CN103289436A - Environmentally-friendly high-temperature-resistant polyester fluorescent pigment - Google Patents
Environmentally-friendly high-temperature-resistant polyester fluorescent pigment Download PDFInfo
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- CN103289436A CN103289436A CN2013102119010A CN201310211901A CN103289436A CN 103289436 A CN103289436 A CN 103289436A CN 2013102119010 A CN2013102119010 A CN 2013102119010A CN 201310211901 A CN201310211901 A CN 201310211901A CN 103289436 A CN103289436 A CN 103289436A
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- Prior art keywords
- acid
- phthalic
- temperature
- tetramethylolmethane
- phthalic anhydride
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- 239000000049 pigment Substances 0.000 title claims abstract description 28
- 229920000728 polyester Polymers 0.000 title claims abstract description 28
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims abstract description 15
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims abstract description 11
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 claims abstract description 11
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims abstract description 11
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims abstract description 8
- 238000000034 method Methods 0.000 claims abstract description 8
- 239000002994 raw material Substances 0.000 claims abstract description 6
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims abstract description 4
- 235000019253 formic acid Nutrition 0.000 claims abstract description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 16
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 13
- 229910052708 sodium Inorganic materials 0.000 claims description 13
- 239000011734 sodium Substances 0.000 claims description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 11
- 238000005516 engineering process Methods 0.000 claims description 9
- 229940059574 pentaerithrityl Drugs 0.000 claims description 9
- GQHYXXXFYXNSDV-UHFFFAOYSA-N 2-benzofuran-1,3-dione;2,2-bis(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)CO.C1=CC=C2C(=O)OC(=O)C2=C1 GQHYXXXFYXNSDV-UHFFFAOYSA-N 0.000 claims description 5
- 238000001816 cooling Methods 0.000 claims description 5
- 238000007599 discharging Methods 0.000 claims description 5
- 239000007850 fluorescent dye Substances 0.000 claims description 5
- 230000004927 fusion Effects 0.000 claims description 5
- 238000010298 pulverizing process Methods 0.000 claims description 5
- 238000003756 stirring Methods 0.000 claims description 5
- 230000002194 synthesizing effect Effects 0.000 claims description 5
- 238000010792 warming Methods 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract description 12
- 229910001385 heavy metal Inorganic materials 0.000 abstract description 3
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 abstract 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 239000003292 glue Substances 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- DZUDZSQDKOESQQ-UHFFFAOYSA-N cobalt hydrogen peroxide Chemical compound [Co].OO DZUDZSQDKOESQQ-UHFFFAOYSA-N 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 150000007520 diprotic acids Chemical class 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 229910003439 heavy metal oxide Inorganic materials 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
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- Paints Or Removers (AREA)
Abstract
The invention relates to an environmentally-friendly high-temperature-resistant polyester fluorescent pigment. The environmentally-friendly high-temperature-resistant polyester fluorescent pigment is characterized by being prepared from the following raw materials: pentaerythritol, phthalic anhydride, m-phthalic acid, formic acid and disodium m-phthalate, wherein the proportioning ratio of pentaerythritol to phthalic anhydride to m-phthalic acid to formic acid to disodium m-phthalate is 1:(0.7-1.0):(0.02-0.2):(1.3-1.5):(0.02-0.25). The product is free from formaldehyde and forbidden heavy metals; the process equipment is simple and safe; the product is bright in colour, high in concentration, environmentally-friendly, and good in temperature resistance which achieves more than 240 DEG C.
Description
Technical field:
The present invention relates to can be used for the pigment of coating, printing ink, plastics, be particularly suitable for the environment-friendly type thermostable polyester high-visibility pigment on PP, PE, PVC, PU, the PS.
Background technology
1, with para toluene sulfonamide-carbamide is the high-visibility pigment of carrier
2, with ethylene glycol as the synthetic polyester type high-visibility pigment of polyvalent alcohol and diprotic acid
3, with the polyester type high-visibility pigment of glycerol as the excessive acid of polyvalent alcohol, acid is phthalic anhydride and trimellitic acid 1,2-anhydride.
The quality of more several technologies: be that the more backward environmental pollution of high-visibility pigment production technique of carrier is big with para toluene sulfonamide-carbamide, heat resistance difference and contain the formaldehyde range of application significant limitation is arranged.With the polyester type high-visibility pigment of ethylene glycol as polyvalent alcohol, to add heavy metal oxides such as titanium dioxide or cobalt dioxide in the reaction process as catalyzer, therefore be not environmental protection.Be the polyester type high-visibility pigment of the excessive acid of polyvalent alcohol with the glycerol, technology controlling and process requires very harsh, and glue connects easily, is not suitable for suitability for industrialized production.Taking all factors into consideration us, to have selected tetramethylolmethane be polyvalent alcohol synthetic environment-friendly high temperature resistance polyester high-visibility pigment FZ, and product does not contain the heavy metal that formaldehyde does not contain forbidding yet.
Summary of the invention
In order to overcome above-mentioned defective, the purpose of this invention is to provide a kind of environment-friendly type thermostable polyester high-visibility pigment.
To achieve these goals, the present invention adopts following technical scheme:
Environment-friendly type thermostable polyester high-visibility pigment, its raw material is: tetramethylolmethane, phthalic anhydride, m-phthalic acid, formic acid, a diacid sodium, its proportioning is: tetramethylolmethane: phthalic anhydride: m-phthalic acid: phenylformic acid: diacid sodium=1:0.7-1.0:0.02-0.2:1.3-1.5:0.02-0.25.
The production technique of environment-friendly type thermostable polyester high-visibility pigment is to adopt the excessive technology synthesizing polyester carrier of scorification alcohol, disposable input tetramethylolmethane phthalic anhydride m-phthalic acid and the phenylformic acid of half, be warming up to fusion and open stirring continuation intensification, begin diacid sodium and remaining phenylformic acid between adding to 130 ~ 170, constant temperature 0.5 ~ 2 hour between 170 ~ 200 degree continued to be warmed up between 215 ~ 250 degree constant temperature 10 ~ 60 minutes; Constant temperature finishes and adds fluorescence dye while lowering the temperature, and disperses discharging 1 ~ 25 minute.Naturally cooling just can obtain environment-friendly type thermostable polyester high-visibility pigment FZ through twice pulverizing.
1, select suitable polyvalent alcohol and polyprotonic acid to construct molecular backbone chain and modified resin structure
2, select suitable proportioning, improve the stability of temperature tolerance and technological operation.
3, select suitable reaction temperature, the high relatively glue that do not occur again of synthetic molecular resin is connected, good fluidity is easy to dyestuff to be disperseed, and keeps the vividness of pigment, and high-visibility pigment stores and prevented from caking.
Compare with traditional technology, this product does not contain the heavy metal that formaldehyde does not contain forbidding yet, and processing unit is simple and safe, and product coloured light bright color concentration is strong, and not only environmental protection and heat resistance are good, reaches more than 240 degree.
Embodiment
Further specify below by embodiment:
Embodiment 1,
Environment-friendly type thermostable polyester high-visibility pigment, its raw material and proportioning thereof are: tetramethylolmethane: phthalic anhydride: m-phthalic acid: phenylformic acid: diacid sodium=1:0.7:0.02:1.3:0.02.The technology synthesizing polyester carrier that this process using scorification alcohol is excessive, disposable input tetramethylolmethane phthalic anhydride m-phthalic acid and the phenylformic acid of half, be warming up to fusion and open stirring continuation intensification, begin diacid sodium and remaining phenylformic acid between adding to 130, constant temperature 2 hours between 170 degree continued to be warmed up between 215 degree constant temperature 60 minutes.Constant temperature finishes and adds fluorescence dye while lowering the temperature, and disperses discharging 5 minutes.Naturally cooling just can obtain environment-friendly type thermostable polyester high-visibility pigment FZ through twice pulverizing.
Embodiment 2, environment-friendly type thermostable polyester high-visibility pigment, and its raw material and proportioning thereof are: tetramethylolmethane: phthalic anhydride: m-phthalic acid: phenylformic acid: diacid sodium=1:1.0:0.2:1.5:0.25.The technology synthesizing polyester carrier that this process using scorification alcohol is excessive, disposable input tetramethylolmethane phthalic anhydride m-phthalic acid and the phenylformic acid of half, be warming up to fusion and open stirring continuation intensification, begin diacid sodium and remaining phenylformic acid between adding to 170, constant temperature 0.5 hour between 200 degree continued to be warmed up between 250 degree constant temperature 15 minutes.Constant temperature finishes and adds fluorescence dye while lowering the temperature, and disperses discharging 25 minutes.Naturally cooling just can obtain environment-friendly type thermostable polyester high-visibility pigment FZ through twice pulverizing.
Embodiment 3, environment-friendly type thermostable polyester high-visibility pigment, and its raw material is formed tetramethylolmethane by tetramethylolmethane, phthalic anhydride, m-phthalic acid, phenylformic acid, a diacid sodium: phthalic anhydride: m-phthalic acid: phenylformic acid: diacid sodium=1:0.8:0.15:1.4:0.12.The technology synthesizing polyester carrier that this process using scorification alcohol is excessive, disposable input tetramethylolmethane phthalic anhydride m-phthalic acid and the phenylformic acid of half, be warming up to fusion and open stirring continuation intensification, begin diacid sodium and remaining phenylformic acid between adding to 150, constant temperature 1.5 hours between 190 degree continued to be warmed up between 225 degree constant temperature 30 minutes.Constant temperature finishes and adds fluorescence dye while lowering the temperature, and disperses discharging 15 minutes.Naturally cooling just can obtain environment-friendly type thermostable polyester high-visibility pigment FZ through twice pulverizing.
Claims (2)
1. environment-friendly type thermostable polyester high-visibility pigment, it is characterized in that: raw material is: tetramethylolmethane, phthalic anhydride, m-phthalic acid, formic acid, a diacid sodium, its proportioning is: tetramethylolmethane: phthalic anhydride: m-phthalic acid: phenylformic acid: diacid sodium=1:0.7-1.0:0.02-0.2:1.3-1.5:0.02-0.25.
2. environment-friendly type thermostable polyester high-visibility pigment according to claim 1, it is characterized in that: its production technique is to adopt the excessive technology synthesizing polyester carrier of scorification alcohol, disposable input tetramethylolmethane phthalic anhydride m-phthalic acid and the phenylformic acid of half, be warming up to fusion and open stirring continuation intensification, begin diacid sodium and remaining phenylformic acid between adding to 130 ~ 170, constant temperature 0.5 ~ 2 hour between 170 ~ 200 degree continued to be warmed up between 215 ~ 250 degree constant temperature 10 ~ 60 minutes; Constant temperature finishes and adds fluorescence dye while lowering the temperature, and disperses discharging 1 ~ 25 minute; Naturally cooling just can obtain environment-friendly type thermostable polyester high-visibility pigment FZ through twice pulverizing.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2013102119010A CN103289436A (en) | 2013-05-31 | 2013-05-31 | Environmentally-friendly high-temperature-resistant polyester fluorescent pigment |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2013102119010A CN103289436A (en) | 2013-05-31 | 2013-05-31 | Environmentally-friendly high-temperature-resistant polyester fluorescent pigment |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN103289436A true CN103289436A (en) | 2013-09-11 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2013102119010A Pending CN103289436A (en) | 2013-05-31 | 2013-05-31 | Environmentally-friendly high-temperature-resistant polyester fluorescent pigment |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103289436A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE961575C (en) * | 1951-08-13 | 1957-04-11 | Switzer Brothers Inc | Process for the production of fluorescent color pigments |
| US3922232A (en) * | 1973-11-23 | 1975-11-25 | Hercules Inc | Fluorescent colorants |
| US3972849A (en) * | 1973-05-05 | 1976-08-03 | Basf Aktiengesellschaft | Production of resins |
| CN1654508A (en) * | 2005-01-28 | 2005-08-17 | 中国石化仪征化纤股份有限公司 | Preparation method of water-soluble copolyester |
| CN1748005A (en) * | 2003-03-20 | 2006-03-15 | Mca技术有限公司 | Process for preparing fluorescent and non-fluorescent pigments |
| CN1757672A (en) * | 2004-10-08 | 2006-04-12 | 上海毅兴塑胶原料有限公司 | Masterbatch used for processing polyester resin |
| CN101279940A (en) * | 2008-05-20 | 2008-10-08 | 北京金方博源科技发展有限公司 | Preparation of isophthalic acid-5-sulfonic acid, ester, salt and ester salt thereof |
-
2013
- 2013-05-31 CN CN2013102119010A patent/CN103289436A/en active Pending
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE961575C (en) * | 1951-08-13 | 1957-04-11 | Switzer Brothers Inc | Process for the production of fluorescent color pigments |
| US3972849A (en) * | 1973-05-05 | 1976-08-03 | Basf Aktiengesellschaft | Production of resins |
| US3922232A (en) * | 1973-11-23 | 1975-11-25 | Hercules Inc | Fluorescent colorants |
| CN1748005A (en) * | 2003-03-20 | 2006-03-15 | Mca技术有限公司 | Process for preparing fluorescent and non-fluorescent pigments |
| CN1757672A (en) * | 2004-10-08 | 2006-04-12 | 上海毅兴塑胶原料有限公司 | Masterbatch used for processing polyester resin |
| CN1654508A (en) * | 2005-01-28 | 2005-08-17 | 中国石化仪征化纤股份有限公司 | Preparation method of water-soluble copolyester |
| CN101279940A (en) * | 2008-05-20 | 2008-10-08 | 北京金方博源科技发展有限公司 | Preparation of isophthalic acid-5-sulfonic acid, ester, salt and ester salt thereof |
Non-Patent Citations (2)
| Title |
|---|
| 潘煜怡等: "无甲醛耐热荧光树脂颜料的研究进展", 《涂料工业》, vol. 33, no. 07, 1 July 2003 (2003-07-01), pages 39 - 41 * |
| 许立和: "耐高温有机树脂型荧光颜料的合成", 《染料与染色》, vol. 40, no. 01, 28 February 2003 (2003-02-28), pages 59 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
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Application publication date: 20130911 |