CN107916015A - A kind of synthetic method of solvent green 5 - Google Patents
A kind of synthetic method of solvent green 5 Download PDFInfo
- Publication number
- CN107916015A CN107916015A CN201711126201.6A CN201711126201A CN107916015A CN 107916015 A CN107916015 A CN 107916015A CN 201711126201 A CN201711126201 A CN 201711126201A CN 107916015 A CN107916015 A CN 107916015A
- Authority
- CN
- China
- Prior art keywords
- chlorobenzene
- crude product
- methanol
- added
- filter cake
- 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.)
- Pending
Links
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
- C09B3/00—Dyes with an anthracene nucleus condensed with one or more carbocyclic rings
- C09B3/14—Perylene derivatives
- C09B3/18—Preparation from starting materials already containing the perylene nucleus
-
- 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
- C09B67/006—Preparation of organic pigments
- C09B67/0065—Preparation of organic pigments of organic pigments with only non-macromolecular compounds
-
- 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
- C09B67/0096—Purification; Precipitation; Filtration
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention be it is a kind of be related to high conversion, the synthetic method of high-quality solvent green 5, this method mainly includes acylation reaction（The generation of acyl chlorides）Scientific and rational refined two aspects of the raising of conversion ratio and green 5 crude product of solvent are improved.The acylation reaction is the initial action of product synthesis; the raising of the reaction conversion ratio improves initial feed from the source that product synthesizes --- the utilization rate of diacid; product --- the purity of acyl chlorides of the acylation reaction is improved at the same time, is preferentially laid a good foundation to improve product quality.And crude product is adsorbed and refined at the same time using two kinds of adsorbents with different adsorption mechanisms and different adsorption capacities for the refined of crude product, so as to be effectively improved product quality.
Description
Technical field
The invention belongs to organic solvent pigment art, is to be related to a kind of its acylation reaction of the raising of series pigments（Generate acyl chlorides）
Conversion ratio and its crude product refining method of improvement, so that the synthetic method of the solvent for improving and improving properties of product green 5.
Background technology
Series pigments are made the crystal form of its pigment particles consistent and are advised due to its five Yuans special condensed ring planes of molecules structure
Then, regular crystal form then makes its particle structure fine and close and firm, so that the pigment possesses excellent application performance, has good
Fastness to weathering and heat-resistant stability, its is striden into the ranks of high-grade pigment qualifiedly, available for high-grade paint, such as：
(polyolefin, polypropylene, gather for car paint, metal coating material, powdery paints, exterior coating and synthetic fibers coloring and plastics
Vinyl chloride etc.) coloring, for its fusing point close to 450 DEG C, processing heat resisting temperature in the plastic can access 300 DEG C or so.Although the face
Expect there is so excellent application performance, but still blemish in an otherwise perfect thing, enough vividnesses are especially the absence of, there is also one for weatherability
The defects of determining, therefore, carries out vividness and Research on Weatherability is of great significance.
The content of the invention
The technical problems to be solved by the invention are in view of the deficiencies of the prior art, there is provided a kind of synthetic method design is reasonable, fresh
Gorgeous degree and good weatherability, sintetics have the synthetic method of the solvent green 5 of high conversion high-quality.
The technical problems to be solved by the invention are realized by following technical solution.The present invention is a kind of solvent
Green 5 synthetic method, its main feature is that, synthetic method includes the following steps:
（1）Acylation reaction
By 3,9-diacid and 3,10-diacid reacts generation 3,9-diacid chloride and 3,10-two acyls with thionyl chloride
The mixture of chlorine, reaction scheme are as follows：
（2）Esterification
3,9-diacid chloride, 3,10-diacid chloride and isobutanol reaction generation 3,9-diacid diisobutyl ester and 3,10-
The mixture of diacid isobutyl ester, reaction scheme are as follows：
3 are obtained, 9-diacid diisobutyl ester and 3,10-diacid diisobutyl ester is the crude product of solvent chlorine 5；
（3）Crude product decoloration, refined solvent green 5 to obtain the final product.
A kind of synthetic method of solvent green 5 of the present invention, its further preferred technical solution is step（3）Institute
It is as follows to state crude product discoloration method：Two kinds, which are added, in the chlorobenzene solution of crude product enters adsorbent：Activated carbon and atlapulgite, make this two
Kind adsorbent carries out adsorption refining to crude product at the same time, then heat filtering, and filter cake stores for bits material bag dress；First is added in filtrate
Alcohol mashing filtering, gained filter cake is a crude product；The main component of filtrate is chlorobenzene and methanol, is stored, distilled, recycled.
A kind of synthetic method of solvent green 5 of the present invention, its further preferred technical solution is step（3）Institute
State the crude product obtained after crude product decoloration and carry out re-refining for filter cake using following methods：Crude product is put into suitable chlorine
In benzene, suitable activated carbon and atlapulgite adsorption refining again is then added, goes out decontamination through heat filtering, filter cake is as slag
Sub- material bag dress storage, adds suitable methanol dilution, mashing, filtering, gained filter cake is secondary crude product, this is thick in filtrate
Product are first with recycling methanol rinse, then with new methanol rinse, then with tap water rinse to tasteless, gained filter cake is finished product filter
Cake, the drying of this filter cake, crushing, inspection, packaging are got product.
A kind of synthetic method of solvent green 5 of the present invention, its further preferred technical solution is, by step（3）
Decoloration, the refined bits material produced are added in the chlorobenzene of recycling, the adsorption refining again of activated carbon and atlapulgite are added, through heat
Decontamination is filtered out, filtrate is the mixture of chlorobenzene and methanol, is recycled according to the different fractions under different vapo(u)rizing temperatures, Ran Hou
A certain amount of methanol, cooling filtering are added in filtrate, filtrate is filter cake and the mixture of methanol, is distilled to recover, filter cake is by secondary
Crude product recycles.
A kind of synthetic method of solvent green 5 of the present invention, its further preferred technical solution be, acylation reaction
Comprise the concrete steps that：Added in acylation kettle and do not have used chlorobenzene, then sequentially add diacid, DMF and triethylbenzyl chlorine
Change ammonium, close kettle cover, do not have used thionyl chloride and recycling thionyl chloride with vacuum suction is suitable, make at 60 DEG C -95 DEG C
Acylation reaction carries out.
A kind of synthetic method of solvent green 5 of the present invention, its further preferred technical solution are that described does not make
The content of used chlorobenzene is more than 98%；The content for recycling thionyl chloride is 8%, and the content for not having used thionyl chloride exists
More than 98%.
A kind of synthetic method of solvent green 5 of the present invention, its further preferred technical solution are its specific steps
It is as follows：
（1）No used chlorobenzene is added in a kettle, then sequentially adds diacid, DMF, triethylbenzyl chlorination
Ammonium, the chlorobenzene added, diacid, the mass ratio of DMF and triethyl benzyl ammonia chloride are 200-300：30-50：0.5-
1.5：1；Kettle cover is closed, it is appropriate to be pumped into thionyl chloride successively with vacuum, closes vacuum, opens tail gas absorbing system, slowly heating
To 65 DEG C -70 DEG C, when insulation 3-5 is small at this temperature, then proceedes to be warming up to 90 DEG C -95 DEG C, keep the temperature at this temperature
When 2-4 is small；Tail gas absorbing system is closed, thionyl chloride recovery system is opened and is distilled to recover thionyl chloride；Open tail gas absorption system
System, isobutanol is added dropwise into kettle；Dropping temperature is controlled more than 90 DEG C；It is added dropwise that to be warming up to 110 DEG C -140 DEG C reflux 2 small
When；Closing volume, isobutanol is distilled to recover in 127 DEG C -132 DEG C of temperature ranges；
（2）Add to refine into kettle and be reduced to 90 DEG C -110 DEG C to temperature a little with chlorobenzene, then transfer the material into refined
Kettle, rinses kettle with refined chlorobenzene, washing lotion is added in refining kettle；Triethyl benzyl ammonia chloride weight is sequentially added into refining kettle
Bits material, 8-12 times of activated carbon, 4-6 times of the atlapulgite of 8-12 times of amount；Then heat to 110 DEG C -120 DEG C insulations
Heat filters after when 0.5-1.5 is small, and heat filters temperature more than 90 DEG C, and filter cake is bits material, and filtrate is heated up and is distilled to recover chlorobenzene,
The chlorobenzene stores together with the chlorobenzene recycled in methanol mother liquor, continues thereafter with and distills out chlorobenzene, when the 1-3 that then cools down is small, adds
Methanol is recycled, stirring, deckle board filtering, drying, filter cake is a crude product, collects filtrate；
（3）Refined recycling chlorobenzene, recycling methanol are sequentially added into decoloration kettle, then adds an above-mentioned crude product, then
13-17 times of the activated carbon and 4-6 times of atlapulgite of triethyl benzyl ammonia chloride weight are added, mashing, heat up distillating carbinol,
Methanol Recovery is to disposing mother liquor kettle；When temperature rises to more than 90 DEG C, refined recycling chlorobenzene is added, is continuously heating to 110
Heat filters more than when DEG C of -120 DEG C insulation 0.5-1.5 are small, and filter cake be bits material, and filtrate is heated up and is distilled to recover chlorobenzene, is cooled down,
Add recycling methanol about, filtered after mixing, gained filter cake is secondary crude product, this crude product first be washed once with recycling methanol, so
It washed once with new methanol, then with originally water washing to tasteless, dry afterwards, examine, packaging, storage.
A kind of synthetic method of solvent green 5 of the present invention, its further preferred technical solution is, in refining kettle
Addition mass ratio is 28-32：18-22：2-3：1 recycling chlorobenzene, bits material, activated carbon and atlapulgite, be warming up to 110 DEG C-
When 120 DEG C of insulation 0.5-1.5 are small, heat filters, and filtrate is heated up, is distilled, recycles chlorobenzene, then transfers the material into precipitation kettle,
Cooling, adds the methanol of recycling, is filtered after stirring, and filter cake is recycled as a crude product refining, and filtrate, which is moved into distillation still, distills
Recycle methanol and chlorobenzene.
A kind of synthetic method of solvent green 5 of the present invention, its further preferred technical solution are the chlorine added
Benzene, diacid, the mass ratio of DMF and triethyl benzyl ammonia chloride are 260：40：1：1.
The method of the present invention is from acylation reaction（The generation of acyl chlorides）Broken through with two aspects of crude product refining, have developed this
Invention " green 5 " the series pigments of solvent.For the reasonably optimizing acylation reaction, that is, the reaction speed reacted, improve reaction
Conversion ratio, inventor add two kinds of materials in the reaction medium chlorobenzene：DMF (N.N --- dimethylformamides）And triethyl group
Benzyl ammonium chloride have received good effect.
Since the reactant of the reaction is diacid, there are two kinds of acidic materials hydrogen chloride and titanium dioxide in the product of reaction
Sulphur, and DMF systems are highly polar, alkalescent, high boiling organic solvent, its higher boiling（153 DEG C of boiling point）It can be prevented not with reaction
The volatilization of the gas of generation and be lost in；Its alkalescence can not only be such that diacid is fully dissolved and participate in reacting, and be avoided that anti-
The acidic materials that should be generated --- hydrogen chloride and sulfur dioxide draw up reaction, and then improve the utilization rate of diacid, add
Fast response accelerates.Triethyl benzyl ammonia chloride is good catalyst for alkylation reaction and phase transfer catalyst, which adds
The reaction rate and conversion ratio for entering to make the acylation reaction are improved again.The raising of reaction conversion ratio avoids the life of impurity
Into, product purity is improved, while eliminate impurity again and the pigment crystal form of formation rule is had an impact, more caused so as to be formed
Close, firm pigment particles, make the pigment bright in colour, performance is sufficiently improved and improved.
Certainly, to make pigment bright in colour, to make the excellent performances such as the weather-proof, heatproof of pigment, it is necessary to make it have enough
Purity.Therefore to the refined also most important of crude pigment product.The main method of series pigments crude product refining is in the organic of crude product
Activated carbon is added in dicyandiamide solution, impurity and coloring matter therein are removed using the suction-operated of activated carbon makes pigment color and luster
It is gorgeous.But for the absorption principle of activated carbon, the crystal of activated carbon has vesicular texture, its is porous make it have compared with
Big specific surface area, makes it easily collect and adsorbing contaminant, but significant deficiency of its absorption be adsorbed material diameter it is necessary
Less than the aperture of activated carbon, otherwise can not adsorb.It is weaker additionally, due to the electronegativity of carbon, therefore to the adsorption capacity of impurity
It is smaller, therefore it is that the impurity in the crude product of the pigment cannot be made effectively to remove to only rely on activated carbon independent role.So this hair
Bright middle addition another adsorbent --- atlapulgite.
The main component of atlapulgite is：Al2O3-4SiO2-nH20, which has layer structure, by two layers of silica four
One layer of alumina octahedral layer of folder among face body, interlayer form reticulated macroporous structure, not only with larger specific surface area, its micropore and
Interlayer also possesses adsorption capacity, can adsorb the material of different-diameter, while oxygen element therein has larger electronegativity, because
This has stronger adsorption capacity, can be difficult to the other impurity being relatively large in diameter adsorbed by adsorption activity securely.Experiment and life
Production facts have proved that under two kinds of adsorbent synergistic effects of activated carbon and atlapulgite the crude product of the pigment obtains very good essence
System, product color and quality obtain good raising.
Embodiment
Concrete technical scheme of the invention described further below, in order to which those skilled in the art is further understood that
The present invention, without forming the limitation to its right.
Embodiment 1, a kind of synthetic method of solvent green 5, synthetic method include the following steps:
（1）Acylation reaction
By 3,9-diacid and 3,10-diacid reacts generation 3,9-diacid chloride and 3,10-two acyls with thionyl chloride
The mixture of chlorine, reaction scheme are as follows：
（2）Esterification
3,9-diacid chloride, 3,10-diacid chloride and isobutanol reaction generation 3,9-diacid diisobutyl ester and 3,10-
The mixture of diacid isobutyl ester, reaction scheme are as follows：
（3）Decoloration
Product 3,9-diacid diisobutyl ester and 3,10-diacid diisobutyl ester is the crude product of solvent chlorine 5, in the chlorine of this crude product
Two kinds, which are added, in benzole soln enters adsorbent：Activated carbon and atlapulgite, make both adsorbents carry out absorption essence to crude product at the same time
System, then heat filtering, filter cake are the dress storage of bits material bag；Methanol mashing filtering is added in filtrate, gained filter cake is once thick
Product；The main component of filtrate is chlorobenzene and methanol, is stored, distilled, recycled；
（4）Filter cake is re-refined
Crude product is put into suitable chlorobenzene, then adds suitable activated carbon and atlapulgite adsorption refining again,
Go out decontamination through heat filtering, filter cake is filled as bits material bag and stored, and suitable methanol dilution, mashing, mistake are added in filtrate
Filter, gained filter cake be secondary crude product, by the crude product first with recycling methanol rinse, then with new methanol rinse, then uses tap water
To tasteless, gained filter cake be finished product filter cake for rinsing, by the drying of this filter cake, crushes, examines, packs and get product.
Embodiment 2, in a kind of synthetic method of solvent green 5 described in embodiment 1：By step（3）、（4）The bits of generation
Material is added in the chlorobenzene of recycling, is added the adsorption refining again of activated carbon and atlapulgite, is gone out decontamination through heat filtering, filtrate is
The mixture of chlorobenzene and methanol, recycles according to the different fractions under different vapo(u)rizing temperatures, is then added in filtrate a certain amount of
Methanol, cooling filtering, filtrate are filter cake and the mixture of methanol, are distilled to recover, filter cake is recycled by secondary crude product.
Embodiment 3, in a kind of synthetic method of solvent green 5 described in embodiment 1 or 2：Acylation reaction comprises the concrete steps that：
Added in acylation kettle and do not have used chlorobenzene, then sequentially add diacid, DMF and triethyl benzyl ammonia chloride, closed cauldron
Lid, with vacuum be pumped into it is suitable do not have used thionyl chloride and recycling thionyl chloride, acidylate at 60 DEG C -95 DEG C react into
OK.
Embodiment 4, in a kind of synthetic method of solvent green 5 described in embodiment 1 or 2 or 3：Described does not have used chlorine
The content of benzene is more than 98%；The content for recycling thionyl chloride is 8%, does not have the content of used thionyl chloride more than 98%.
Embodiment 5, a kind of synthetic method of solvent green 5：
New chlorobenzene is added in the reaction kettle of 2000L（It is not used）1300 kilograms, it is public then to sequentially add diacid 200
Jin, DMF5 kilograms, 5 kilograms of triethyl benzyl ammonia chloride, close kettle cover, with vacuum successively be pumped into recycling 300 kilograms of thionyl chloride,
New thionyl chloride（It is not used）220 kilograms, vacuum is closed, tail gas absorbing system is opened, is to slowly warm up to 65 DEG C -70
DEG C, when insulation 4 is small at this temperature, then proceed to be warming up to 90 DEG C -95 DEG C, when insulation 3 is small at this temperature；
Tail gas absorbing system is closed, thionyl chloride recovery system is opened and is distilled to recover about 300 kilograms of thionyl chloride.
Tail gas absorbing system is opened, 600 kilograms of isobutanol of recycling is added dropwise into kettle with 1.5-2 flow velocitys when small；With 1-
1.5 it is small when flow velocity new 250 kilograms of isobutanol is added dropwise, dropping temperature is controlled more than 90 DEG C；Be added dropwise be warming up to 110 DEG C with
It is upper reflux 2 it is small when.
Closing volume, 600 kilograms of isobutanol is distilled to recover in 127 DEG C -132 DEG C of temperature ranges.
Add to refine into kettle and be reduced to 90 DEG C -110 DEG C to temperature a little with chlorobenzene, then transfer the material into refined
Kettle, while kettle is rinsed with refined chlorobenzene at twice, using 1300 kilograms or so of chlorobenzene, washing lotion is added in refining kettle.
50 kilograms of bits material, 50 kilograms of activated carbons, 25 kilograms of atlapulgites are sequentially added into refining kettle.Then heat to
Heat filters after when 110 DEG C -120 DEG C insulations 1 are small（Suction filtration of the temperature more than 90 DEG C becomes heat and filters in this process）, filter cake
For bits material, filtrate is heated up and is distilled to recover about 400 kilograms of chlorobenzene, which stores together with the chlorobenzene recycled in methanol mother liquor
（For refining）, continue thereafter with and distill out about 800 kilograms of chlorobenzene, this chlorobenzene stores together with new chlorobenzene.Then cool down two hours,
1400 kilograms of methanol of recycling is added, is mixed one hour, deckle board filtering, drying, filter cake are a crude product, and filtrate is collected to 5000L and stored up
In tank.
2100 kilograms 500 kilograms refined of recycling chlorobenzene, recycling of methanol are sequentially added into decoloration kettle, is then added
A crude product is stated, then adds 75 kilograms of activated carbons and 25 kilograms of atlapulgites, is beaten more than one hour, heat up distillating carbinol,
Methanol Recovery is to disposing mother liquor kettle.When temperature rises to more than 90 degree, refined 1000 kilograms of chlorobenzene of recycling is added, after of continuing rising
Heat filters more than when warm to 110 DEG C -120 DEG C insulations 1 are small, and filter cake is bits material, by filtrate heating distillation recovery chlorobenzene about 800
Kilogram, cooling 2 it is small when, add recycling about 2100 kilograms of methanol, mix 1 it is small when filter, gained filter cake is secondary crude product, by this crude product
It first washed once with 200 kilograms of recycling methanol, then washed once with 400 kilograms of new methanol, then with originally water washing to nothing
Taste, is dried, and is examined, packaging, storage.
1500 kilograms of chlorobenzene of recycling is added in refining kettle, it is public then to sequentially add 1000 kilograms of bits material, activated carbon 125
Jin, 50 kilograms of atlapulgite, be warming up to 110 DEG C -120 DEG C insulation 1 it is small when more than, heat filter, filtrate is heated up, distill, is recycled
About 1050 kilograms of chlorobenzene, then transfers the material into the precipitation kettle of 5000L, and when cooling 2 is small, the methanol 2100 for adding recycling is public
Jin, mixes one hour and filters, filter cake is recycled as a crude product refining, and filtrate is stored in the storage tank of 5000L.
Mother liquor in 5000L storage tanks is moved into distillation recovery methanol and chlorobenzene, 120 DEG C of pervious cuts in distillation still to press back
Receive methanol to use, 120 DEG C are used with tails by recycling chlorobenzene.
Claims (9)
1. a kind of synthetic method of solvent green 5, it is characterised in that synthetic method includes the following steps:
（1）Acylation reaction
By 3,9-diacid and 3,10-diacid reacts generation 3,9-diacid chloride and 3,10-two acyls with thionyl chloride
The mixture of chlorine, reaction scheme are as follows：
（2）Esterification
3,9-diacid chloride, 3,10-diacid chloride and isobutanol reaction generation 3,9-diacid diisobutyl ester and 3,10-
The crude mixture of diacid isobutyl ester, reaction scheme are as follows：
3 are obtained, 9-diacid diisobutyl ester and 3,10-diacid diisobutyl ester is the crude product of solvent chlorine 5；
（3）Crude product decoloration, refined solvent green 5 to obtain the final product.
A kind of 2. synthetic method of solvent green 5 according to claim 1, it is characterised in that step（3）The crude product decoloration
Method is as follows：Two kinds, which are added, in the chlorobenzene solution of crude product enters adsorbent：Activated carbon and atlapulgite, make both adsorbents same
When adsorption refining, then heat filtering are carried out to crude product, filter cake is the dress storage of bits material bag；Methanol is added in filtrate to be beaten
Filter, gained filter cake is a crude product；The main component of filtrate is chlorobenzene and methanol, is stored, distilled, recycled.
A kind of 3. synthetic method of solvent green 5 according to claim 2, it is characterised in that step（3）The crude product decoloration
The crude product obtained afterwards carries out re-refining for filter cake using following methods：Crude product is put into suitable chlorobenzene, then
Suitable activated carbon and atlapulgite adsorption refining again is added, goes out decontamination through heat filtering, filter cake is filled as bits material bag
Storage, adds suitable methanol dilution, mashing, filtering, gained filter cake is secondary crude product, which is used first in filtrate
Methanol rinse is recycled, then with new methanol rinse, then with tap water rinse to tasteless, gained filter cake is finished product filter cake, this is filtered
Cake drying, crushing, inspection, packaging are got product.
4. the synthetic method of a kind of solvent green 5 according to Claims 2 or 3, it is characterised in that by step（3）Decoloration, essence
The bits material that system produces is added in the chlorobenzene of recycling, is added the adsorption refining again of activated carbon and atlapulgite, is gone out through heat filtering
Decontamination, filtrate are the mixtures of chlorobenzene and methanol, are recycled according to the different fractions under different vapo(u)rizing temperatures, then in filtrate
A certain amount of methanol, cooling filtering are added, filtrate is filter cake and the mixture of methanol, is distilled to recover, filter cake is returned by secondary crude product
Receive.
A kind of 5. synthetic method of solvent green 5 according to claim 1, it is characterised in that the specific steps of acylation reaction
It is：Added in acylation kettle and do not have used chlorobenzene, then sequentially add diacid, DMF and triethyl benzyl ammonia chloride, closed
Kettle cover, does not have used thionyl chloride and recycling thionyl chloride with vacuum suction is suitable, acidylates reaction at 60 DEG C -95 DEG C
Carry out.
A kind of 6. synthetic method of solvent green 5 according to claim 5, it is characterised in that：Described does not have used chlorine
The content of benzene is more than 98%；The content for recycling thionyl chloride is 8%, does not have the content of used thionyl chloride more than 98%.
7. the synthetic method of a kind of solvent green 5 according to claim 1, it is characterised in that it is comprised the following steps that：
（1）No used chlorobenzene is added in a kettle, then sequentially adds diacid, DMF, triethylbenzyl chlorination
Ammonium, the chlorobenzene added, diacid, the mass ratio of DMF and triethyl benzyl ammonia chloride are 200-300：30-50：0.5-
1.5：1；Kettle cover is closed, it is appropriate to be pumped into thionyl chloride successively with vacuum, closes vacuum, opens tail gas absorbing system, slowly heating
To 65 DEG C -70 DEG C, when insulation 3-5 is small at this temperature, then proceedes to be warming up to 90 DEG C -95 DEG C, keep the temperature at this temperature
When 2-4 is small；Tail gas absorbing system is closed, thionyl chloride recovery system is opened and is distilled to recover thionyl chloride；Open tail gas absorption system
System, isobutanol is added dropwise into kettle；Dropping temperature is controlled more than 90 DEG C；It is added dropwise that to be warming up to 110 DEG C -140 DEG C reflux 2 small
When；Closing volume, isobutanol is distilled to recover in 127 DEG C -132 DEG C of temperature ranges；
（2）Add to refine into kettle and be reduced to 90 DEG C -110 DEG C to temperature a little with chlorobenzene, then transfer the material into refined
Kettle, rinses kettle with refined chlorobenzene, washing lotion is added in refining kettle；Triethyl benzyl ammonia chloride weight is sequentially added into refining kettle
Bits material, 8-12 times of activated carbon, 4-6 times of the atlapulgite of 8-12 times of amount；Then heat to 110 DEG C -120 DEG C insulations
Heat filters after when 0.5-1.5 is small, and heat filters temperature more than 90 DEG C, and filter cake is bits material, and filtrate is heated up and is distilled to recover chlorobenzene,
The chlorobenzene stores together with the chlorobenzene recycled in methanol mother liquor, continues thereafter with and distills out chlorobenzene, when the 1-3 that then cools down is small, adds
Methanol is recycled, stirring, deckle board filtering, drying, filter cake is a crude product, collects filtrate；
（3）Refined recycling chlorobenzene, recycling methanol are sequentially added into decoloration kettle, then adds an above-mentioned crude product, then
13-17 times of the activated carbon and 4-6 times of atlapulgite of triethyl benzyl ammonia chloride weight are added, mashing, heat up distillating carbinol,
Methanol Recovery is to disposing mother liquor kettle；When temperature rises to more than 90 DEG C, refined recycling chlorobenzene is added, is continuously heating to 110
Heat filters more than when DEG C of -120 DEG C insulation 0.5-1.5 are small, and filter cake be bits material, and filtrate is heated up and is distilled to recover chlorobenzene, is cooled down,
Add recycling methanol about, filtered after mixing, gained filter cake is secondary crude product, this crude product first be washed once with recycling methanol, so
It washed once with new methanol, then with originally water washing to tasteless, dry afterwards, examine, packaging, storage.
A kind of 8. synthetic method of solvent green 5 according to claim 7, it is characterised in that：Quality is added in refining kettle
Than for 28-32：18-22：2-3：1 recycling chlorobenzene, bits material, activated carbon and atlapulgite, is warming up to 110 DEG C -120 DEG C guarantors
When warm 0.5-1.5 is small, heat filters, and filtrate is heated up, is distilled, recycle chlorobenzene, then transfers the material into precipitation kettle, and cooling, adds
Enter the methanol of recycling, filtered after stirring, filter cake is recycled as a crude product refining, and filtrate moves into distillation still and is distilled to recover methanol
And chlorobenzene.
A kind of 9. synthetic method of solvent green 5 according to claim 7, it is characterised in that：The chlorobenzene that is added, two
The mass ratio of acid, DMF and triethyl benzyl ammonia chloride is 260：40：1：1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711126201.6A CN107916015A (en) | 2017-11-15 | 2017-11-15 | A kind of synthetic method of solvent green 5 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711126201.6A CN107916015A (en) | 2017-11-15 | 2017-11-15 | A kind of synthetic method of solvent green 5 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN107916015A true CN107916015A (en) | 2018-04-17 |
Family
ID=61896290
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201711126201.6A Pending CN107916015A (en) | 2017-11-15 | 2017-11-15 | A kind of synthetic method of solvent green 5 |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN107916015A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115124854A (en) * | 2022-07-12 | 2022-09-30 | 鞍山市五色石新材料科技有限公司 | Production method of C.I. solvent green 5 and series derivatives and intermediates thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2000103982A (en) * | 1998-09-30 | 2000-04-11 | Dainichiseika Color & Chem Mfg Co Ltd | Color composition for image recording |
| CN103773080A (en) * | 2013-12-25 | 2014-05-07 | 连云港锐华化工有限公司 | Solvent green 5 isomer based solvent dye |
| CN106752059A (en) * | 2016-12-06 | 2017-05-31 | 浙江力禾集团有限公司 | The preparation method of Yi Zhong perylene red Lumogen Red F300 |
-
2017
- 2017-11-15 CN CN201711126201.6A patent/CN107916015A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2000103982A (en) * | 1998-09-30 | 2000-04-11 | Dainichiseika Color & Chem Mfg Co Ltd | Color composition for image recording |
| CN103773080A (en) * | 2013-12-25 | 2014-05-07 | 连云港锐华化工有限公司 | Solvent green 5 isomer based solvent dye |
| CN106752059A (en) * | 2016-12-06 | 2017-05-31 | 浙江力禾集团有限公司 | The preparation method of Yi Zhong perylene red Lumogen Red F300 |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115124854A (en) * | 2022-07-12 | 2022-09-30 | 鞍山市五色石新材料科技有限公司 | Production method of C.I. solvent green 5 and series derivatives and intermediates thereof |
| CN115124854B (en) * | 2022-07-12 | 2024-04-26 | 鞍山市五色石新材料科技有限公司 | Production method of C.I. solvent green 5 and its series derivative and intermediate |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN105859571A (en) | Method for producing glycine by mixed solvent method | |
| CN101462746B (en) | Method for preparing anhydrous magnesium chloride from bischofite | |
| CN111154140B (en) | Method for preparing composite flame retardant of organic acid pillared hydrotalcite by using phosphate tailings | |
| CN108409177A (en) | A method of purified with diatomaceous shale and prepares diatom ooze functional stuffing | |
| CN105503958A (en) | Ethylenediamine-modified MIL-101 and preparation method thereof | |
| CN107640780A (en) | A kind of preparation method of high-purity hydrogen aluminum oxide | |
| CN107916015A (en) | A kind of synthetic method of solvent green 5 | |
| CN110451520B (en) | Magnetic molecular sieve/straw carbon composite material and preparation method and application thereof | |
| CN106145111B (en) | A kind of method that mesopore activated carbon is prepared with Plastic pyrolysis products | |
| NO150953B (en) | PROCEDURE FOR THE PREPARATION OF SILICON DIOXIDE-SUSTAINED WASTE FLUID FOR CRYSTALLIC ZEOLITIC MOLECULAR SIGNS OF TYPE Y WITH FAUJASITE STRUCTURE | |
| CN109835873A (en) | The device and method for producing sulphur from sulfur-bearing waste residue | |
| CN108840354A (en) | LITHIUM BATTERY lithium chloride deep impurity-removing method | |
| CN116874401A (en) | New green thiodicarb synthesis process | |
| CN105521766A (en) | Gold-palladium-modified MIL-101 and preparation method thereof | |
| CN101250190A (en) | Method for refining pyromellitic anhydride by solvent | |
| CN111266090A (en) | Adsorption separation material for rapidly adsorbing and selectively separating cationic dye pollutants and application thereof | |
| CN100548953C (en) | A kind of method of extracting ditrimethylolpropane | |
| CN206901788U (en) | The system for preparing monohydrate lithium hydroxide | |
| CN106496215A (en) | The environmental protection synthetic method in high yield of Diacloden | |
| CN101016171A (en) | Preparation process for high-purity alpha-Fe2O3 by ferrous sulfate-ammonium carbonate method | |
| CN108147944A (en) | The method for extracting carbon trichloride with stripping mode from high chlorine | |
| CN105819467B (en) | A kind of integrated conduct method of titanate esters byproduct ammonium chloride | |
| AU2005201962B2 (en) | Process for producing micron-size, modified palygorskite as a Ziegler-Natta catalyst for production of polyethylene | |
| CN1417162A (en) | Wet process of preparing high-purity barium titanate superfine powder as electronic functional material | |
| CN1724372A (en) | Process for producing lithium carbonate magnesium oxide and hydrogen chloride by high magnesium lithium-containing halogen water |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20180417 |
|
| RJ01 | Rejection of invention patent application after publication |