CN103755937A - Method for preparing toluylene ester polymeric type fluorescence brightening and coloring agent - Google Patents

Method for preparing toluylene ester polymeric type fluorescence brightening and coloring agent Download PDF

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CN103755937A
CN103755937A CN201310750365.1A CN201310750365A CN103755937A CN 103755937 A CN103755937 A CN 103755937A CN 201310750365 A CN201310750365 A CN 201310750365A CN 103755937 A CN103755937 A CN 103755937A
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toluylene
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施晓旦
郭和森
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Shanghai Dongsheng New Material Co Ltd
Shandong Dongsheng New Material Co Ltd
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Abstract

The invention discloses a method for preparing a toluylene ester polymeric type fluorescence brightening and coloring agent. The method comprises the following steps: mixing 4,4-toluylene dioctyl phthalate, absolute methanol, a doped SO42-/ZrO2-AgC1 type mixed crystal solid acid catalyst and concentrated sulfuric acid, carrying out heating reflux reaction, standing after the reaction, adding phenylmalonic acid, 1,4-butanediol, polyethylene glycol and molybdenum trichloride, carrying out heating reflux reaction again, and post-treating the liquid at the upper layer after the reaction so as to obtain the toluylene ester polymeric type fluorescence brightening and coloring agent. The method is simple in process and convenient to operate, and corrosion of strong acids to equipment and application of a great deal of water resource is avoided. The fluorescence brightening and coloring agent prepared by using the method is used together with pigments of other colors, is applied to coatings, paper-making and stone paper production, has remarkable brightening and coloring functions on blue, green and red lights, and also has an excellent protection function on organic pigments.

Description

The birds of the same feather flock together preparation method of mould assembly fluorescence blast brightening agent of toluylene ester
Technical field
The present invention relates to the birds of the same feather flock together preparation method of mould assembly fluorescence blast brightening agent of toluylene ester.
Background technology
White dyes can absorb sightless UV-light, (wavelength region is about 360-380nm), be converted to the visible ray of the longer blue light of wavelength or purple, reflect the more visible ray in 400-600nm scope than the wavelength of original incident simultaneously, thereby make goods seem more in vain, brighter, more bright-coloured, white dyes is also a kind of color amendment, it coordinates with other three looks pigment and has blast and increase gorgeous effect, be widely used in a plurality of fields such as papermaking, weaving, coating, make green brighter gorgeous, redness is more beautiful.But owing to being subject to the restriction of utilisation technology, the function that white dyes increases gorgeous amendment as other color blasts is not also fully excavated, the whitening agent that really can mate completely with other pigment need exploitation, although main existing problems are some white dyess also really to be had other three looks blasts is increased to gorgeous effect, but actual effect is color representation has outmoded sensation, affected color blast and increased gorgeous aesthetic feeling.A kind of toluylene ester of the present invention mould assembly fluorescence blast brightening agent of birdsing of the same feather flock together, overcomes the defect that prior art exists.
Summary of the invention
The technical problem to be solved in the present invention is to provide the birds of the same feather flock together preparation method of mould assembly fluorescence blast brightening agent of a kind of toluylene ester, the above-mentioned defect existing to overcome prior art.
For solving the problems of the technologies described above, the present invention adopts following technical scheme to realize:
The birds of the same feather flock together preparation method of mould assembly fluorescence blast brightening agent of toluylene ester of the present invention, comprises the steps:
(1) by 4,4-toluylene dioctyl phthalate, anhydrous methanol, doping SO 4 2-/ ZrO 2-AgCl type mixed crystal solid acid catalyst and the vitriol oil mix, and are warming up to 80～90 ℃, and back flow reaction 4～6 hours is standing after reaction, isolates lower floor's solution;
(2) get reacted supernatant liquid, add phenylmalonate, BDO, polyoxyethylene glycol and molybdic chloride, then be warming up to 160～180 ℃ of back flow reaction 3～5 hours, standing, separating catalyst, except sub-cloud solution;
(3) get the reacted supernatant liquid of step (2), add sodium hydroxide, at 90～110 ℃, stir 1～2 hour, by decompression method, distill out residual solvent, and then add 200 parts of 10 ℃ of following deionized waters, filtration obtains filter cake, filter cake is washed five times with 10 ℃ of following deionized waters again, then uses dehydrated alcohol recrystallization, obtains faint yellow solid thing, the toluylene ester mould assembly fluorescence blast brightening agent of birdsing of the same feather flock together, its chemical structural formula is as follows:
N=5～9 in formula, m=6～8, p=4～8.
Each composition weight umber is as follows:
Figure BDA0000452079350000022
Figure BDA0000452079350000031
Wherein the vitriol oil refers to that mass concentration is 98% the vitriol oil.
Described doping SO 4 2-/ ZrO 2-AgCl type mixed crystal solid acid catalyst, by following steps, prepare:
(1) by ZrOCl 2, nano chromium carbide, nano-zirconium carbide, be added in deionized water, open 1500 revs/min of high speed dispersors, temperature rises to 70 ℃, immediately silver ammino solution is joined to mixed solution relaying continuation of insurance temperature 2 hours, then stops high speed dispersor stirring, be down to normal temperature, after static 5 hours, filtering precipitate cleans 3 times with 50 parts of deionized waters at every turn, chlorion and nitrate ion in scavenger precipitation thing, and at 120 ℃, be dried to moisture and all evaporate;
(2) by the product of (1) step, in 10% sulphuric acid soln, flood 3 hours, put at 630 ℃ roasting 3.5 hours, obtain doping doping SO 4 2-/ ZrO 2-AgCl type mixed crystal solid acid catalyst.
In above-mentioned steps, each composition weight umber is as follows: 100 parts of deionized waters, ZrOCl 210 parts, 0.6 part of nano chromium carbide, 0.5 part of nano-zirconium carbide, 50 parts of 25% silver ammino solutions.
The present invention utilizes novel solid acid as catalyzer, and by the synthetic toluylene ester mould assembly fluorescence blast brightening agent of birdsing of the same feather flock together of preparing, technique is simple, removes from and uses the use of strong acid to the corrosion of equipment and great lot of water resources, easy to operate.The pigment of preparing fluorescence blast brightening agent and other colors of the present invention is used in conjunction with, and is applied in coating, papermaking, stone paper produces, and the green red trichromatism light of orchid had to significant blast and increase gorgeous effect, pigment dyestuff had to good provide protection simultaneously.
Embodiment
Provide preferred embodiment of the present invention below, to describe technical scheme of the present invention in detail.
Embodiment 1
One, the toluylene ester synthesis step of mould assembly fluorescence blast brightening agent of birdsing of the same feather flock together:
(a) chemical composition: 4,4 ' 120 parts of-toluylene dioctyl phthalate, 50 parts of anhydrous methanols, 100 parts of phenylmalonates, 40 parts of BDOs, 50 parts of polyoxyethylene glycol, 0.2 part of 98% vitriol oil, doping SO 4 2-/ ZrO 26 parts of-AgCl type mixed crystal solid acid catalysts, 0.03 part of molybdic chloride, 10 parts, sodium hydroxide;
(b) preparation method: add 4,4 ' 120 parts of-toluylene dioctyl phthalate, 50 parts of anhydrous methanols, doping SO in the four-hole boiling flask with stirring 4 2-/ ZrO 26 parts of-AgCl type mixed crystal solid acid catalysts, 0.2 part of 98% vitriol oil, be warming up to 80 ℃, back flow reaction 6 hours, and return line need be cooling with the frozen water of 7 ℃, standing after reaction, isolates lower floor's solution;
(c) supernatant liquid of getting (b) reaction, adds 100 parts of phenylmalonates, 40 parts of BDOs, 50 parts of polyoxyethylene glycol, 0.03 part of molybdic chloride, then is warming up to 160 ℃ of back flow reaction 5 hours, and standing, separating catalyst, except sub-cloud solution;
(d) get the supernatant liquid of (c) reaction, add 10 parts, sodium hydroxide, at 110 ℃, stir 1 hour, by decompression method, distill out residual solvent, and then add 200 parts of 10 ℃ of following deionized waters, filter and obtain filter cake, filter cake is washed five times with 10 ℃ of following deionized waters again, then use dehydrated alcohol recrystallization, obtain faint yellow solid thing, the toluylene ester mould assembly fluorescence blast brightening agent of birdsing of the same feather flock together
Two, doping SO 4 2-/ ZrO 2-AgCl type mixed crystal solid acid catalyst, by following steps, prepare:
(a) chemical composition, 100 parts of deionized waters, ZrOCl 210 parts, 0.6 part of nano chromium carbide, 0.5 part of nano-zirconium carbide
25% 50 parts of silver ammino solutions;
(b) by ZrOCl 2, nano chromium carbide, nano-zirconium carbide, be added in deionized water, open high speed dispersor 1500 and turn
/ minute, temperature rises to 70 ℃, immediately silver ammino solution is joined to mixed solution relaying continuation of insurance temperature 2 hours, stop again high speed dispersor and stir, be down to normal temperature, after static 5 hours, filtering precipitate, each with 50 parts of deionized waters cleanings 3 times, chlorion and nitrate ion in scavenger precipitation thing, and at 120 ℃, be dried to moisture and all evaporate;
(c) by the product of (b) process, in 10% sulphuric acid soln, flood 3 hours, put at 630 ℃ roasting 3.5 hours, obtain doping doping SO 4 2-/ ZrO 2-AgCl type mixed crystal solid acid catalyst.
Embodiment 2
One, the toluylene ester synthesis step of mould assembly fluorescence blast brightening agent of birdsing of the same feather flock together:
(a) chemical composition: 4,4 ' 150 parts of-toluylene dioctyl phthalate, 30 parts of anhydrous methanols, 150 parts of phenylmalonates, 20 parts of BDOs, 100 parts of polyoxyethylene glycol, 0.1 part of 98% vitriol oil, doping SO 4 2-/ ZrO 210 parts of-AgCl type mixed crystal solid acid catalysts, 0.01 part of molybdic chloride, 20 parts, sodium hydroxide;
(b) preparation method: add 4,4 ' 150 parts of-toluylene dioctyl phthalate, 30 parts of anhydrous methanols, doping SO in the four-hole boiling flask with stirring 4 2-/ ZrO 210 parts of-AgCl type mixed crystal solid acid catalysts, 0.1 part of 98% vitriol oil, be warming up to 90 ℃, back flow reaction 4 hours, and return line need be cooling with the frozen water of 5 ℃, standing after reaction, isolates lower floor's solution;
(c) supernatant liquid of getting (b) reaction, adds 150 parts of phenylmalonates, 20 parts of BDOs, 100 parts of polyoxyethylene glycol, 0.01 part of molybdic chloride, then is warming up to 180 ℃ of back flow reaction 3 hours, and standing, separating catalyst, except sub-cloud solution;
(d) get the supernatant liquid of (c) reaction, add 20 parts, sodium hydroxide, at 90 ℃, stir 2 hours, by decompression method, distill out residual solvent, and then add 200 parts of 10 ℃ of following deionized waters, filter and obtain filter cake, filter cake is washed five times with 10 ℃ of following deionized waters again, then use dehydrated alcohol recrystallization, obtain faint yellow solid thing, the toluylene ester mould assembly fluorescence blast brightening agent of birdsing of the same feather flock together.
Two, doping SO 4 2-/ ZrO 2the preparation method of-AgCl type mixed crystal solid acid catalyst is with embodiment 1.
Embodiment 3
One, the toluylene ester synthesis step of mould assembly fluorescence blast brightening agent of birdsing of the same feather flock together:
(a) chemical composition: 4,4 ' 135 parts of-toluylene dioctyl phthalate, 40 parts of anhydrous methanols, 125 parts of phenylmalonates, 30 parts of BDOs, 75 parts of polyoxyethylene glycol, 0.15 part of 98% vitriol oil, doping SO 4 2-/ ZrO 28 parts of-AgCl type mixed crystal solid acid catalysts, 0.02 part of molybdic chloride, 15 parts, sodium hydroxide;
(b) preparation method: add 4,4 ' 135 parts of-toluylene dioctyl phthalate, 40 parts of anhydrous methanols, doping SO in the four-hole boiling flask with stirring 4 2-/ ZrO 28 parts of-AgCl type mixed crystal solid acid catalysts, 0.15 part of 98% vitriol oil, be warming up to 85 ℃, back flow reaction 5 hours, and return line need be cooling with the frozen water of 6 ℃, standing after reaction, isolates lower floor's solution;
(c) supernatant liquid of getting (b) reaction, adds 125 parts of phenylmalonates, 30 parts of BDOs, 75 parts of polyoxyethylene glycol, 0.02 part of molybdic chloride, then is warming up to 170 ℃ of back flow reaction 4 hours, and standing, separating catalyst, except sub-cloud solution;
(d) get the supernatant liquid of (c) reaction, add 15 parts, sodium hydroxide, at 100 ℃, stir 1.5 hours, by decompression method, distill out residual solvent, and then add 200 parts of 10 ℃ of following deionized waters, filter and obtain filter cake, filter cake is washed five times with 10 ℃ of following deionized waters again, then use dehydrated alcohol recrystallization, obtain faint yellow solid thing, the toluylene ester mould assembly fluorescence blast brightening agent of birdsing of the same feather flock together.
Two, doping SO 4 2-/ ZrO 2the preparation method of-AgCl type mixed crystal solid acid catalyst is with embodiment 1.
Application Example
Application Example: get toluylene ester of the present invention birds of the same feather flock together mould assembly fluorescence blast brightening agent 30 grams of (being equivalent to 0.01 mol wt), 5 grams of naphthols AS reds, 500 parts of dehydrated alcohols, dehydrated alcohol is heated to 50 ℃ of left and right, add again the toluylene ester mould assembly fluorescence blast brightening agent of birdsing of the same feather flock together, finally add pigment, fully stir well even after, standing 24 hours, overanxious throw out.
Comparative example: get 8.7 grams of VBL white dyess (being equivalent to 0.01 mol wt), 5 grams of naphthols AS reds, 500 parts of dehydrated alcohols, dehydrated alcohol is heated to 50 ℃ of left and right, add again VBL white dyes, finally add pigment, fully stir well even after, standing 24 hours, overanxious throw out.Naphthols AS red chemical structural formula is as follows:
Figure BDA0000452079350000081
Respectively get 50 milliliters of Application Example and comparative example solution, join respectively in the paper surface-sizing coating of 1000 milliliters, form two groups of applying glue coating, prepare respectively red facial tissue, with 105 grams/meter of body paper 2.
Measuring method colour reflective formula Density Measuring Instrument PRB03-36921, as follows with UVA-340 fluorescent ultra-violet lamp determination data:
Table 1
Figure BDA0000452079350000082
From the detection of Application Example and comparative example, just can reach a conclusion: the toluylene ester of the present invention mould assembly fluorescence blast brightening agent of birdsing of the same feather flock together has good blast to increase gorgeous effect, and measures by ageing-resistant degree, and pigment dyestuff is had to good provide protection.

Claims (5)

1. the toluylene ester preparation method for mould assembly fluorescence blast brightening agent that birdss of the same feather flock together, is characterized in that, comprises the steps:
(1) by 4,4-toluylene dioctyl phthalate, anhydrous methanol, doping SO 4 2-/ ZrO 2-AgCl type mixed crystal solid acid catalyst and the vitriol oil mix, and are warming up to 80～90 ℃, and back flow reaction 4～6 hours is standing after reaction, isolates lower floor's solution;
(2) get reacted supernatant liquid, add phenylmalonate, BDO, polyoxyethylene glycol and molybdic chloride, then be warming up to 160～180 ℃ of back flow reaction 3～5 hours, standing, separating catalyst, except sub-cloud solution;
(3) get the reacted supernatant liquid of step (2), add sodium hydroxide, at 90～110 ℃, stir 1～2 hour, by decompression method, distill out residual solvent, and then add 10 ℃ of following water, and filtering and obtain filter cake, filter cake is washed five times with 10 ℃ of following deionized waters again, then use dehydrated alcohol recrystallization, obtain the described toluylene ester mould assembly fluorescence blast brightening agent of birdsing of the same feather flock together.
2. method according to claim 1, is characterized in that, the parts by weight of each component are as follows:
Figure FDA0000452079340000011
Figure FDA0000452079340000021
3. method according to claim 1 and 2, is characterized in that, the birds of the same feather flock together chemical structural formula of mould assembly fluorescence blast brightening agent of described toluylene ester is as follows:
Figure FDA0000452079340000022
N=5～9 in formula, m=6～8, p=4～8.
4. method according to claim 1, is characterized in that, described doping SO 4 2-/ ZrO 2-AgCl type mixed crystal solid acid catalyst, by following steps, prepare:
(1) by ZrOCl 2, nano chromium carbide, nano-zirconium carbide, be added in deionized water, open 1500 revs/min of high speed dispersors, temperature rises to 70 ℃, immediately silver ammino solution is joined to mixed solution relaying continuation of insurance temperature 2 hours, then stops high speed dispersor stirring, be down to normal temperature, after static 5 hours, filtering precipitate cleans 3 times with 50 parts of deionized waters at every turn, chlorion and nitrate ion in scavenger precipitation thing, and at 120 ℃, be dried to moisture and all evaporate;
(2) by the product of (1) step, in 10% sulphuric acid soln, flood 3 hours, put at 630 ℃ roasting 3.5 hours, obtain doping doping SO 4 2-/ ZrO 2-AgCl type mixed crystal solid acid catalyst.
5. method according to claim 4, is characterized in that, each composition weight umber is as follows: 100 parts of deionized waters, ZrOCl 210 parts, 0.6 part of nano chromium carbide, 0.5 part of nano-zirconium carbide, 50 parts of 25% silver ammino solutions.
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Cited By (1)

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CN104745135A (en) * 2015-04-14 2015-07-01 广州惠利电子材料有限公司 Ultraviolet LED lamp encapsulating glue and preparation method thereof

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CN103447053A (en) * 2013-07-09 2013-12-18 上海东升新材料有限公司 Preparation method of SO4<2->/ZrO2-WO-AgBr mixed crystal solid acid carrier catalyst

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104745135A (en) * 2015-04-14 2015-07-01 广州惠利电子材料有限公司 Ultraviolet LED lamp encapsulating glue and preparation method thereof
CN104745135B (en) * 2015-04-14 2017-05-03 广州惠利电子材料有限公司 Ultraviolet LED lamp encapsulating glue and preparation method thereof

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Denomination of invention: Method for preparing toluylene ester polymeric type fluorescence brightening and coloring agent

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