CN101864292A - High-temperature resistant fluorescent pigment and method for preparing same - Google Patents
High-temperature resistant fluorescent pigment and method for preparing same Download PDFInfo
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- CN101864292A CN101864292A CN201010194010A CN201010194010A CN101864292A CN 101864292 A CN101864292 A CN 101864292A CN 201010194010 A CN201010194010 A CN 201010194010A CN 201010194010 A CN201010194010 A CN 201010194010A CN 101864292 A CN101864292 A CN 101864292A
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Abstract
The invention discloses high-temperature resistant fluorescent pigment. The high-temperature resistant fluorescent pigment comprises: 20 to 23 percent of isophorone diamine, 23 to 24 percent of cyclohexylamine, 24 to 28 percent of isophthalic acid, 22 to 28 percent of adipic acid, 3 to 8 percent of sebacic acid and 2 to 5 percent of coloring agent. The preparation method comprises the following steps of: adding the isophorone diamine and the cyclohexylamine into a reaction pot, stirring and heating the mixture to 110 to 150 DEG C, adding the isophthalic acid, adipic acid and sebacic acid, continuously heating the mixture to 240 to 280 DEG C, and stirring and keeping the temperature for 2 hours to obtain resin; cooling the resin to 220 to 250 DEG C, adding the coloring agent, and keeping the temperature for 30 minutes for discharging; and finally, naturally cooling the prepared coarse products of pigment to normal temperature of 25 DEG C, and performing ultra-thin grinding to obtain the pigment, of which the average grain size is 10 mu m. The pigment has the advantages of simple preparation method, no pollution, environmental protection and high yield.
Description
Technical field:
The present invention relates to a kind of pigment, particularly a kind of high-temperature resistant fluorescent pigment and preparation method thereof.
Background technology:
High-visibility pigment function of dominant luminous pigment, this class pigment is worked as ambient light, during as uviolizing, can absorb the energy of certain form, not change into heat energy, but excitation photon, the energy that absorbs with the low visible light form discharges, thereby produce the fluorescence phenomenon of different form and aspect, so it seems by day, it is much more bright-coloured than the pigment of other kind, in the existing high-temperature resistant fluorescent pigment, generally all contain formaldehyde, the formaldehyde not only injury to human body is bigger, and contaminate environment etc.
Summary of the invention:
The objective of the invention is provides a kind of preparation method simple, pollution-free in order to overcome above deficiency, environmental protection, and the higher high-temperature resistant fluorescent pigment of yield of preparation and preparation method thereof.
The present invention is achieved through the following technical solutions: a kind of high-temperature resistant fluorescent pigment comprises:
Isophorone diamine: 20～23%;
Hexahydroaniline: 23～24%;
M-phthalic acid: 24～28%;
Hexanodioic acid: 22～28%;
Sebacic acid: 3～8%;
Tinting material: 2～5%.
Further improvement of the present invention is: described tinting material is any one or any several mixture in rhodamine b extra 500 B or rhodamine b extra 500 6GDN or magenta or Basic Violet 5BN or alkaline bright yellow O or the 2 basic orange 2.
Further improvement of the present invention is: described a kind of high-temperature resistant fluorescent pigment comprises: isophorone diamine: 20%; Hexahydroaniline: 23%; M-phthalic acid: 24%; Hexanodioic acid: 22%; Sebacic acid: 3%; Tinting material: 2%.
Further improvement of the present invention is: described a kind of high-temperature resistant fluorescent pigment comprises: isophorone diamine: 21%; Hexahydroaniline: 23.5%; M-phthalic acid: 24%; Hexanodioic acid: 25%; Sebacic acid: 4%; Tinting material: 2%.
Further improvement of the present invention is: described a kind of high-temperature resistant fluorescent pigment comprises: isophorone diamine: 22%; Hexahydroaniline: 23%; M-phthalic acid: 25%; Hexanodioic acid: 23%; Sebacic acid: 3%; Tinting material: 3%.
A kind of preparation method of high-temperature resistant fluorescent pigment may further comprise the steps:
A, isophorone diamine and hexahydroaniline are added in the reactor, add m-phthalic acid, hexanodioic acid and sebacic acid after stirring and be warming up to 110 ℃～150 ℃, stir after continuing to be warming up to 240 ℃～280 ℃ again and be incubated 2 hours, generate resin;
B, be cooled to 220 ℃～250 ℃ and add tinting materials, be incubated discharging after 30 minutes;
C, the above-mentioned crude pigment product for preparing is naturally cooled to 25 ℃ of normal temperature, carry out superfine grinding, making the pigment averageparticle after the pulverizing is 10um;
Further improvement of the present invention is: described tinting material is any one or any several mixture in rhodamine b extra 500 B or rhodamine b extra 500 6GDN or magenta or Basic Violet 5BN or alkaline bright yellow O or the 2 basic orange 2.
Further improvement of the present invention is: a kind of preparation method of high-temperature resistant fluorescent pigment, may further comprise the steps: A, the hexahydroaniline of the isophorone diamine of 20% weight and 23% weight is added in the reactor, stir and be warming up to m-phthalic acid, the hexanodioic acid of 22% weight and the sebacic acid of 3% weight that adds 24% weight after 110 ℃～150 ℃, stir after continuing to be warming up to 240 ℃～280 ℃ again and be incubated 2 hours, generate resin; B, be cooled to 220 ℃～250 ℃ tinting materials that add 2% weight, be incubated discharging after 30 minutes; C, the above-mentioned crude pigment product for preparing is naturally cooled to 25 ℃ of normal temperature, carry out superfine grinding, making the pigment averageparticle after the pulverizing is 10um.
Further improvement of the present invention is: a kind of preparation method of high-temperature resistant fluorescent pigment, may further comprise the steps: A, the hexahydroaniline of the isophorone diamine of 21% weight and 23.5% weight is added in the reactor, stir and be warming up to m-phthalic acid, the hexanodioic acid of 25% weight and the sebacic acid of 4% weight that adds 24% weight after 110 ℃～150 ℃, stir after continuing to be warming up to 240 ℃～280 ℃ again and be incubated 2 hours, generate resin; B, be cooled to 220 ℃～250 ℃ tinting materials that add 2% weight, be incubated discharging after 30 minutes; C, the above-mentioned crude pigment product for preparing is naturally cooled to 25 ℃ of normal temperature, carry out superfine grinding, making the pigment averageparticle after the pulverizing is 10um.
Further improvement of the present invention is: a kind of preparation method of high-temperature resistant fluorescent pigment, may further comprise the steps: A, the hexahydroaniline of the isophorone diamine of 22% weight and 23% weight is added in the reactor, stir and be warming up to m-phthalic acid, the hexanodioic acid of 23% weight and the sebacic acid of 3% weight that adds 25% weight after 110 ℃～150 ℃, stir after continuing to be warming up to 240 ℃～280 ℃ again and be incubated 2 hours, generate resin; B, be cooled to 220 ℃～250 ℃ tinting materials that add 3% weight, be incubated discharging after 30 minutes; C, the above-mentioned crude pigment product for preparing is naturally cooled to 25 ℃ of normal temperature, carry out superfine grinding, making the pigment averageparticle after the pulverizing is 10um.
The present invention compared with prior art has the following advantages: prepare high temperature resistant fluorescent material by adopting isophorone diamine, hexahydroaniline, phthalic acid, hexanodioic acid and sebacic acid, not only the preparation method is comparatively simple, product meter rate after producing is higher, and the product environmental protection after producing is good, pollution-free.
Embodiment:
In order to deepen the understanding of the present invention, the invention will be further described below in conjunction with embodiment, and following examples only are used to explain the present invention, do not constitute the qualification to protection domain of the present invention.
A kind of high-temperature resistant fluorescent pigment of the present invention comprises:
Isophorone diamine: 20～23%;
Hexahydroaniline: 23～24%;
M-phthalic acid: 24～28%;
Hexanodioic acid: 22～28%;
Sebacic acid: 3～8%;
Tinting material: 2～5%.
Tinting material is any one or any several mixture in rhodamine b extra 500 B or rhodamine b extra 500 6GDN or magenta or Basic Violet 5BN or alkaline bright yellow O or the 2 basic orange 2.
A kind of preparation method of high-temperature resistant fluorescent pigment may further comprise the steps:
A, isophorone diamine and hexahydroaniline are added in the reactor, add m-phthalic acid, hexanodioic acid and sebacic acid after stirring and be warming up to 110 ℃～150 ℃, stir after continuing to be warming up to 240 ℃～280 ℃ again and be incubated 2 hours, generate resin;
B, be cooled to 220 ℃～250 ℃ and add tinting materials, be incubated discharging after 30 minutes;
C, the above-mentioned crude pigment product for preparing is naturally cooled to 25 ℃ of normal temperature, carry out superfine grinding, making the pigment averageparticle after the pulverizing is 10um;
Embodiment one: prepare 30.9 kilogram weights isophorone diamine, 35.7 kilogram weight hexahydroaniline, 37.26 kilogram weight m-phthalic acid, 37.38 kilogram weight hexanodioic acid, 12.16 kilogram weight sebacic acid and 3.5 kilogram weights rhodamine b extra 500 B, earlier 30.9 kilograms isophorone diamine and 35.7 kilograms hexahydroaniline are added in the reactor, stir and be warming up to the m-phthalic acid that adds 37.26 kilograms after 110 ℃～150 ℃, 37.38 hexanodioic acid and 12.16 kilograms of sebacic acid of kilogram, stir after continuing to be warming up to 240 ℃～280 ℃ again and be incubated 2 hours, generate resin, add 3.5 kilograms of rhodamine b extra 500 B when being cooled to 220 ℃～250 ℃ then, be incubated discharging after 30 minutes, and the crude pigment product for preparing naturally cooled to 25 ℃ of normal temperature, and carry out superfine grinding, making the pigment averageparticle after the pulverizing is 10um.Wherein as the rhodamine b extra 500 B of tinting material can with the rhodamine b extra 500 6GDN of respective amount or in magenta or Basic Violet 5BN or alkaline bright yellow O or the 2 basic orange 2 any one or arbitrarily several mixtures substitute, any one in also available rhodamine b extra 500 B and rhodamine b extra 500 6GDN or magenta or Basic Violet 5BN or alkaline bright yellow O or the 2 basic orange 2 or any several mixture substitute.So just obtain high-temperature resistant fluorescent pigment, by analysis, the yield of this pigment is 98%, and comparatively environmental protection of the pigment of making, and is formaldehydeless, pollution-free.
Embodiment two: prepare 87 kilogram weights isophorone diamine, 97.4 kilogram weight hexahydroaniline, 99.36 kilogram weight m-phthalic acid, 103.5 kilogram weight hexanodioic acid, 16.56 kilogram weight sebacic acid and 8.28 kilogram weights rhodamine b extra 500 6GDN, earlier 87 kilograms isophorone diamine and 97.4 kilograms hexahydroaniline are added in the reactor, stir and be warming up to the m-phthalic acid that adds 99.36 kilograms after 110 ℃～150 ℃, 103.5 hexanodioic acid and 16.56 kilograms of sebacic acid of kilogram, stir after continuing to be warming up to 240 ℃～280 ℃ again and be incubated 2 hours, generate resin, add 8.28 kilograms of rhodamine b extra 500 6GDN when being cooled to 220 ℃～250 ℃ then, be incubated discharging after 30 minutes, and the crude pigment product for preparing naturally cooled to 25 ℃ of normal temperature, and carry out superfine grinding, making the pigment averageparticle after the pulverizing is 10um.Wherein as the rhodamine b extra 500 6GDN of tinting material can with the rhodamine b extra 500 B of respective amount or in magenta or Basic Violet 5BN or alkaline bright yellow O or the 2 basic orange 2 any one or arbitrarily several mixtures substitute, any one in also available rhodamine b extra 500 6GDN and rhodamine b extra 500 B or magenta or Basic Violet 5BN or alkaline bright yellow O or the 2 basic orange 2 or any several mixture substitute.So just obtain high-temperature resistant fluorescent pigment, by analysis, the yield of this pigment is 98%, and comparatively environmental protection of the pigment of making, and is formaldehydeless, pollution-free.
Embodiment three: prepare 74.75 kilogram weights isophorone diamine, 78.2 kilogram weight hexahydroaniline, 85 kilogram weights m-phthalic acid, 78.2 kilogram weight hexanodioic acid, 10.2 kilogram weight sebacic acid and 10.2 kilogram weights magenta, earlier 74.75 kilograms isophorone diamine and 78.2 kilograms hexahydroaniline are added in the reactor, stir and be warming up to the m-phthalic acid that adds 85 kilograms after 110 ℃～150 ℃, 78.2 hexanodioic acid and 10.2 kilograms of sebacic acid of kilogram, stir after continuing to be warming up to 240 ℃～280 ℃ again and be incubated 2 hours, generate resin, add 10.2 kilograms of magentas when being cooled to 220 ℃～250 ℃ then, be incubated discharging after 30 minutes, and the crude pigment product for preparing naturally cooled to 25 ℃ of normal temperature, carry out superfine grinding, make pigment averageparticle after the pulverizing be 10um wherein as the magenta of tinting material can with the rhodamine b extra 500 B of respective amount or in rhodamine b extra 500 6GDN or Basic Violet 5BN or alkaline bright yellow O or the 2 basic orange 2 any one or arbitrarily several mixtures substitute, any one in also available magenta and rhodamine b extra 500 B or rhodamine b extra 500 6GDN or Basic Violet 5BN or alkaline bright yellow O or the 2 basic orange 2 or any several mixture substitute.So just obtain high-temperature resistant fluorescent pigment, by analysis, the yield of this pigment is 98%, and comparatively environmental protection of the pigment of making, and is formaldehydeless, pollution-free.
Embodiment four: prepare 130 kilogram weights isophorone diamine, 139 kilogram weights hexahydroaniline, 148 kilogram weights m-phthalic acid, 136 kilogram weights hexanodioic acid, 11.82 kilogram weight sebacic acid and 17.73 kilogram weights 2 basic orange 2, earlier 130 kilograms isophorone diamine and 139 kilograms hexahydroaniline are added in the reactor, stir and be warming up to hexanodioic acid and 11.82 kilograms of sebacic acid of 136 kilograms of m-phthalic acids that add 148 kilograms after 110 ℃～150 ℃, stir after continuing to be warming up to 240 ℃～280 ℃ again and be incubated 2 hours, generate resin, add 17.73 kilograms of 2 basic orange 2s when being cooled to 220 ℃～250 ℃ then, be incubated discharging after 30 minutes, and the crude pigment product for preparing naturally cooled to 25 ℃ of normal temperature, and carry out superfine grinding, making the pigment averageparticle after the pulverizing is 10um.Wherein as the 2 basic orange 2 of tinting material can with the rhodamine b extra 500 B of respective amount or among rhodamine b extra 500 6GDN or magenta or Basic Violet 5BN or the alkaline bright yellow O any one or arbitrarily several mixtures substitute, any one among also available 2 basic orange 2 and rhodamine b extra 500 B or rhodamine b extra 500 6GDN or magenta or Basic Violet 5BN or the alkaline bright yellow O or any several mixture substitute.So just obtain high-temperature resistant fluorescent pigment, by analysis, the yield of this pigment is 98%, and comparatively environmental protection of the pigment of making, and is formaldehydeless, pollution-free.
Embodiment five: prepare 42 kilogram weights isophorone diamine, 48.3 kilogram weight hexahydroaniline, 50.4 kilogram weight m-phthalic acid, 46.2 kilogram weight hexanodioic acid, 16.8 kilogram weight sebacic acid and 4.2 kilogram weights alkaline bright yellow O, earlier 42 kilograms isophorone diamine and 48.3 kilograms hexahydroaniline are added in the reactor, stir and be warming up to 110 ℃～150 ℃ after add 50.4 kilograms m-phthalic acid, 46.2 hexanodioic acid and 16.8 kilograms of sebacic acid of kilogram, stir after continuing to be warming up to 240 ℃～280 ℃ again and be incubated 2 hours, generate resin, the alkaline bright yellow O that adds 4.2 kilograms when being cooled to 220 ℃～250 ℃ then, be incubated discharging after 30 minutes, and the crude pigment product for preparing naturally cooled to 25 ℃ of normal temperature, and carry out superfine grinding, making the pigment averageparticle after the pulverizing is 10um.Wherein as the alkaline bright yellow O of tinting material can with the rhodamine b extra 500 B of respective amount or in rhodamine b extra 500 6GDN or magenta or alkaline purple 5B or the 2 basic orange 2 any one or arbitrarily several mixtures substitute, any one in also available alkaline bright yellow O and rhodamine b extra 500 B or rhodamine b extra 500 6GDN or magenta or Basic Violet 5BN or the 2 basic orange 2 or any several mixture substitute.Obtain high-temperature resistant fluorescent pigment like this, by analysis, the yield of this pigment is 98%, and comparatively environmental protection of the pigment of making, and is formaldehydeless, pollution-free.
Claims (10)
1. a high-temperature resistant fluorescent pigment is characterized in that, described pigment comprises:
Isophorone diamine: 20～23%;
Hexahydroaniline: 23～24%;
M-phthalic acid: 24～28%;
Hexanodioic acid: 22～28%;
Sebacic acid: 3～8%;
Tinting material: 2～5%.
2. according to the described a kind of high-temperature resistant fluorescent pigment of claim 1, it is characterized in that: described tinting material is any one or any several mixture in rhodamine b extra 500 B or rhodamine b extra 500 6GDN or magenta or Basic Violet 5BN or alkaline bright yellow O or the 2 basic orange 2.
3. according to claim 1 or 2 described a kind of high-temperature resistant fluorescent pigments, it is characterized in that described pigment comprises:
Isophorone diamine: 20%;
Hexahydroaniline: 23%;
M-phthalic acid: 24%;
Hexanodioic acid: 22%;
Sebacic acid: 3%;
Tinting material: 2%.
4. according to claim 1 or 2 described a kind of high-temperature resistant fluorescent pigments, it is characterized in that described pigment comprises:
Isophorone diamine: 21%;
Hexahydroaniline: 23.5%;
M-phthalic acid: 24%;
Hexanodioic acid: 25%;
Sebacic acid: 4%;
Tinting material: 2%.
5. according to claim 1 or 2 described a kind of high-temperature resistant fluorescent pigments, it is characterized in that described pigment comprises:
Isophorone diamine: 22%;
Hexahydroaniline: 23%;
M-phthalic acid: 25%;
Hexanodioic acid: 23%;
Sebacic acid: 3%;
Tinting material: 3%.
6. the preparation method of a high-temperature resistant fluorescent pigment is characterized in that, may further comprise the steps:
A, isophorone diamine and hexahydroaniline are added in the reactor, add m-phthalic acid, hexanodioic acid and sebacic acid after stirring and be warming up to 110 ℃～150 ℃, stir after continuing to be warming up to 240 ℃～280 ℃ again and be incubated 2 hours, generate resin;
B, be cooled to 220 ℃～250 ℃ and add tinting materials, be incubated discharging after 30 minutes;
C, the above-mentioned crude pigment product for preparing is naturally cooled to 25 ℃ of normal temperature, carry out superfine grinding, making the pigment averageparticle after the pulverizing is 10um.
7. according to the preparation method of the described a kind of high-temperature resistant fluorescent pigment of claim 6, it is characterized in that: described tinting material is any one or any several mixture in rhodamine b extra 500 B or rhodamine b extra 500 6GDN or magenta or Basic Violet 5BN or alkaline bright yellow O or the 2 basic orange 2.
8. according to the preparation method of claim 6 or 7 described a kind of high-temperature resistant fluorescent pigments, it is characterized in that, may further comprise the steps:
A, the hexahydroaniline of the isophorone diamine of 20% weight and 23% weight is added in the reactor, stir and be warming up to m-phthalic acid, the hexanodioic acid of 22% weight and the sebacic acid of 3% weight that adds 24% weight after 110 ℃～150 ℃, stir after continuing to be warming up to 240 ℃～280 ℃ again and be incubated 2 hours, generate resin;
B, be cooled to 220 ℃～250 ℃ tinting materials that add 2% weight, be incubated discharging after 30 minutes;
C, the above-mentioned crude pigment product for preparing is naturally cooled to 25 ℃ of normal temperature, carry out superfine grinding, making the pigment averageparticle after the pulverizing is 10um.
9. according to the preparation method of claim 6 or 7 described a kind of high-temperature resistant fluorescent pigments, it is characterized in that, may further comprise the steps:
A, the hexahydroaniline of the isophorone diamine of 21% weight and 23.5% weight is added in the reactor, stir and be warming up to m-phthalic acid, the hexanodioic acid of 25% weight and the sebacic acid of 4% weight that adds 24% weight after 110 ℃～150 ℃, stir after continuing to be warming up to 240 ℃～280 ℃ again and be incubated 2 hours, generate resin;
B, be cooled to 220 ℃～250 ℃ tinting materials that add 2% weight, be incubated discharging after 30 minutes;
C, the above-mentioned crude pigment product for preparing is naturally cooled to 25 ℃ of normal temperature, carry out superfine grinding, making the pigment averageparticle after the pulverizing is 10um.
10. according to the preparation method of claim 6 or 7 described a kind of high-temperature resistant fluorescent pigments, it is characterized in that, may further comprise the steps:
A, the hexahydroaniline of the isophorone diamine of 22% weight and 23% weight is added in the reactor, stir and be warming up to m-phthalic acid, the hexanodioic acid of 23% weight and the sebacic acid of 3% weight that adds 25% weight after 110 ℃～150 ℃, stir after continuing to be warming up to 240 ℃～280 ℃ again and be incubated 2 hours, generate resin;
B, be cooled to 220 ℃～250 ℃ tinting materials that add 3% weight, be incubated discharging after 30 minutes;
C, the above-mentioned crude pigment product for preparing is naturally cooled to 25 ℃ of normal temperature, carry out superfine grinding, making the pigment averageparticle after the pulverizing is 10um.
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| CN201010194010A CN101864292A (en) | 2010-06-08 | 2010-06-08 | High-temperature resistant fluorescent pigment and method for preparing same |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102133977A (en) * | 2010-12-31 | 2011-07-27 | 深圳市华熙生物科技有限公司 | Food and beverage outer package printed with luminescent patterns |
| CN104559312A (en) * | 2014-12-31 | 2015-04-29 | 丽王化工(南通)有限公司 | High-temperature-resistant fluorescent pigment and preparing method thereof |
| CN104559167A (en) * | 2014-12-30 | 2015-04-29 | 丽王化工(南通)有限公司 | Organic fluorescent pigment for EVA (ethylene-vinyl acetate) foaming and preparation method of organic fluorescent pigment |
| CN105482019A (en) * | 2015-12-29 | 2016-04-13 | 江苏丽王科技股份有限公司 | High-temperature-resistant formaldehyde-free fluorescent pigment emulsion and preparation method thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3915884A (en) * | 1972-05-17 | 1975-10-28 | Day Glo Color Corp | Modified amides for pigments and method for producing the same |
| US5094777A (en) * | 1989-09-19 | 1992-03-10 | Day Glo Color Corporation | Polyamide fluorescent pigments |
-
2010
- 2010-06-08 CN CN201010194010A patent/CN101864292A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3915884A (en) * | 1972-05-17 | 1975-10-28 | Day Glo Color Corp | Modified amides for pigments and method for producing the same |
| US5094777A (en) * | 1989-09-19 | 1992-03-10 | Day Glo Color Corporation | Polyamide fluorescent pigments |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102133977A (en) * | 2010-12-31 | 2011-07-27 | 深圳市华熙生物科技有限公司 | Food and beverage outer package printed with luminescent patterns |
| CN104559167A (en) * | 2014-12-30 | 2015-04-29 | 丽王化工(南通)有限公司 | Organic fluorescent pigment for EVA (ethylene-vinyl acetate) foaming and preparation method of organic fluorescent pigment |
| CN104559312A (en) * | 2014-12-31 | 2015-04-29 | 丽王化工(南通)有限公司 | High-temperature-resistant fluorescent pigment and preparing method thereof |
| CN105482019A (en) * | 2015-12-29 | 2016-04-13 | 江苏丽王科技股份有限公司 | High-temperature-resistant formaldehyde-free fluorescent pigment emulsion and preparation method thereof |
| CN105482019B (en) * | 2015-12-29 | 2019-06-07 | 江苏丽王科技股份有限公司 | A kind of formaldehydeless fluorescent pigment latex of high temperature resistant and preparation method thereof |
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Application publication date: 20101020 |