CN104788725A - Light stabilizer with ultraviolet ray shielding and absorbing functions and preparation method thereof - Google Patents
Light stabilizer with ultraviolet ray shielding and absorbing functions and preparation method thereof Download PDFInfo
- Publication number
- CN104788725A CN104788725A CN201510133434.3A CN201510133434A CN104788725A CN 104788725 A CN104788725 A CN 104788725A CN 201510133434 A CN201510133434 A CN 201510133434A CN 104788725 A CN104788725 A CN 104788725A
- Authority
- CN
- China
- Prior art keywords
- preparation
- photostabilizer
- concurrently
- light stabilizer
- ultraviolet screener
- 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.)
- Granted
Links
- VFECHUJUWNNOCW-UHFFFAOYSA-N C[O](C)(CCCOCC(COc(cc1O)ccc1[NH+](c1ccccc1)[O-])=C)OC1(CCCCCCC1)O Chemical compound C[O](C)(CCCOCC(COc(cc1O)ccc1[NH+](c1ccccc1)[O-])=C)OC1(CCCCCCC1)O VFECHUJUWNNOCW-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The invention discloses a light stabilizer with ultraviolet ray shielding and absorbing functions and a preparation method thereof. A molecular structure of the light stabilizer is shown in the formula (I). The invention further discloses the preparation method of the light stabilizer with the ultraviolet ray shielding and absorbing functions. The preparation method comprises the following steps: performing surface modification on rutile type TiO2 by using a silane coupling agent, namely, gamma-glycidoxypropyl trimethoxysilane (KH560), to obtain TiO2 with an epoxy group; enabling the epoxy group on the surface of the TiO2 to be reacted with a para hydroxyl of 2,4-dihydroxy benaophenonel to obtain the light stabilizer with the ultraviolet ray shielding and absorbing functions. According to the double light stabilizer, chemical bonding is performed on an inorganic ultraviolet shielding agent and an organic ultraviolet absorbing agent, so that not only is the compatibility of an inorganic particle and a high-polymer matrix improved, but also the defect of poor durability of the organic ultraviolet absorbing agent is made up, and the light stabilizing effect of the light stabilizer can be greatly improved.
Description
Technical field
The present invention relates to and a kind ofly have photostabilizer of ultraviolet screener and absorptive function and preparation method thereof concurrently.
Background technology
Along with industrial expansion, topsoil is day by day serious, and ozonosphere is day by day thin, and the ultraviolet energy being radiated ground constantly strengthens, and is tending towards shortwave.Not only serious harm human health, skin carcinoma patient increases day by day in recent years; And exacerbate the aging of macromolecule material product, bring very large loss to life and production.This promotes the expanding day that photostabilizer is applied in the outdoor Application Areas of sun care preparations and macromolecule material product, make its status in whole polymer builder further outstanding.
Photostabilizer roughly can be divided into 4 classes, and namely UV light absorber, photomask agent, quencher and free radical paving obtains agent.Wherein UV light absorber, by the rearrangement of electronic structure in self atom, converts radiating capacity to heat energy and dissipates in air, most widely used, develops the rapidest.And inorganic photomask agent can reduce the transmission effect of ultraviolet to material, be most economical practicality adding material
.but UV light absorber is as organic compound, its weather resistance is not enough to some extent, can not meet higher service requirements; And there is the problem of poor compatibility in inorganic photomask agent and polymeric matrix.Therefore, seek a kind of efficient, cheap and the photostabilizer of multifunction exists very large necessity.
Summary of the invention
The invention provides and a kind ofly have photostabilizer of ultraviolet screener and absorptive function and preparation method thereof concurrently.This dual photostabilizer, is the chemical bonding of inorganic UV screener and organic uv absorbers, had both improved the consistency of inorganic particulate and polymer matrix, compensate for again the deficiency of organic uv absorbers poor durability, greatly can improve its light stabilising effect.
A kind of photostabilizer having ultraviolet screener and absorptive function concurrently provided by the invention, its molecular structure is as shown in formula I:
The preparation method having the photostabilizer of ultraviolet screener and absorptive function concurrently of the present invention, comprises the following steps:
(1) get a certain amount of rutile TiO
2, in the high-speed mixer of 100-130 DEG C, disperse preheating, slowly add the silane coupling agent KH560 hydrolyzed solution of corresponding proportion wherein, high-speed mixing 0.5-1h, obtain the modification TiO being with epoxy group(ing)
2, as shown in formula II:
(2) by step (1) gained TiO
2joining in the 2,4 dihydroxyl benzophenone of 90-120 DEG C, organic solvent solution, take alkali as catalyzer, reaction 1.5-3h, reaction equation such as formula (III (and shown in, obtain product shown in formula I.
In described step (1), the consumption of silane coupling agent KH560 is rutile TiO
21 ~ 5% of quality.
Rutile TiO in described step (1)
2particle size range be 10nm ~ 50 μm.
Modification TiO in described step (2)
2be 15-50:1 with the mass ratio of 2,4 dihydroxyl benzophenone.
In described step (2), organic solvent is the mixture of one or more in pimelinketone, butylacetate and dimethyl formamide (DMF), and its consumption was advisable not have reactant.
In described step (2), alkaline catalysts is KOH, NaOH and K
2cO
3in the mixture of one or more, the mol ratio of alkaline catalysts and 2,4 dihydroxyl benzophenone is 0.5-1.
The beneficial effect that the present invention has is:
2,4 dihydroxyl benzophenone is as UV light absorber, and its maximum absorption wavelength scope is 280-340nm, but its light stabilising effect is not given prominence to.Rutile TiO
2can ultraviolet be absorbed, can reflect again, scatters ultraviolet, can also, through visible ray, be the ultraviolet protecting agent of superior performance, extremely rising physical shielding type, but the poor compatibility of itself and polymer matrix.Inorganic UV screener and organic uv absorbers are carried out chemical bonding by the present invention, have both improved the consistency of inorganic particulate and polymer matrix, compensate for again the deficiency of organic uv absorbers poor durability, greatly can improve its light stabilising effect.
Embodiment
Following embodiment further illustrates using as the explaination to the technology of the present invention content for content of the present invention; but flesh and blood of the present invention is not limited in described in following embodiment, those of ordinary skill in the art can and should know any simple change based on connotation of the present invention or replace all should belong to protection domain of the presently claimed invention.
Embodiment one
(1 (gets the rutile TiO of 3000g particle diameter 100nm
2, in the high-speed mixer of 100-130 DEG C, disperse preheating, slowly additional proportion is the silane coupling agent hydrolyzed solution of 3% wherein, high-speed mixing 0.5-1h, obtains the modification TiO being with epoxy group(ing)
2.
(10g 2,4 dihydroxyl benzophenone, 1.5g KOH, appropriate pimelinketone (mix, are warming up to 105 DEG C, add 300g modification TiO by 2
2, reaction 2h, obtains the photostabilizer having ultraviolet screener and absorptive function concurrently.
Embodiment two
(1 (gets the rutile TiO of 3000g particle diameter 10 μm
2, in the high-speed mixer of 100-130 DEG C, disperse preheating, slowly additional proportion is the silane coupling agent hydrolyzed solution of 1.25% wherein, high-speed mixing 0.5-1h, obtains the modification TiO being with epoxy group(ing)
2.
(2) by 10g 2,4 dihydroxyl benzophenone, 4.2g K
2cO
3, appropriate dimethyl formamide mixes, be warming up to 100 DEG C, add 200g modification TiO
2, reaction 3h, obtains the photostabilizer having ultraviolet screener and absorptive function concurrently.
Claims (7)
1. have a photostabilizer for ultraviolet screener and absorptive function concurrently, its molecular structure is as shown in formula I:
2. have the photostabilizer of ultraviolet screener and absorptive function according to claim 1 concurrently, its preparation method comprises the following steps:
(1) get a certain amount of rutile TiO
2, in the high-speed mixer of 100-130 DEG C, disperse preheating, slowly add the silane coupling agent KH560 hydrolyzed solution of corresponding proportion wherein, high-speed mixing 0.5-1h, obtain the modification TiO being with epoxy group(ing)
2, as shown in formula II:
(2) by step (1) gained TiO
2joining in the 2,4 dihydroxyl benzophenone of 90-120 DEG C, organic solvent solution, take alkali as catalyzer, reaction 1.5-3h, reaction equation such as formula (III (and shown in, obtain product shown in formula I.
3. have the preparation method of the photostabilizer of ultraviolet screener and absorptive function according to claim 2 concurrently, it is characterized in that: in described step (1), the consumption of silane coupling agent KH560 is rutile TiO
21 ~ 5% of quality.
4. have the preparation method of the photostabilizer of ultraviolet screener and absorptive function according to claim 2 concurrently, it is characterized in that: rutile TiO in described step (1)
2particle size range be 10nm ~ 50 μm.
5. have the preparation method of the photostabilizer of ultraviolet screener and absorptive function according to claim 2 concurrently, it is characterized in that: modification TiO in described step (2)
2be 15-50:1 with the mass ratio of 2,4 dihydroxyl benzophenone.
6. have the preparation method of the photostabilizer of ultraviolet screener and absorptive function according to claim 2 concurrently, it is characterized in that: in described step (2), organic solvent is the mixture of one or more in pimelinketone, butylacetate and dimethyl formamide (DMF), and its consumption was advisable not have reactant.
7. have the preparation method of the photostabilizer of ultraviolet screener and absorptive function according to claim 2 concurrently, it is characterized in that: in described step (2), alkaline catalysts is KOH, NaOH and K
2cO
3in the mixture of one or more, the mol ratio of alkaline catalysts and 2,4 dihydroxyl benzophenone is 0.5-1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510133434.3A CN104788725B (en) | 2015-03-25 | 2015-03-25 | A kind of light stabilizer for having ultraviolet screener and absorption function concurrently and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510133434.3A CN104788725B (en) | 2015-03-25 | 2015-03-25 | A kind of light stabilizer for having ultraviolet screener and absorption function concurrently and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104788725A true CN104788725A (en) | 2015-07-22 |
| CN104788725B CN104788725B (en) | 2017-11-07 |
Family
ID=53553939
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510133434.3A Expired - Fee Related CN104788725B (en) | 2015-03-25 | 2015-03-25 | A kind of light stabilizer for having ultraviolet screener and absorption function concurrently and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN104788725B (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105272998A (en) * | 2015-11-19 | 2016-01-27 | 陕西省石油化工研究设计院 | Preparation method of 2-hydroxybenzophenone derivative base silane |
| CN105907171A (en) * | 2016-05-12 | 2016-08-31 | 江苏科技大学 | Ultraviolet-resistant and heat-resistant assistant and assistant-containing gravure ink composition for PVC layer |
| CN107057224A (en) * | 2017-05-04 | 2017-08-18 | 南京联塑科技实业有限公司 | A kind of high-weatherability energy PVC U drainpipes and preparation method thereof |
| CN107722354A (en) * | 2017-10-26 | 2018-02-23 | 上海中镭新材料科技有限公司 | Modified Nano TiO2Particle, its preparation method, purposes and include its PC/ASA composites and preparation method |
| CN108219392A (en) * | 2017-12-15 | 2018-06-29 | 华南理工大学 | A kind of plastic additive for having both UV resistance aging and moisture retention and preparation method and application |
| CN110103540A (en) * | 2019-05-30 | 2019-08-09 | 山东虎力机械有限公司 | A kind of preparation method of the antiultraviolet construction material for athletic training |
| CN113861711A (en) * | 2021-09-14 | 2021-12-31 | 浙江亚厦装饰股份有限公司 | Wood-plastic composite section with low aging and fading speed and preparation method thereof |
| CN114805935A (en) * | 2022-04-20 | 2022-07-29 | 江西永通科技股份有限公司 | Preparation method of composite ultraviolet absorbent |
| CN115612129A (en) * | 2021-07-16 | 2023-01-17 | 浙江省化工研究院有限公司 | Transparent fluorine-containing polymer film |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1919923A (en) * | 2006-09-01 | 2007-02-28 | 四川大学 | Polymer containing ultraviolet absorption group and titanium dioxide complex particle composition and method of preparing the same |
| CN101663020A (en) * | 2007-04-04 | 2010-03-03 | 巴斯夫欧洲公司 | UV light-protective agent based on mixed inorganic-organic systems |
| CN103429299A (en) * | 2011-01-28 | 2013-12-04 | 迈图高新材料有限责任公司 | UV-photo-protecting cosmetic composition |
| CN103572584A (en) * | 2013-10-09 | 2014-02-12 | 江南大学 | Preparation method of modified nano titanium dioxide finishing agent with uvioresistant and self-cleaning double effects |
-
2015
- 2015-03-25 CN CN201510133434.3A patent/CN104788725B/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1919923A (en) * | 2006-09-01 | 2007-02-28 | 四川大学 | Polymer containing ultraviolet absorption group and titanium dioxide complex particle composition and method of preparing the same |
| CN101663020A (en) * | 2007-04-04 | 2010-03-03 | 巴斯夫欧洲公司 | UV light-protective agent based on mixed inorganic-organic systems |
| CN103429299A (en) * | 2011-01-28 | 2013-12-04 | 迈图高新材料有限责任公司 | UV-photo-protecting cosmetic composition |
| CN103572584A (en) * | 2013-10-09 | 2014-02-12 | 江南大学 | Preparation method of modified nano titanium dioxide finishing agent with uvioresistant and self-cleaning double effects |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105272998A (en) * | 2015-11-19 | 2016-01-27 | 陕西省石油化工研究设计院 | Preparation method of 2-hydroxybenzophenone derivative base silane |
| CN105907171A (en) * | 2016-05-12 | 2016-08-31 | 江苏科技大学 | Ultraviolet-resistant and heat-resistant assistant and assistant-containing gravure ink composition for PVC layer |
| CN105907171B (en) * | 2016-05-12 | 2019-07-16 | 江苏科技大学 | A kind of UV resistant heat resistance accessory and the base gravure ink composition for layer of PVC comprising it |
| CN107057224A (en) * | 2017-05-04 | 2017-08-18 | 南京联塑科技实业有限公司 | A kind of high-weatherability energy PVC U drainpipes and preparation method thereof |
| CN107057224B (en) * | 2017-05-04 | 2019-05-03 | 南京联塑科技实业有限公司 | A kind of high-weatherability energy PVC-U drainpipe and preparation method thereof |
| CN107722354A (en) * | 2017-10-26 | 2018-02-23 | 上海中镭新材料科技有限公司 | Modified Nano TiO2Particle, its preparation method, purposes and include its PC/ASA composites and preparation method |
| CN108219392A (en) * | 2017-12-15 | 2018-06-29 | 华南理工大学 | A kind of plastic additive for having both UV resistance aging and moisture retention and preparation method and application |
| CN110103540A (en) * | 2019-05-30 | 2019-08-09 | 山东虎力机械有限公司 | A kind of preparation method of the antiultraviolet construction material for athletic training |
| CN110103540B (en) * | 2019-05-30 | 2020-06-23 | 广东亚设体育产业有限公司 | Preparation method of anti-ultraviolet building material for physical training |
| CN115612129A (en) * | 2021-07-16 | 2023-01-17 | 浙江省化工研究院有限公司 | Transparent fluorine-containing polymer film |
| CN113861711A (en) * | 2021-09-14 | 2021-12-31 | 浙江亚厦装饰股份有限公司 | Wood-plastic composite section with low aging and fading speed and preparation method thereof |
| CN114805935A (en) * | 2022-04-20 | 2022-07-29 | 江西永通科技股份有限公司 | Preparation method of composite ultraviolet absorbent |
Also Published As
| Publication number | Publication date |
|---|---|
| CN104788725B (en) | 2017-11-07 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN104788725A (en) | Light stabilizer with ultraviolet ray shielding and absorbing functions and preparation method thereof | |
| CN102040797B (en) | Graphene/TiO2-based near-infrared/ultraviolet radiation resistant polymer composite film and preparation method thereof | |
| CN104262874B (en) | Dynamically PVB film intercepting infrared ray anti-ultraviolet and preparation method thereof | |
| CN106633967A (en) | Titanium dioxide/lignin-based composite nanoparticle, and preparation method and application thereof | |
| JP4623093B2 (en) | Agricultural and horticultural soil covering film | |
| CN104562682B (en) | Wash-wear nonwoven fabric capable of selectively blocking ultraviolet rays | |
| CN102268184A (en) | Light-diffusing dimethyl organic silicone rubber composition and LED light-diffusing molding body | |
| JP2021075679A (en) | Cooling coating material and method for preparing the same | |
| LU502295B1 (en) | Passive cooling/heating double-effect material | |
| CN105778608A (en) | Graphene composite coating and preparation method thereof | |
| WO2017101817A1 (en) | Infrared reflection device based on electrical response | |
| CN112011069A (en) | Nano-filler/PNIPAM composite hydrogel and preparation method thereof | |
| CN105111483A (en) | Sun-proof heat-insulating automobile film and preparation method therefor | |
| KR101167969B1 (en) | Nano-particle composition with transparent heat-shield function and method of manufacturing thermal resistance film with transparent heat-shield function using thereof | |
| Li et al. | Energy saving wood composite with temperature regulatory ability and thermoresponsive performance | |
| KR101655558B1 (en) | Temperature-sensitive color change complex pigment with core-shell structure, method for manufacturing the same and smart color changing paint composition using the same | |
| CN106746756A (en) | A kind of preparation method of pad pasting glass | |
| KR101116390B1 (en) | Thermal resistance film with multi-layer and method of manufacturing thereof | |
| CN103694725B (en) | A kind of high-molecular compounded and modified color emulsified asphalt of heat-reflective and compound thereof | |
| CN110857889A (en) | Temperature-sensing intelligent composite optical glass | |
| CN107325526A (en) | A kind of ultraviolet compounded film of heat-resistant and preparation method thereof | |
| Bai et al. | Photothermal enhancement of reduced graphene oxide in hydroxypropyl cellulose for a smart-window application | |
| KR101693667B1 (en) | Fabric treatment composition having heat generation function | |
| CN108623849B (en) | A kind of natural inorganic age-inhibiting addition and its preparation method and application | |
| CN109126868A (en) | A kind of g-C for terramycin wastewater of degrading3N4The preparation method of-PANI composite photocatalyst material |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| EXSB | Decision made by sipo to initiate substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| TR01 | Transfer of patent right | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20190802 Address after: 236500 North Side of Yawang Highway, Yawang Industrial Zone, Jieshou City, Fuyang City, Anhui Province Patentee after: Anhui Xinhaojue New Material Technology Co.,Ltd. Address before: 230009 Tunxi Road, Anhui, China, No. 193, No. Patentee before: Hefei University of Technology |
|
| TR01 | Transfer of patent right | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20210406 Address after: 236500 North of Yawang Avenue, Yawang Industrial Zone, Jieshou City, Fuyang City, Anhui Province Patentee after: XINHAO PLASTIC Co.,Ltd. Address before: 236500 north side of yawang Road, yawang Industrial Zone, Jieshou City, Fuyang City, Anhui Province Patentee before: Anhui Xinhaojue New Material Technology Co.,Ltd. |
|
| CF01 | Termination of patent right due to non-payment of annual fee | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20171107 |