CN111574845B - Bright red fluorescent dye and application thereof - Google Patents
Bright red fluorescent dye and application thereof Download PDFInfo
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- CN111574845B CN111574845B CN202010490420.8A CN202010490420A CN111574845B CN 111574845 B CN111574845 B CN 111574845B CN 202010490420 A CN202010490420 A CN 202010490420A CN 111574845 B CN111574845 B CN 111574845B
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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
- C09B57/00—Other synthetic dyes of known constitution
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
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- 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
- D06P1/0004—General aspects of dyeing
- D06P1/0012—Effecting dyeing to obtain luminescent or phosphorescent dyeings
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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
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
- C09K2211/1033—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom with oxygen
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1088—Heterocyclic compounds characterised by ligands containing oxygen as the only heteroatom
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Abstract
The invention discloses a bright red fluorescent dye and application thereof, belonging to the field of fluorescent dyes, wherein the bright red fluorescent dye comprises one or more than two compounds or mixtures with the structure shown in the formula (I);
in the formula (I), R is Cl or SO3Compared with the disperse red277, the disperse red362 and the rhodamine red in the prior art, after the disperse red277, the disperse red362 and the rhodamine red are applied to the fabric, the color fastness to washing, the light fastness, the sublimation fastness, the washing fastness, the rubbing fastness, the perspiration fastness, the ironing fastness, the chlorine soaking fastness and the perspiration fastness are relatively good, and the color is more bright.
Description
Technical Field
The invention relates to the field of fluorescent dyes, in particular to a bright red fluorescent dye and application thereof.
Background
Currently, the disperse fluorescent dyes on the market are mainly disperse Red277 (Dis Red277) and disperse Red362 (Dis Red362), and for the Acid fluorescent dyes, the fluorescent scarlet is mainly Acid Red52 (rhodamine Red).
However, the brightness of the fabric dyed by the dyes is not obvious enough, especially the scarlet bright red, and the dyes which can satisfy the fluorescence and have good brightness are fewer in the current market.
Disclosure of Invention
1. Technical problem to be solved
Aiming at the problems in the prior art, the invention aims to provide a bright red fluorescent dye and an application of the bright red fluorescent dye in dyeing, and compared with disperse red277, disperse red362 and rhodamine red in the prior art, the fastness to washing, light fastness, sublimation fastness, washing fastness, rubbing fastness, perspiration fastness, ironing fastness, chlorine soaking fastness and perspiration fastness after dyeing are relatively good, and the color is more bright.
2. Technical scheme
In order to solve the above problems, the present invention adopts the following technical solutions.
A bright red fluorescent dye comprises one or two compounds or a mixture with the structure shown in formula (I);
in the formula (I), R is Cl or SO3H。
Further, R is Cl, and the structural formula is as follows:
further, a preparation method of the bright red fluorescent dye shown as the formula (II): the component shown in the formula (II-1) and sodium cyanide are put into bromine water to react to prepare the catalyst, and the structural formula of the component shown in the formula (II-1) is as follows:
further, the mass fraction of the component shown in the formula (II-1) is 10-30%, the mass fraction of the sodium cyanide is 20-25%, and the balance is bromine water.
Further, the prepared component shown as the formula (II) is applied to dyeing of superfine fabrics.
Further, R is SO3H, the structural formula is as follows:
further, a preparation method of the bright red fluorescent dye shown as the formula (III): the component shown in the formula (III-1) and sodium cyanide are put into bromine water to react to prepare the catalyst, and the structural formula of the component shown in the formula (III-1) is as follows:
further, the mass fraction of the component shown in the formula (III-1) is 10-30%, the mass fraction of the sodium cyanide is 20-25%, and the balance is bromine water.
Further, the prepared component shown as the formula (III) is applied to dyeing of superfine fabrics.
Further, the dye is formed by mixing a dye A shown in a formula (II) and a dye B shown in a formula (III) in any proportion.
Further, the prepared mixed dye is applied to fabric dyeing.
Further, the ratio of the dye A shown in the formula (II) to the dye B shown in the formula (III) in the dyes is 1: 0.5 to 6.5.
Further, the ratio of the dye A shown in the formula (II) to the dye B shown in the formula (III) in the dyes is 1: 4.
3. advantageous effects
Compared with the prior art, the invention has the advantages that: compared with disperse red277, disperse red362 and rhodamine red in the prior art, the dye of the scheme has relatively good washing fastness, light fastness, sublimation fastness, washing fastness, rubbing fastness, perspiration fastness, ironing fastness, chlorine soaking fastness and perspiration fastness after dyeing, and has more bright color.
Detailed Description
The technical scheme in the embodiment of the invention is clearly and completely described below; obviously; the described embodiments are only some of the embodiments of the invention; but not all embodiments, are based on the embodiments of the invention; all other embodiments obtained by a person skilled in the art without making any inventive step; all fall within the scope of protection of the present invention.
Example 1:
a bright red fluorescent dye has the following structural formula:
a method for preparing a dye represented by the formula (II): the component shown in the formula (II-1) and sodium cyanide are put into bromine water to react to prepare the catalyst, and the structural formula of the component shown in the formula (II-1) is as follows:
furthermore, the mass fraction of the component shown in the formula (II-1) is 10-30%, the mass fraction of sodium cyanide is 20-25%, and the balance is bromine water.
Further, the prepared component shown as the formula (II) is applied to the polyester fabric to obtain the bright red polyester fabric, and similarly, the component shown as the formula (II) is applied to other fabrics such as a nylon fabric or a nylon fabric to obtain the same result, and compared with the application of the disperse red277, the disperse red362 and the rhodamine red, the dyed color is more bright.
Comparative experiment: the same fabric is selected, and the disperse red277, the disperse red362, the rhodamine red and the prepared dye shown in the formula (II) are respectively dyed, and the analysis of the results is as follows:
in conclusion, the dye shown in the formula (II) is bright in color, and relatively good in washing fastness, light fastness, sublimation fastness, washing fastness, rubbing fastness, perspiration fastness, ironing fastness, chlorine soaking fastness and perspiration fastness, and in addition, the effect of different fabrics on the result is not large through analysis after multiple experiments on fabric replacement, so that the effect caused by different fabrics can be ignored.
Example 2:
a bright red fluorescent dye has the following structural formula:
a method for preparing a dye represented by the formula (III): the component shown in the formula (III-1) and sodium cyanide are put into bromine water to react to prepare the catalyst, and the structural formula of the component shown in the formula (III-1) is as follows:
further, the mass fraction of the component shown in the formula (III-1) is 10-30%, the mass fraction of the sodium cyanide is 20-25%, and the balance is bromine water.
Further, the prepared component shown as the formula (III) is applied to nylon fabric to obtain bright red nylon fabric, and similarly, the component shown as the formula (III) is applied to other fabrics such as nylon fabric or polyester fabric to obtain the same result, and compared with the application of disperse red277, disperse red362 and rhodamine red, the dyed color is more bright.
Comparative experiment: the same fabric is selected, the disperse red277, the disperse red362, the rhodamine red and the prepared dye shown in the formula (III) are respectively dyed, and the analysis of the results is as follows:
in conclusion, the dye shown in the formula (III) has good color, and is more bright compared with disperse red277, disperse red362 and rhodamine red, the dye has good washing fastness, light fastness, sublimation fastness, washing fastness, rubbing fastness, perspiration fastness, ironing fastness, chlorine soaking fastness and perspiration fastness when being dyed on fabrics, and in addition, the effect of different fabrics on the result is little through analysis after multiple experiments on fabric replacement, so that the effect of different fabrics can be ignored.
Example 3:
a bright red fluorescent dye is prepared by mixing a dye A and a dye B in any proportion, wherein the dye A is a component shown as a formula (II), and the dye B is a component shown as a formula (III);
further, the mixing ratio between the dye a and the dye B is 1: 0.5 to 6.5.
Further, the mixing ratio between the dye a and the dye B is 1: 4.
further, the dye prepared by mixing the dye A and the dye B is applied to the nylon fabric to obtain the bright red nylon fabric, and the same result is obtained by applying the mixed dye to other fabrics such as the nylon fabric or the polyester fabric.
Comparative experiment: the same fabric is selected, the disperse red277, the disperse red362, the rhodamine red and the prepared mixed dye are respectively dyed, and the analysis of the results is as follows:
in conclusion, the mixed dye disclosed by the invention is bright in color, and has better washing fastness, light fastness, sublimation fastness, washing fastness, rubbing fastness, perspiration fastness, ironing fastness, chlorine immersion fastness and perspiration fastness after dyeing compared with the disperse red277, the disperse red362 and the rhodamine red.
The above; but are merely preferred embodiments of the invention; the scope of the invention is not limited thereto; any person skilled in the art is within the technical scope of the present disclosure; the technical scheme and the improved concept of the invention are equally replaced or changed; are intended to be covered by the scope of the present invention.
Claims (11)
1. A bright red fluorescent dye is characterized by comprising one or two compounds or a mixture with the structure shown in formula (I);
in the formula (I), R is Cl or SO3H。
2. The bright red fluorescent dye according to claim 1, wherein R is Cl and has the following structural formula:
3. the method for preparing a bright red fluorescent dye according to claim 2, wherein the dye represented by the formula (II) is prepared by reacting a component represented by the formula (II-1) with sodium cyanide in bromine water, and the component represented by the formula (II-1) has the following structural formula:
4. the preparation method of the bright red fluorescent dye according to claim 3, wherein the mass fraction of the component shown in the formula (II-1) is 10-30%, the mass fraction of the sodium cyanide is 20-25%, and the balance is bromine water;
5. the bright red fluorescent dye according to claim 1, wherein R is SO3H, the structural formula is as follows:
6. the method for preparing a bright red fluorescent dye according to claim 5, wherein the dye represented by the formula (III) is prepared by reacting a component represented by the formula (III-1) with sodium cyanide in bromine water, and the component represented by the formula (III-1) has the following structural formula:
7. the preparation method of the bright red fluorescent dye according to claim 6, wherein the mass fraction of the component shown in the formula (III-1) is 10-30%, the mass fraction of the sodium cyanide is 20-25%, and the balance is bromine water;
8. the bright red fluorescent dye according to claim 1, wherein the dye is prepared by mixing a dye A shown in a formula (II) and a dye B shown in a formula (III) in any proportion;
9. the bright red fluorescent dye according to claim 8, wherein the ratio of the dye A shown in the formula (II) to the dye B shown in the formula (III) in the dye is 1: 0.5 to 6.5;
10. the bright red fluorescent dye according to claim 9, wherein the ratio of the dye A shown in the formula (II) to the dye B shown in the formula (III) in the dye is 1: 4;
11. the use of a bright red fluorescent dye according to claim 1 on superfine fabrics.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010490420.8A CN111574845B (en) | 2020-06-02 | 2020-06-02 | Bright red fluorescent dye and application thereof |
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| Application Number | Priority Date | Filing Date | Title |
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| CN202010490420.8A CN111574845B (en) | 2020-06-02 | 2020-06-02 | Bright red fluorescent dye and application thereof |
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| Publication Number | Publication Date |
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| CN111574845A CN111574845A (en) | 2020-08-25 |
| CN111574845B true CN111574845B (en) | 2021-07-06 |
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| CN202010490420.8A Active CN111574845B (en) | 2020-06-02 | 2020-06-02 | Bright red fluorescent dye and application thereof |
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Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN111574845B (en) * | 2020-06-02 | 2021-07-06 | 杭州福莱蒽特股份有限公司 | Bright red fluorescent dye and application thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0046250B1 (en) * | 1980-08-20 | 1983-07-20 | Bayer Ag | Dyestuff preparation and its use as a warning and signalling colour |
| CN1168686A (en) * | 1994-12-07 | 1997-12-24 | 巴斯福股份公司 | Benzopyran dyes and their intermediates |
| CN111574845A (en) * | 2020-06-02 | 2020-08-25 | 杭州福莱蒽特股份有限公司 | Bright red fluorescent dye and application thereof |
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2020
- 2020-06-02 CN CN202010490420.8A patent/CN111574845B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0046250B1 (en) * | 1980-08-20 | 1983-07-20 | Bayer Ag | Dyestuff preparation and its use as a warning and signalling colour |
| CN1168686A (en) * | 1994-12-07 | 1997-12-24 | 巴斯福股份公司 | Benzopyran dyes and their intermediates |
| CN111574845A (en) * | 2020-06-02 | 2020-08-25 | 杭州福莱蒽特股份有限公司 | Bright red fluorescent dye and application thereof |
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