CN103806339A - Water-soluble paper light stabilizer and preparation and applications thereof - Google Patents
Water-soluble paper light stabilizer and preparation and applications thereof Download PDFInfo
- Publication number
- CN103806339A CN103806339A CN201410012602.9A CN201410012602A CN103806339A CN 103806339 A CN103806339 A CN 103806339A CN 201410012602 A CN201410012602 A CN 201410012602A CN 103806339 A CN103806339 A CN 103806339A
- Authority
- CN
- China
- Prior art keywords
- water
- light stabilizer
- soluble
- paper
- hindered amine
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Abstract
The invention relates to a water-soluble paper light stabilizer and a preparation method thereof. The preparation method of the water-soluble paper light stabilizer comprises the step of enabling 3-chloro-2-hydroxypropylsulfonate to react with 7-hydroxyl-4-methylumbelliferone fluorescent brightener, hindered amine light stabilizer amino-1,2,2,6,6-pentametylniperidine, hindered amine light stabilizer 1,2,2,6,6-pentamethyl-piperidinol respectively, so as to obtain a series of paper light stabilizers with better water solubility; the applications are as follows: matching the synthesized water-soluble coumarin fluorescent brightener with any water-soluble hindered light stabilizer for use, dissolving with gelatinized oxidized starch solution to obtain paper light stabilizer surface sizing material with better water solubility, and coating the sizing material on a high-yield size handsheet for inhibiting the yellowing of paper. The water-soluble paper light stabilizer has the advantages of being simple in the synthesis method, desirable in fluorescent brightening effect, good in thermal stability and the like, and the light-induction yellowing degree of the paper can be effectively reduced by fully utilizing the synergistic effect of the coumarin fluorescent brightener and the hindered amine light stabilizer.
Description
Technical field
The invention belongs to high yield pulp light stabilizer field, particularly a kind of water-soluble paper light stabilizer and preparation and application thereof.
Background technology
Due to the multiple complexity of mechanism of high yield pulp chance light brightness reversion, single chemical assistant is difficult to reach low cost, high efficiency light stabilization.And most auxiliary agent poorly water-solubles, poor with the conjugation of paper fibre.If several functions group can be used in conjunction with, make it give full play to intermolecular cooperative effect, be applied to the light-induced color reversion aspect that suppresses high yield pulp, not only can widen the scope of application of high yield pulp, also can reduce input cost, improve its economic benefit.
Before this, patent 201210391346.X has reported a kind of naphthalimide fluorescent whitening agent and the composite high yield pulp brightness reversion inhibitor of tetramethyl piperidine class light stabilizer, this invention is improving the water miscible while of each auxiliary agent, reach good light-induced color reversion inhibition, but naphthalimide fluorescent whitening agent synthetic method complexity, and its fluorescent brightening poor effect, improves lessly to paper initial whiteness, and another kind of tetramethyl piperidine class light stabilizer also exists the problems such as thermal stability result is poor.
Summary of the invention
In order to overcome the shortcoming of above-mentioned prior art, the object of the present invention is to provide a kind of water-soluble paper light stabilizer and preparation and application thereof, this stabilizing agent, on the basis that reaches good light stablizing effect, has that synthetic method is simple, good water solubility and a thermally-stabilised advantage such as good simultaneously.
To achieve these goals, the technical solution used in the present invention is:
A kind of water-soluble paper light stabilizer, is composited by water-soluble coumarin fluorescent whitening agent and water-soluble hindered amine as light stabilizer, and composite mass ratio is 1:1.
Described water-soluble coumarin fluorescent whitening agent, structure is:
Described water-soluble hindered amine as light stabilizer, structure is
or
The present invention also provides a kind of preparation method of described water-soluble paper light stabilizer, it is characterized in that:
(1) prepare in the following manner water-soluble coumarin fluorescent whitening agent
In there-necked flask, add 3-chlorine-2-hydroxyl propyl sulfonic acid sodium and the Hymecromone fluorescent whitening agent that waits amount of substance, with NaOH adjusting pH to 10-11, at 35-45 ℃ of reaction 5-7 hour, obtain mixed liquor, mixed liquor is cooled to after room temperature and pours in acetone and staticly settle, to precipitate suction filtration, and after vacuumize, obtain pulverous compound and be water-soluble coumarin fluorescent whitening agent;
(2) prepare in the following manner water-soluble hindered amine as light stabilizer
In there-necked flask, add 3-chlorine-2-hydroxyl propyl sulfonic acid sodium water solution and wait 1,2,2 of amount of substance, 6,6-pentamethyl piperidinamine or 1,2,2,6,6-pentamethyl piperidine alcohols, with NaOH adjusting pH to 9-11, at 25-45 ℃ of reaction 4-6 hour, obtain mixed liquor, mixed liquor is cooled to after room temperature and pours in acetone and staticly settle, to precipitate suction filtration, and after vacuumize, obtain pulverous compound and be water-soluble hindered amine as light stabilizer;
(3) water-soluble coumarin fluorescent whitening agent and water-soluble hindered amine as light stabilizer are mixed.
This water-soluble paper light stabilizer can be used for suppressing the brightness reversion of high yield pulp, and concrete grammar is as follows:
Take the light stabilizers of different amounts, any one or two kinds of cooperations are dissolved in the oxidized starch aqueous solution of the mass fraction 4% that gelatinization is good and obtain top sizing sizing material, coated the surface of high yield pulp handsheet, then air-dry under the room temperature of darkroom.
In described top sizing sizing material, the shared mass fraction of light stabilizer is 0.4～1.2%.
After pattern is air-dry, be placed in desk-top uviol lamp weather-resistant test box, set interval, carry out ultraviolet light accelerated ageing experiment, Temperature Setting is 25 ℃, and the wavelength of uviol lamp light pipe (totally four) is 340nm, and power output is 5.3mW/cm
2, the distance between fluorescent tube and pattern is 35cm, illumination 48h adopts the ZB-A type chromascope of Hangzhou Zhi Bang Instrument Ltd. to detect the whiteness variation of illumination front and back pattern.
Compared with prior art, the invention has the beneficial effects as follows:
The advantages such as the Hymecromone fluorescent whitening agent that the present invention adopts, has synthetic method simple, and fluorescence property is good; The another kind 1,2,2,6 adopting, the cancellation effect of 6-pentamethyl piperidines hindered amine as light stabilizer is strong, and thermal oxide stable performance is also better.
The present invention makes full use of the cooperative effect of different functionalities group, and compared with single smooth stabilization aid, it is water-soluble better, and the inhibition of light-induced color reversion to paper pulp is significantly increased.
The specific embodiment
Below in conjunction with embodiment, the invention will be further described.
1. preparation method
Embodiment mono-
The synthetic light stabilizer of the present embodiment is single water-soluble coumarin type fluorescent whitening agent, and its structural formula is:
The concrete steps of the light stabilizer of synthetic above formula structure are:
In there-necked flask, add 3-chlorine-2-hydroxyl propyl sulfonic acid sodium and the Hymecromone fluorescent whitening agent that waits amount of substance, with NaOH adjusting pH to 10-11, at 35-45 ℃ of reaction 5-7 hour, obtain mixed liquor, mixed liquor is cooled to after room temperature and pours in acetone and staticly settle, to precipitate suction filtration, after vacuumize, obtain pulverous compound, yield 82.9%.
Above-mentioned 3-chlorine-2-hydroxyl propyl sulfonic acid sodium can buy, also can make by oneself: sodium hydrogensulfite, epoxychloropropane are fed intake by certain amount of substance ratio, with the pH value of a certain proportion of sodium sulfite/sodium hydrogensulfite regulation system be subacidity, mixture is the ageing of stirring reaction a period of time at room temperature, suction filtration obtains product, yield 92.0%.Its structural formula is as follows:
Above-mentioned Hymecromone can buy, also can make by oneself: the Resorcino of certain amount is added in there-necked flask, the ethyl acetoacetate of amount of substance such as add simultaneously, then drop into appropriate p-methyl benzenesulfonic acid (catalyst), stir lower heating water bath to 75 ℃, insulation backflow 2h, reactant liquor is poured in frozen water mixed liquor, separated out precipitation, suction filtration, with 10% NaOH solution dissolution precipitation, then use 2molL
-1sulfuric acid acidation to pH=4, separate out white solid, suction filtration, with V (ethanol): the ethanol water recrystallization of V (water)=3:2, obtains white needle-like crystals, yield 94.7%.Its structural formula is as follows:
The infrared qualification result of synthetic product light stabilizer is as follows: can find out the characteristic peak of the functional group in target product molecular structure, 3358cm from the infrared spectrum of synthetic product
-1place is-OH stretching vibration peak, 1778cm
-1place is the stretching vibration peak of the C=O on cumarin, 1149cm
-1place is the absworption peak of secondary alcohol, 1036cm
-1place, for the stretching vibration peak of C-O in Ar-O-C, shows that Hymecromone has accessed, 1397cm
-1for the characteristic absorption of methyl, 1510cm
-1, 1458cm
-1for the feature stretching vibration of phenyl ring, 1630cm
-1for-SO
3the characteristic absorption of Na.
Embodiment bis-
The synthetic light stabilizer of the present embodiment is single water-soluble hindered amine as light stabilizer, and its structural formula is:
The concrete steps of the light stabilizer of synthetic above formula structure are: in there-necked flask, add a certain amount of 3-chlorine-2-hydroxyl propyl sulfonic acid sodium water solution and wait 1 of amount of substance, 2,2,6,6-pentamethyl piperidinamine, with NaOH adjusting pH to 9-10, at 25-35 ℃ of reaction 4-6h, obtain mixed liquor, mixed liquor is cooled to after room temperature and pours in acetone and staticly settle, to precipitate suction filtration, after vacuumize, obtain pulverous compound, yield 83.3%.
The infrared qualification result of synthetic product is as follows: can find out the characteristic peak of the functional group in target product molecular structure, 3347cm from the infrared spectrum of synthetic product
-1the stretching vibration peak that place is-OH, 3051cm
-1, 2832cm
-1, 2780cm
-1place is the absorption of unsaturated hydrogen on piperidine ring, 2775cm
-1place is-CH
3stretching vibration, 1422cm
-1the in-plane bending vibration absworption peak that place is-OH, 1422cm
-1place, for C-N stretching vibration absworption peak, shows 1,2,2,6, and 6-pentamethyl piperidinamine has accessed, 1460cm
-1, 1400cm
-1for the characteristic absorption of twin methyl, 1619cm
-1for-SO
3the absworption peak of Na.
Embodiment tri-
The synthetic light stabilizer of the present embodiment is water-soluble hindered amine as light stabilizer, and its structural formula is:
The concrete steps of the light stabilizer of synthetic above formula structure are: in there-necked flask, add a certain amount of 3-chlorine-2-hydroxyl propyl sulfonic acid sodium water solution and wait 1 of amount of substance, 2,2,6,6-pentamethyl piperidine alcohols, with NaOH adjusting pH to 10-11, at 35-45 ℃ of reaction 5-6h, obtain mixed liquor, mixed liquor is cooled to after room temperature and pours in acetone and staticly settle, to precipitate suction filtration, after vacuumize, obtain pulverous compound, yield 80.6%.
The infrared qualification result of synthetic product is as follows: can find out the characteristic peak of the functional group in target product molecular structure, 3361cm from the infrared spectrum of synthetic product
-1the stretching vibration peak that place is-OH, 1007cm
-1for the stretching vibration peak of C-O-C, show that 1,2,2,6,6-pentamethyl piperidine alcohols accesses, 2747cm
-1, 2663cm
-1be respectively on piperidine ring-CH
2,-CH
3stretching vibration, 1633cm
-1for-SO
3the absworption peak of Na.
2. application process
Take the light stabilizer of different amounts, respectively by water-soluble coumarin type fluorescent whitening agent (embodiment mono-), water-soluble hindered amine as light stabilizer (embodiment bis-, three) and embodiment mono-and embodiment bis-are used in conjunction with to (composite mass ratio is 1:1, be designated as composite sample one), embodiment mono-and embodiment tri-are used in conjunction with to (composite mass ratio is 1:1, be designated as composite sample two), be dissolved in the oxidized starch aqueous solution of the mass fraction 4% that gelatinization is good and obtain top sizing sizing material, coated the surface of high yield pulp handsheet, then air-dry under the room temperature of darkroom.
After pattern is air-dry, be placed in desk-top uviol lamp weather-resistant test box, set interval, carry out ultraviolet light accelerated ageing experiment, Temperature Setting is 25 ℃, and the wavelength of uviol lamp light pipe (totally four) is 340nm, and power output is 5.3mW/cm
2, the distance between fluorescent tube and pattern is 35cm, illumination 48h adopts the ZB-A type chromascope of Hangzhou Zhi Bang Instrument Ltd. to detect the whiteness variation of illumination front and back pattern.
Each auxiliary agent optimum amount of table 1 and the inhibition to paper light-induced color reversion
As seen from the above table, water-soluble coumarin type fluorescent whitening agent and water-soluble hindered amine as light stabilizer all have certain inhibitory action to paper light-induced color reversion.Although it is not it is more that water-soluble coumarin type fluorescent whitening agent improves paper initial whiteness, good to the brightness reversion inhibition of paper when it uses separately; And water-soluble hindered amine as light stabilizer is while using separately, and paper initial whiteness is not improved.And two kinds of samples are while being used in conjunction with, and the brightness reversion inhibition of paper is obviously better than using separately arbitrary auxiliary agent.
Claims (5)
1. a water-soluble paper light stabilizer, is characterized in that, is composited by water-soluble coumarin fluorescent whitening agent and water-soluble hindered amine as light stabilizer, and composite mass ratio is 1:1.
2. water-soluble paper light stabilizer according to claim 1, is characterized in that, described water-soluble coumarin fluorescent whitening agent, and structure is:
3. water-soluble paper light stabilizer according to claim 1, is characterized in that, described water-soluble hindered amine as light stabilizer, and structure is
4. a preparation method for water-soluble paper light stabilizer described in claim 1, is characterized in that:
(1) prepare in the following manner water-soluble coumarin fluorescent whitening agent
In there-necked flask, add 3-chlorine-2-hydroxyl propyl sulfonic acid sodium and the Hymecromone fluorescent whitening agent that waits amount of substance, with NaOH adjusting pH to 10-11, at 35-45 ℃ of reaction 5-7 hour, obtain mixed liquor, mixed liquor is cooled to after room temperature and pours in acetone and staticly settle, to precipitate suction filtration, and after vacuumize, obtain pulverous compound and be water-soluble coumarin fluorescent whitening agent;
(2) prepare in the following manner water-soluble hindered amine as light stabilizer
In there-necked flask, add 3-chlorine-2-hydroxyl propyl sulfonic acid sodium water solution and wait 1,2,2 of amount of substance, 6,6-pentamethyl piperidinamine or 1,2,2,6,6-pentamethyl piperidine alcohols, with NaOH adjusting pH to 9-11, at 25-45 ℃ of reaction 4-6 hour, obtain mixed liquor, mixed liquor is cooled to after room temperature and pours in acetone and staticly settle, to precipitate suction filtration, and after vacuumize, obtain pulverous compound and be water-soluble hindered amine as light stabilizer;
(3) water-soluble coumarin fluorescent whitening agent and water-soluble hindered amine as light stabilizer are mixed.
According to claim 1 water-soluble paper light stabilizer for suppressing the purposes of brightness reversion of high yield pulp.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410012602.9A CN103806339A (en) | 2014-01-10 | 2014-01-10 | Water-soluble paper light stabilizer and preparation and applications thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410012602.9A CN103806339A (en) | 2014-01-10 | 2014-01-10 | Water-soluble paper light stabilizer and preparation and applications thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN103806339A true CN103806339A (en) | 2014-05-21 |
Family
ID=50703692
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410012602.9A Pending CN103806339A (en) | 2014-01-10 | 2014-01-10 | Water-soluble paper light stabilizer and preparation and applications thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103806339A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105568763A (en) * | 2015-12-14 | 2016-05-11 | 陕西科技大学 | Preparation method and application of cumarin-based carbon quantum dot fluorescent whitening agent |
| CN105568762A (en) * | 2015-12-14 | 2016-05-11 | 陕西科技大学 | Preparation method and application of carbon quantum dot light stabilizer |
| CN108193552A (en) * | 2017-12-07 | 2018-06-22 | 常州市沃兰特电子有限公司 | A kind of preparation method of water solubility paper fibre light stabilizer |
| CN111819260A (en) * | 2018-11-12 | 2020-10-23 | 日东电工株式会社 | Image display device |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1211655A (en) * | 1997-08-28 | 1999-03-24 | 希巴特殊化学控股公司 | Method of whitening lignin-containing pulp during manufacture |
| CN102912674A (en) * | 2012-10-12 | 2013-02-06 | 陕西科技大学 | High-yield pulp yellowing inhibitor and preparation method and application thereof |
-
2014
- 2014-01-10 CN CN201410012602.9A patent/CN103806339A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1211655A (en) * | 1997-08-28 | 1999-03-24 | 希巴特殊化学控股公司 | Method of whitening lignin-containing pulp during manufacture |
| CN102912674A (en) * | 2012-10-12 | 2013-02-06 | 陕西科技大学 | High-yield pulp yellowing inhibitor and preparation method and application thereof |
Non-Patent Citations (2)
| Title |
|---|
| 王鹏等: "两种光稳定剂复配使用对纸张光致返黄的抑制作用", 《中国造纸》 * |
| 王鹏等: "基于香豆素型荧光增白剂的返黄抑制剂的合成与性能", 《精细化工》 * |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105568763A (en) * | 2015-12-14 | 2016-05-11 | 陕西科技大学 | Preparation method and application of cumarin-based carbon quantum dot fluorescent whitening agent |
| CN105568762A (en) * | 2015-12-14 | 2016-05-11 | 陕西科技大学 | Preparation method and application of carbon quantum dot light stabilizer |
| CN105568762B (en) * | 2015-12-14 | 2017-08-04 | 陕西科技大学 | A kind of preparation method and application of carbon quantum dot light stabilizer |
| CN108193552A (en) * | 2017-12-07 | 2018-06-22 | 常州市沃兰特电子有限公司 | A kind of preparation method of water solubility paper fibre light stabilizer |
| CN111819260A (en) * | 2018-11-12 | 2020-10-23 | 日东电工株式会社 | Image display device |
| CN111819260B (en) * | 2018-11-12 | 2021-05-11 | 日东电工株式会社 | Image display device |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103806339A (en) | Water-soluble paper light stabilizer and preparation and applications thereof | |
| CN105645829B (en) | A method of improving blowing agent stability | |
| EP2478153B1 (en) | Disulfo-type fluorescent whitening agent compositions | |
| CN102212150A (en) | Polymerizable thioxanthone photoinitiator containing auxiliary initiator amine and preparation method thereof | |
| CN102912674B (en) | A kind of high yield pulp yellowing inhibition agent and its preparation method and application | |
| CN104479257A (en) | Application of uracil compound as organic thermal stabilizer of transparent polyester product | |
| CN101519369B (en) | Synthetic method of sodium polydithio-dipropyl sulfonate | |
| CN108558701B (en) | Micromolecule AIEE luminescent material with triple stimulus responsiveness and preparation method thereof | |
| CN102887888B (en) | Yellowing inhibitor based on naphthalimide fluorescent whitening agent, and preparation method and application thereof | |
| CN102180842B (en) | Synthesis method of 2-amino-delta 2-thiazoline-4-carboxylic acid | |
| CN101869813A (en) | Preparation method for gemini surfactant with double bonds | |
| CN107365262B (en) | A kind of preparation method of 5,5- dimethyl -2- cyano cyclopentanone | |
| CN103755690A (en) | Yellowing inhibitor of thermal stability type coumarin flourescent brightener and preparation and application thereof | |
| CN104312196B (en) | A kind of tetrasulfonic acid liquid fluorescent whitening agent and synthetic method thereof and application | |
| CN110066240B (en) | Synthesis method of nitrendipine | |
| CN103709209B (en) | The preparation method of isopropyl-β-D-thiogalactoside | |
| CN107383418B (en) | A kind of uvioresistant plastic additive and preparation method thereof | |
| CN104893313A (en) | Crude oil viscosity reducer and preparation method thereof | |
| CN103408702B (en) | Preparation method of graft-polymer cationic dry strength agent | |
| TWI728077B (en) | Preparation method of deuterated imidazole dione compound | |
| CN102120783A (en) | Aliphatic tertiary amine-containing thioxanthone photoinitiator and preparation method thereof | |
| CN1542030A (en) | Core-shell polymer with ultraviolet absorption function and method for synthesizing the same | |
| CN110845371B (en) | Method for synthesizing o-sulfobenzaldehyde under normal pressure | |
| CN110922531B (en) | Starch grafted fluorescent copolymer emulsion and preparation method and application thereof | |
| CN104404825A (en) | Preparation method of thermally stable high-yield pulp yellowing inhibitor |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20140521 |