CN107345080A - A kind of fur novel environment friendly acidity blue dyes and synthetic method - Google Patents
A kind of fur novel environment friendly acidity blue dyes and synthetic method Download PDFInfo
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- CN107345080A CN107345080A CN201710607177.1A CN201710607177A CN107345080A CN 107345080 A CN107345080 A CN 107345080A CN 201710607177 A CN201710607177 A CN 201710607177A CN 107345080 A CN107345080 A CN 107345080A
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- blue dyes
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Classifications
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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
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/22—Dyes with unsubstituted amino groups
- C09B1/24—Dyes with unsubstituted amino groups sulfonated
-
- 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
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0072—Preparations with anionic dyes or reactive dyes
- C09B67/0073—Preparations of acid or reactive dyes in liquid form
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/39—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using acid dyes
- D06P1/40—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using acid dyes using acid dyes without azo groups
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/30—Material containing basic nitrogen containing amide groups furs feathers, dead hair, furskins, pelts
- D06P3/3008—Material containing basic nitrogen containing amide groups furs feathers, dead hair, furskins, pelts using acid dyes
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Cosmetics (AREA)
Abstract
The invention provides a kind of fur novel environment friendly acidity blue dyes and synthetic method, fur provided herein novel environment friendly acidity blue dyes, molecular formula C22H17N2SO6Na, the dyestuff are anthraquinone acid dye, and molecular mass 460 is smaller, are especially suitable for fur dyeing.Molecular structure has good linearity, so the dyestuff has good compatibility.With dye uptake is high, clean absorption rate is high, compatibility is good, full color series of advantages.24 kinds of aromatic hydrocarbon of European Union's disabling are not contained, are an environmental protection type dyes, the dyestuff has security without sensitization.The synthetic method of fur novel environment friendly acidity blue dyes, by two steps of condensation reaction and drying, have the advantages that it is convenient, simply, be readily synthesized.
Description
Technical field
It is acid with novel environment friendly in particular to a kind of fur the present invention relates to the processing technology field of animal fur
Blue dyes and synthetic method.
Background technology
Fur is the animal fur formed by hair-on tanning, as dress material.It is common to have fox skin, fur, sheepskin and wolf
Skin etc..FUR GARMENT is one of Mrs's winter top grade dress ornament, is seemed after dress elegant and poised.
As the improvement of people's living standards, the requirement to FUR GARMENT and fur ornament be not content with it is traditional
Low key tone.Given birth to as the fur products to fashion-orientation, the pursuit of fashion statement, increasing fresh color appears in us
In work.Under the promotion of this trend, the development of fur dyeing has been the indispensable procedure of fur manufacturing, in fur
Occupy highly important status in processing, and the feature of environmental protection of dyestuff is contemplated that in organic matter dyeing course, to meet me
The forward march of state's sustainable development.
But still have the dye requirement that can reach consumer of part colour system, such as blue dyes, for market,
Blue dyes is seldom, and only kind is poor there is also fastness, poor solubility, the shortcomings of level-dyeing property difference.In view of this, it is special to propose this
Invention.
In view of this, it is special to propose the present invention.
The content of the invention
The first object of the present invention is to provide a kind of fur novel environment friendly acidity blue dyes, to solve above-mentioned ask
Topic, described fur novel environment friendly acidity blue dyes, can be widely applied to the dyeing of various furs, have dye uptake it is high,
Clean absorption rate is high, compatibility is good, full color series of advantages.The dyestuff does not contain 24 kinds of aromatic hydrocarbon of European Union's disabling simultaneously, is
One environmental protection type dye, the dyestuff have security without sensitization.
The second object of the present invention is to provide a kind of synthesis side of described fur novel environment friendly acidity blue dyes
Method, this method by two steps of condensation reaction and drying, have the advantages that it is convenient, simply, be readily synthesized.
In order to realize the above-mentioned purpose of the present invention, spy uses following technical scheme：
A kind of fur novel environment friendly acidity blue dyes, its structural formula are as follows：
Preferably, the described fur synthetic method of novel environment friendly acidity blue dyes, comprises the following steps：
Condensation reaction is carried out by following reaction equation：
(1), bromamine acid is added to the water and stirred, 60~65 DEG C is warming up to, o-phenetidine is added after mixing,
60~65 DEG C are maintained the temperature at, then adds the aqueous solution of cuprous sulfate, stirring obtains mixed solution, adjusts pH=8~9, and
It is incubated at 60~65 DEG C；
It is furthermore preferred that the time of the stirring is 30~40 minutes；
(2) after, being incubated, salt is added in the mixed solution in step (1), separates out dyestuff, after filtering, filter cake is added
Into 50~55 DEG C of water, activated carbon is added, is then warming up to 78~80 DEG C, stirring dissolves filter cake, filters；
It is furthermore preferred that the time of the stirring is 30~40 minutes；
It is furthermore preferred that according to mass fraction meter, the water is 180~200 parts, preferably 200 parts；
(3) refined salt, is added in the filtrate that step (2) obtains, keeps pH=8~9,50~55 DEG C of temperature, stirring, mistake
Filter, obtains filter cake, and drying obtains the fur novel environment friendly acidity blue dyes；
It is furthermore preferred that the time of the stirring is 30~40 minutes；
It is furthermore preferred that the temperature of the drying is 80~120 DEG C.
Preferably, in step (1), the time of the insulation is 4~5 hours, and preferred soaking time is 4~4.5
Hour.
Preferably, it is described according to mass fraction meter in described the step of bromamine acid is added to the water in step (1)
Bromamine acid is 38~39 parts, and the water is 180~216 parts；
Preferred bromamine acid is 38.2 parts, and preferred water is 200 parts.
Preferably, in step (1), according to mass fraction meter, the o-phenetidine is 12~14 parts, preferable adjacent
Phenetidine is 13.7 parts.
Preferably, in step (1), according to mass fraction meter, the cuprous sulfate is 2~2.5 parts.
Preferably, in step (1), the step of the regulation pH=8~9 in, be adjusted using sodium acid carbonate, it is more excellent
Choosing, according to mass fraction meter, the sodium acid carbonate be 9~10 parts, still more preferably for 9.22 parts.
Preferably, in step (2), according to mass fraction meter, the salt is 40~60 parts, more preferably 50 parts.
Preferably, in step (2), according to mass fraction meter, the activated carbon be 1~5 part, more preferably 2~3
Part.
Preferably, in step (3), according to mass fraction meter, the refined salt is 15~25 parts, more preferably 20 parts.
Compared with prior art, beneficial effects of the present invention are：
(1) fur provided herein novel environment friendly acidity blue dyes, molecular formula C22H17N2SO6Na, the dye
Expect that for anthraquinone acid dye, molecular mass 460 is smaller, be especially suitable for fur dyeing.
(2) fur provided herein novel environment friendly acidity blue dyes, molecular structure have good linearity,
So the dyestuff has good compatibility.
(3) fur provided herein novel environment friendly acidity blue dyes, can be widely applied to the dye of various furs
Color, there is dye uptake height, clean absorption rate is high, compatibility is good, full color series of advantages.
(4) fur provided herein novel environment friendly acidity blue dyes, 24 kinds of fragrance of European Union's disabling are not contained
Hydrocarbon, is an environmental protection type dye, and the dyestuff has security without sensitization.
(5) synthetic method of fur provided herein novel environment friendly acidity blue dyes, by condensation reaction and
Dry two steps, have the advantages that it is convenient, simply, be readily synthesized.
Embodiment
Technical scheme is clearly and completely described below in conjunction with embodiment, but ability
Field technique personnel will be understood that following described embodiment is part of the embodiment of the present invention, rather than whole embodiments,
The present invention is merely to illustrate, and is not construed as limiting the scope of the present invention.Based on the embodiment in the present invention, the common skill in this area
The every other embodiment that art personnel are obtained under the premise of creative work is not made, belong to the model that the present invention protects
Enclose.Unreceipted actual conditions person in embodiment, the condition suggested according to normal condition or manufacturer are carried out.Agents useful for same or instrument
Unreceipted production firm person, it is the conventional products that can be obtained by commercially available purchase.
A kind of fur novel environment friendly acidity blue dyes, its structural formula are as follows：
In this application, the molecular formula of the dye molecule is C15H23N4SO6, the dyestuff is anthraquinone acid dye, the dye
Expect that dissolubility is excellent.The dyestuff relative molecular mass is 460, smaller, is especially suitable for fur dyeing.The molecular structure of dye has
There is good linearity, so the dyestuff has good compatibility.
Preferably, the described fur synthetic method of novel environment friendly acidity blue dyes, comprises the following steps：
Condensation reaction is carried out by following reaction equation：
(1), bromamine acid is added to the water and stirred, 60~65 DEG C is warming up to, o-phenetidine is added after mixing,
60~65 DEG C are maintained the temperature at, then adds the aqueous solution of cuprous sulfate, stirring obtains mixed solution, adjusts pH=8~9, and
It is incubated at 60~65 DEG C；
It is furthermore preferred that the time of the stirring is 30~40 minutes；
(2) after, being incubated, salt is added in the mixed solution in step (1), separates out dyestuff, after filtering, filter cake is added
Into 50~55 DEG C of water, activated carbon is added, is then warming up to 78~80 DEG C, stirring dissolves filter cake, filters；
It is furthermore preferred that the time of the stirring is 30~40 minutes；
It is furthermore preferred that according to mass fraction meter, the water is 180~200 parts, preferably 200 parts；
(3) refined salt, is added in the filtrate that step (2) obtains, keeps pH=8~9,50~55 DEG C of temperature, stirring, mistake
Filter, obtains filter cake, and drying obtains the fur novel environment friendly acidity blue dyes；
It is furthermore preferred that the time of the stirring is 30~40 minutes；
It is furthermore preferred that the temperature of the drying is 80~120 DEG C.
In this application, fur is synthesized de- with novel environment friendly acidity blue dyes using bromamine acid and o-phenetidine
Ammonia, refined, drying, obtain the fur novel environment friendly acidity blue dyes.Reaction structure formula is as above.During synthesis,
Reaction solution is kept to be reacted at 60~65 DEG C, to ensure that solution has the enough solubility heat required with reaction.
During synthesis, ensure the weakly alkaline environment in pH=8~9, may advantageously facilitate reaction and carry out.In subtractive process, add salt and enter
Row is refined, is dyestuff not fugitive color.
During stirring and dissolving, ensure that the time of stirring is more than 30 minutes, to ensure fully dissolving.
Preferably, in step (1), the time of the insulation is 4~5 hours, and preferred soaking time is 4~4.5
Hour.
Insulation is fully carried out for 4~5 hours with ensureing to react.
Preferably, it is described according to mass fraction meter in described the step of bromamine acid is added to the water in step (1)
Bromamine acid is 38~39 parts, and the water is 180~216 parts；
Preferred bromamine acid is 38.2 parts, and preferred water is 200 parts.
The bromamine acid of addition and the mol ratio of water about 0.1：(10~12).
Preferably, in step (1), according to mass fraction meter, the o-phenetidine is 12~14 parts, preferable adjacent
Phenetidine is 13.7 parts.
The o-phenetidine of addition and the mol ratio about 1 of the bromamine acid added:1.
Preferably, in step (1), according to mass fraction meter, the cuprous sulfate is 2~2.5 parts.
The cuprous sulfate of addition and the mol ratio about 1 of the o-phenetidine added:10.
Preferably, in step (1), the step of the regulation pH=8~9 in, be adjusted using sodium acid carbonate, it is more excellent
Choosing, according to mass fraction meter, the sodium acid carbonate be 9~10 parts, still more preferably for 9.22 parts.
Preferably, in step (2), according to mass fraction meter, the salt is 40~60 parts, more preferably 50 parts.
Preferably, in step (2), according to mass fraction meter, the activated carbon be 1~5 part, more preferably 2~3
Part.
Preferably, in step (3), according to mass fraction meter, the refined salt is 15~25 parts, more preferably 20 parts.
Embodiment 1
The fur that the present embodiment the is provided synthetic method of novel environment friendly acidity blue dyes, comprises the following steps：
(1) condensation reaction
200g water is added in 500ml beaker, 38.2 grams of bromamine acids are added thereto, control temperature is at 60 DEG C, stirring
30 minutes；13.7g o-phenetidines are added, stirring makes it all dissolve, 2.22g cuprous sulfates then are added into beaker
In, added in 20 minutes, during which adjust pH=8 with 9.22g sodium acid carbonates, 4 hours are incubated at 60 DEG C；Insulation adds salt after terminating
50g, stir 30 minutes, filtering, it is standby to obtain filter cake；
(2) refine
Claim 200 grams of water to add filter cake obtained above in 1000ml beaker, stir, be warming up to 80 DEG C, add activity
Charcoal 2g, stirring make material all dissolve for 30 minutes, filtering, and filtrate is standby；Filtrate obtained above is added to 1000ml burning
Add salt 20g in cup under agitation, add stirring and filter for 30 minutes, obtain filter cake；
(3) dry
The filter cake that step (2) is obtained is dried at 80 DEG C, is crushed, is received and kept, and obtains the fur novel environment friendly acid blue
Color dyestuff.
Embodiment 2
The fur that the present embodiment the is provided synthetic method of novel environment friendly acidity blue dyes, comprises the following steps：
(1) condensation reaction
180g water is added in 500ml beaker, 38 grams of bromamine acids are added thereto, control temperature is at 60 DEG C, stirring 40
Minute；12g o-phenetidines are added, stirring makes it all dissolve, then 2g cuprous sulfates is added in beaker, 20 minutes
Inside add, during which adjust pH=9 with 9g sodium acid carbonates, 5 hours are incubated at 65 DEG C；Insulation adds salt 40g after terminating, and stirs 40 points
Clock, filtering, it is standby to obtain filter cake；
(2) refine
Claim 180 grams of water to add filter cake obtained above in 1000ml beaker, stir, be warming up to 80 DEG C, add activity
Charcoal 1g, stirring make material all dissolve for 40 minutes, filtering, and filtrate is standby；Filtrate obtained above is added to 1000ml burning
Add salt 15g in cup under agitation, add stirring and filter for 40 minutes, obtain filter cake；
(3) dry
The filter cake that step (2) is obtained is dried at 100 DEG C, is crushed, is received and kept, and obtains the fur novel environment friendly acid blue
Color dyestuff.
Embodiment 3
The fur that the present embodiment the is provided synthetic method of novel environment friendly acidity blue dyes, comprises the following steps：
(1) condensation reaction
190g water is added in 500ml beaker, 39 grams of bromamine acids are added thereto, control temperature is at 55 DEG C, stirring 35
Minute；13g o-phenetidines are added, stirring makes it all dissolve, then 2.5g cuprous sulfates is added in beaker, 20 points
Added in clock, during which adjust pH=8.5 with 10g sodium acid carbonates, 4.5 hours are incubated at 60 DEG C；Insulation adds salt 60g after terminating, and stirs
Mix 35 minutes, filter, it is standby to obtain filter cake；
(2) refine
Claim 190 grams of water to add filter cake obtained above in 1000ml beaker, stir, be warming up to 80 DEG C, add activity
Charcoal 5g, stirring make material all dissolve for 35 minutes, filtering, and filtrate is standby；Filtrate obtained above is added to 1000ml burning
Add salt 25g in cup under agitation, add stirring and filter for 35 minutes, obtain filter cake；
(3) dry
The filter cake that step (2) is obtained is dried at 120 DEG C, is crushed, is received and kept, and obtains the fur novel environment friendly acid blue
Color dyestuff.
The dyeability test of the dyestuff of experimental example 1
The dyestuff provided embodiment 1-3, dyed using following dyeing on rabbit of being in：
Temperature：68℃
Liquor ratio：20
Levelling agent：0.3~0.5mL/L 15min
Uncommon power series dyes：X g/L 45min
Formic acid：0.5mL/L 45min
Formic acid：0.5mL/L 60min
Go out skin, dry, dry
Dyestuff properties test result is as shown in table 1.
The dyestuff properties test result of table 1
Test result indicates that the hide that this experiment uses is family's rabbit, by above-mentioned dyeing, full, color is dyed
Gorgeous, dermatotome colouring is very shallow.Meanwhile after dyeing terminates, raffinate is very clear, clean absorption rate is high, and raffinate passes through simple process, you can row
Put, belong to cleaning type dye.
Although illustrate and describing the present invention with specific embodiment, but it will be appreciated that various embodiments above is only used
To illustrate technical scheme, rather than its limitations；It will be understood by those within the art that：Without departing substantially from this hair
In the case of bright spirit and scope, the technical scheme described in foregoing embodiments can be modified, or to wherein
Some or all of technical characteristic carries out equivalent substitution；And these are changed or are replaced, the essence of appropriate technical solution is not made
Depart from the scope of various embodiments of the present invention technical scheme；It is, therefore, intended that include belonging to the present invention in the following claims
In the range of all these substitutions and modifications.
Claims (10)
1. a kind of fur novel environment friendly acidity blue dyes, its structural formula are as follows：
2. the fur according to claim 1 synthetic method of novel environment friendly acidity blue dyes, it is characterised in that including
Following steps：
Condensation reaction is carried out by following reaction equation：
(1), bromamine acid is added to the water and stirred, is warming up to 60~65 DEG C, o-phenetidine is added after mixing, is kept
Then temperature adds the aqueous solution of cuprous sulfate at 60~65 DEG C, stirring obtains mixed solution, adjusts pH=8~9, and 60
It is incubated at~65 DEG C；
Preferably, the time of the stirring is 30~40 minutes；
(2) after, being incubated, salt is added in the mixed solution in step (1), separates out dyestuff, after filtering, filter cake is added to 50
In~55 DEG C of water, activated carbon is added, is then warming up to 78~80 DEG C, stirring dissolves filter cake, filters；
Preferably, the time of the stirring is 30~40 minutes；
Preferably, according to mass fraction meter, the water is 180~200 parts, preferably 200 parts；
(3) refined salt, is added in the filtrate that step (2) obtains, pH=8~9,50~55 DEG C of temperature is kept, stirring, filtering, obtains
To filter cake, drying obtains the fur novel environment friendly acidity blue dyes；
Preferably, the time of the stirring is 30~40 minutes；
Preferably, the temperature of the drying is 80~120 DEG C.
3. the fur according to claim 2 synthetic method of novel environment friendly acidity blue dyes, it is characterised in that in step
Suddenly in (1), the time of the insulation is 4~5 hours, and preferable soaking time is 4~4.5 hours.
4. the fur according to claim 2 synthetic method of novel environment friendly acidity blue dyes, it is characterised in that in step
Suddenly in (1), in described the step of bromamine acid is added to the water, according to mass fraction meter, the bromamine acid is 38~39 parts, institute
Water is stated as 180~216 parts；
Preferable bromamine acid is 38.2 parts, and preferable water is 200 parts.
5. the fur according to claim 2 synthetic method of novel environment friendly acidity blue dyes, it is characterised in that in step
Suddenly in (1), according to mass fraction meter, the o-phenetidine is 12~14 parts, and preferable o-phenetidine is 13.7 parts.
6. the fur according to claim 2 synthetic method of novel environment friendly acidity blue dyes, it is characterised in that in step
Suddenly in (1), according to mass fraction meter, the cuprous sulfate is 2~2.5 parts.
7. the fur according to claim 2 synthetic method of novel environment friendly acidity blue dyes, it is characterised in that in step
Suddenly in (1), the step of the regulation pH=8~9 in, be adjusted using sodium acid carbonate, it is preferred that according to mass fraction meter,
The sodium acid carbonate is 9~10 parts, more preferably 9.22 parts.
8. the fur according to claim 2 synthetic method of novel environment friendly acidity blue dyes, it is characterised in that in step
Suddenly in (2), according to mass fraction meter, the salt is 40~60 parts, preferably 50 parts.
9. the fur according to claim 2 synthetic method of novel environment friendly acidity blue dyes, it is characterised in that in step
Suddenly in (2), according to mass fraction meter, the activated carbon is 1~5 part, preferably 2~3 parts.
10. the fur according to claim 2 synthetic method of novel environment friendly acidity blue dyes, it is characterised in that
In step (3), according to mass fraction meter, the refined salt is 15~25 parts, preferably 20 parts.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710607177.1A CN107345080A (en) | 2017-07-24 | 2017-07-24 | A kind of fur novel environment friendly acidity blue dyes and synthetic method |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710607177.1A CN107345080A (en) | 2017-07-24 | 2017-07-24 | A kind of fur novel environment friendly acidity blue dyes and synthetic method |
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| CN107345080A true CN107345080A (en) | 2017-11-14 |
Family
ID=60256507
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201710607177.1A Pending CN107345080A (en) | 2017-07-24 | 2017-07-24 | A kind of fur novel environment friendly acidity blue dyes and synthetic method |
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2293472A1 (en) * | 1974-12-06 | 1976-07-02 | Ugine Kuhlmann | Sulphonated fluoroalkoxy-anilino-anthraquinone dyes - for natural or synthetic polyamides |
| US4035397A (en) * | 1973-07-17 | 1977-07-12 | Produits Chimiques Ugine Kuhlmann | Polyfluoro acid anthraquinone dyestuffs their preparation and their use |
-
2017
- 2017-07-24 CN CN201710607177.1A patent/CN107345080A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4035397A (en) * | 1973-07-17 | 1977-07-12 | Produits Chimiques Ugine Kuhlmann | Polyfluoro acid anthraquinone dyestuffs their preparation and their use |
| FR2293472A1 (en) * | 1974-12-06 | 1976-07-02 | Ugine Kuhlmann | Sulphonated fluoroalkoxy-anilino-anthraquinone dyes - for natural or synthetic polyamides |
Non-Patent Citations (4)
| Title |
|---|
| STEFANIE WEYLER等: "《Combinatorial synthesis of anilinoanthraquinone derivatives and evaluation as non-nucleotide-derived P2Y2 receptor antagonists》", 《BIOORG. MED. CHEM. LETT.》 * |
| YOUNIS BAQI等: "《Discovery of Potent Competitive Antagonists and Positive Modulators of the P2X2 Receptor》", 《J. MED. CHEM.》 * |
| YOUNIS BAQI等: "《Structure-activity relationships of anthraquinone derivatives derived from bromaminic acid as inhibitors of ectonucleoside triphosphate diphosphohydrolases (E-NTPDases)》", 《PURINERGIC SIGNALLING》 * |
| 周春隆: "《酸性染料及酸性媒介染料》", 30 November 1989, 化学工业出版社 * |
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Inventor after: Hao Ansheng Inventor after: Tao Junfeng Inventor after: Zheng Chaobin Inventor after: Chen Xiao Inventor after: Zheng Hongchao Inventor before: Tao Junfeng Inventor before: Zheng Chaobin Inventor before: Zheng Hongchao |
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Application publication date: 20171114 |
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| RJ01 | Rejection of invention patent application after publication |