is removed with sulfamic acid；
(4) step (3) plus products therefrom are entered into two contracting liquid, it is 8-10 DEG C to adjust temperature, pH 6-6.2, in machinery
Coupling reaction is carried out under conditions of stirring, reaction a period of time, obtains orchil.
Preferably, pH is 3.5-4 in the step (1).
Preferably, temperature is 30-40 DEG C in the step (2).
Preferably, Test paper is starch KI test paper in the step (3).
Preferably, mechanical agitation speed is 100-200r/min in the step (4).
Preferably, the reaction time is 2-3h in the step (4).
It is as follows using above-mentioned technical solution, beneficial effects of the present invention：The orchil of the present invention can be synthesized directly, no
Other dyestuff blendings are needed, obtained dyestuff is beautiful in colour, every wet fastness properties is excellent, easy to use, and production technology
Simply, product purity is high.
Embodiment
To make the purpose, technical scheme and advantage of the embodiment of the present invention clearer, below in conjunction with the embodiment of the present invention,
Technical solution in the embodiment of the present invention is clearly and completely described.Based on the embodiment of the present invention, the common skill in this area
Art personnel all other embodiments obtained without creative efforts, belong to the model that the present invention protects
Enclose.
Embodiment 1：
A kind of synthetic method of orchil, the synthetic method include the following steps：
(1) 10 parts of ethene sulfone sulfates and 50 parts of water are added in reaction kettle, make its dissolving with alkali tune, and by reaction kettle
Temperature is adjusted to 0 DEG C, adds 6 parts of Cyanuric Chlorides, stirs evenly, and is beaten, and adjustment temperature is 8 DEG C, then adds sodium acid carbonate tune
Save pH so that pH is maintained in 3.5, and a contracting liquid is made；
(2) 10 parts of γ acid are added into a contracting liquid, it is 4.1 to adjust pH, and two contracting reactions occur under the conditions of 30 DEG C, obtain two contractings
Liquid；
(3) by 10 parts of ethene sulfone sulfates, stirring to pulp, water on the rocks are cooled to 5 DEG C in water, add 3 parts of concentrated hydrochloric acids, with
30% sodium nitrite solution is slowly added dropwise afterwards, carries out diazo-reaction, and is detected with starch KI test paper, ensures nitrous acid slightly mistake
Amount, after completion of dropwise addition, is stirred under the conditions of 0 DEG C, and after reacting 2h, unnecessary nitrous acid is removed with sulfamic acid；
(4) step (3) plus products therefrom are entered into two contracting liquid, it is 8 DEG C, pH 6 to adjust temperature, is 100r/ in rotating speed
Coupling reaction is carried out under the mechanical agitation of min, 2h is reacted, obtains orchil.
Embodiment 2：
A kind of synthetic method of orchil, the synthetic method include the following steps：
(1) 15 parts of ethene sulfone sulfates and 60 parts of water are added in reaction kettle, make its dissolving with alkali tune, and by reaction kettle
Temperature is adjusted to 5 DEG C, adds 11 parts of Cyanuric Chlorides, stirs evenly, and is beaten, and adjustment temperature is 10 DEG C, then adds sodium acid carbonate
Adjust pH so that pH is maintained in 4, and a contracting liquid is made；
(2) 14 parts of γ acid are added into a contracting liquid, it is 4.3 to adjust pH, and two contracting reactions occur under the conditions of 40 DEG C, obtain two contractings
Liquid；
(3) by 15 parts of ethene sulfone sulfates, stirring to pulp, water on the rocks are cooled to 6 DEG C in water, add 5 parts of concentrated hydrochloric acids, with
30% sodium nitrite solution is slowly added dropwise afterwards, carries out diazo-reaction, and is detected with starch KI test paper, ensures nitrous acid slightly mistake
Amount, after completion of dropwise addition, is stirred under the conditions of 3 DEG C, and after reacting 3h, unnecessary nitrous acid is removed with sulfamic acid；
(4) step (3) plus products therefrom are entered into two contracting liquid, it is 10 DEG C to adjust temperature, and pH 6.2, is in rotating speed
Coupling reaction is carried out under the mechanical agitation of 200r/min, 3h is reacted, obtains orchil.
Embodiment 3：
A kind of synthetic method of orchil, the synthetic method include the following steps：
(1) 11 parts of ethene sulfone sulfates and 55 parts of water are added in reaction kettle, make its dissolving with alkali tune, and by reaction kettle
Temperature is adjusted to 1 DEG C, adds 7 parts of Cyanuric Chlorides, stirs evenly, and is beaten, and adjustment temperature is 9 DEG C, then adds sodium acid carbonate tune
Save pH so that pH is maintained in 3.5, and a contracting liquid is made；
(2) 11 parts of γ acid are added into a contracting liquid, it is 4.2 to adjust pH, and two contracting reactions occur under the conditions of 35 DEG C, obtain two contractings
Liquid；
(3) by 11 parts of ethene sulfone sulfates, stirring to pulp, water on the rocks are cooled to 5 DEG C in water, add 3 parts of concentrated hydrochloric acids, with
30% sodium nitrite solution is slowly added dropwise afterwards, carries out diazo-reaction, and is detected with starch KI test paper, ensures nitrous acid slightly mistake
Amount, after completion of dropwise addition, is stirred under the conditions of 1 DEG C, and after reacting 2h, unnecessary nitrous acid is removed with sulfamic acid；
(4) step (3) plus products therefrom are entered into two contracting liquid, it is 9 DEG C to adjust temperature, and pH 6.1, is in rotating speed
Coupling reaction is carried out under the mechanical agitation of 150r/min, 2h is reacted, obtains orchil.
Embodiment 4：
A kind of synthetic method of orchil, the synthetic method include the following steps：
(1) 12 parts of ethene sulfone sulfates and 56 parts of water are added in reaction kettle, make its dissolving with alkali tune, and by reaction kettle
Temperature is adjusted to 2 DEG C, adds 8 parts of Cyanuric Chlorides, stirs evenly, and is beaten, and adjustment temperature is 9 DEG C, then adds sodium acid carbonate tune
Save pH so that pH is maintained in 4, and a contracting liquid is made；
(2) 12 parts of γ acid are added into a contracting liquid, it is 4.3 to adjust pH, and two contracting reactions occur under the conditions of 35 DEG C, obtain two contractings
Liquid；
(3) by 12 parts of ethene sulfone sulfates, stirring to pulp, water on the rocks are cooled to 6 DEG C in water, add 4 parts of concentrated hydrochloric acids, with
30% sodium nitrite solution is slowly added dropwise afterwards, carries out diazo-reaction, and is detected with starch KI test paper, ensures nitrous acid slightly mistake
Amount, after completion of dropwise addition, is stirred under the conditions of 2 DEG C, and after reacting 3h, unnecessary nitrous acid is removed with sulfamic acid；
(4) step (3) plus products therefrom are entered into two contracting liquid, it is 9 DEG C to adjust temperature, and pH 6.2, is in rotating speed
Coupling reaction is carried out under the mechanical agitation of 160r/min, 3h is reacted, obtains orchil.
Embodiment 5：
A kind of synthetic method of orchil, the synthetic method include the following steps：
(1) 14 parts of ethene sulfone sulfates and 57 parts of water are added in reaction kettle, make its dissolving with alkali tune, and by reaction kettle
Temperature is adjusted to 4 DEG C, adds 10 parts of Cyanuric Chlorides, stirs evenly, and is beaten, and adjustment temperature is 10 DEG C, then adds sodium acid carbonate
Adjust pH so that pH is maintained in 4, and a contracting liquid is made；
(2) 13 parts of γ acid are added into a contracting liquid, it is 4.2 to adjust pH, and two contracting reactions occur under the conditions of 35 DEG C, obtain two contractings
Liquid；
(3) by 14 parts of ethene sulfone sulfates, stirring to pulp, water on the rocks are cooled to 5 DEG C in water, add 5 parts of concentrated hydrochloric acids, with
30% sodium nitrite solution is slowly added dropwise afterwards, carries out diazo-reaction, and is detected with starch KI test paper, ensures nitrous acid slightly mistake
Amount, after completion of dropwise addition, is stirred under the conditions of 2 DEG C, and after reacting 2.5h, unnecessary nitrous acid is removed with sulfamic acid；
(4) step (3) plus products therefrom are entered into two contracting liquid, it is 10 DEG C to adjust temperature, and pH 6.1, is in rotating speed
Coupling reaction is carried out under the mechanical agitation of 170r/min, 2h is reacted, obtains orchil.
Product common in product provided by the present invention and market is done into performance comparison test, test result is as follows：
To sum up, the embodiment of the present invention has the advantages that：The orchil of the present invention can be synthesized directly, coloured bright and new
It is gorgeous, light fastness is high, dyeing reappears, items wet fastness properties is excellent, easy to use, and simple production process, product purity
The features such as high.
Above example is only to illustrate the technical solution of type of the present invention, rather than its limitations；Although with reference to foregoing implementation
Type of the present invention is described in detail in example, it will be understood by those of ordinary skill in the art that：It still can be to foregoing each
Technical solution described in embodiment is modified, or carries out equivalent substitution to which part technical characteristic；And these are changed
Or replace, the essence of appropriate technical solution is departed from the spirit and scope of each embodiment technical solution of type of the present invention.
Claims (6)
1. a kind of synthetic method of orchil, which includes the following steps：
(1) 10-15 parts of ethene sulfone sulfates and 50-60 parts of water are added in reaction kettle, make its dissolving with alkali tune, and by reaction kettle
Interior temperature is adjusted to 0-5 DEG C, adds 6-11 parts of Cyanuric Chlorides, stirs evenly, and is beaten, and adjustment temperature is 8-10 DEG C, is then added
Sodium acid carbonate adjusts pH so that pH is maintained within a certain range, and a contracting liquid is made；
(2) 10-14 parts of γ acid are added into a contracting liquid, adjusting pH is 4.1-4.3, and it is anti-that two contractings occur under the conditions of certain temperature
Should, obtain two contracting liquid；
(3) by 10-15 parts of ethene sulfone sulfates, stirring to pulp, water on the rocks are cooled to 5-6 DEG C in water, add 3-5 parts of concentrated hydrochloric acids,
30% sodium nitrite solution is then slowly added dropwise, carries out diazo-reaction, and is detected with test paper, ensures that nitrous acid is slightly excessive, drop
After adding, stirred under the conditions of 0-3 DEG C, after reacting 2-3h, unnecessary nitrous acid is removed with sulfamic acid；
(4) step (3) plus products therefrom are entered into two contracting liquid, it is 8-10 DEG C to adjust temperature, pH 6-6.2, in mechanical agitation
Under conditions of carry out coupling reaction, reaction a period of time, obtain orchil.
2. the synthetic method of orchil according to claim 1, it is characterised in that pH is 3.5- in the step (1)
4。
3. the synthetic method of orchil according to claim 1, it is characterised in that temperature is 30- in the step (2)
40℃。
4. the synthetic method of orchil according to claim 1, it is characterised in that Test paper in the step (3)
For starch KI test paper.
5. the synthetic method of orchil according to claim 1, it is characterised in that mechanical agitation in the step (4)
Speed is 100-200r/min.
6. the synthetic method of orchil according to claim 1, it is characterised in that reaction time in the step (4)
For 2-3h.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711008501.4A CN107955397A (en) | 2017-10-25 | 2017-10-25 | A kind of synthetic method of orchil |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711008501.4A CN107955397A (en) | 2017-10-25 | 2017-10-25 | A kind of synthetic method of orchil |
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| Publication Number | Publication Date |
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| CN107955397A true CN107955397A (en) | 2018-04-24 |
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| CN201711008501.4A Pending CN107955397A (en) | 2017-10-25 | 2017-10-25 | A kind of synthetic method of orchil |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02202956A (en) * | 1989-01-24 | 1990-08-13 | Rika Sangyo Kk | Reactive black dye composition |
| CN1970643A (en) * | 2006-10-31 | 2007-05-30 | 姜堰市东风染料化工厂 | Method for preparing active red DF-3BS |
| CN101942214A (en) * | 2010-08-20 | 2011-01-12 | 天津德凯化工股份有限公司 | Orange degreased reactive dye for wool and preparation method thereof |
| CN103540160A (en) * | 2013-10-18 | 2014-01-29 | 大连理工大学 | Red azo reactive dye containing sulfanilamide structure |
-
2017
- 2017-10-25 CN CN201711008501.4A patent/CN107955397A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02202956A (en) * | 1989-01-24 | 1990-08-13 | Rika Sangyo Kk | Reactive black dye composition |
| CN1970643A (en) * | 2006-10-31 | 2007-05-30 | 姜堰市东风染料化工厂 | Method for preparing active red DF-3BS |
| CN101942214A (en) * | 2010-08-20 | 2011-01-12 | 天津德凯化工股份有限公司 | Orange degreased reactive dye for wool and preparation method thereof |
| CN103540160A (en) * | 2013-10-18 | 2014-01-29 | 大连理工大学 | Red azo reactive dye containing sulfanilamide structure |
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Application publication date: 20180424 |