CN111925462A - Application of water-soluble pillar (calixarene) as photoinitiator - Google Patents
Application of water-soluble pillar (calixarene) as photoinitiator Download PDFInfo
- Publication number
- CN111925462A CN111925462A CN202010916467.6A CN202010916467A CN111925462A CN 111925462 A CN111925462 A CN 111925462A CN 202010916467 A CN202010916467 A CN 202010916467A CN 111925462 A CN111925462 A CN 111925462A
- Authority
- CN
- China
- Prior art keywords
- water
- soluble
- photoinitiator
- column
- arene
- 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
- VTJUKNSKBAOEHE-UHFFFAOYSA-N calixarene Chemical compound COC(=O)COC1=C(CC=2C(=C(CC=3C(=C(C4)C=C(C=3)C(C)(C)C)OCC(=O)OC)C=C(C=2)C(C)(C)C)OCC(=O)OC)C=C(C(C)(C)C)C=C1CC1=C(OCC(=O)OC)C4=CC(C(C)(C)C)=C1 VTJUKNSKBAOEHE-UHFFFAOYSA-N 0.000 title claims 2
- 239000000178 monomer Substances 0.000 claims abstract description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 9
- 231100000252 nontoxic Toxicity 0.000 claims abstract description 3
- 230000003000 nontoxic effect Effects 0.000 claims abstract description 3
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000000304 alkynyl group Chemical group 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 claims description 2
- -1 heterocyclic aryl Chemical group 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 2
- 150000002772 monosaccharides Chemical class 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- 238000006116 polymerization reaction Methods 0.000 claims description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 2
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 150000002016 disaccharides Chemical class 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- 230000009965 odorless effect Effects 0.000 claims 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract description 17
- 239000003999 initiator Substances 0.000 abstract description 3
- 239000012752 auxiliary agent Substances 0.000 abstract description 2
- 125000004122 cyclic group Chemical group 0.000 abstract description 2
- 239000000126 substance Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000006356 dehydrogenation reaction Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 125000001072 heteroaryl group Chemical group 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 238000003384 imaging method Methods 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 238000001459 lithography Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 239000002048 multi walled nanotube Substances 0.000 description 1
- 231100000956 nontoxicity Toxicity 0.000 description 1
- 238000000016 photochemical curing Methods 0.000 description 1
- 238000006303 photolysis reaction Methods 0.000 description 1
- 230000015843 photosynthesis, light reaction Effects 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 238000001338 self-assembly Methods 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
- C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/20—Esters of polyhydric alcohols or phenols, e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polymerisation Methods In General (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
本发明涉及光引发剂技术领域，提供了一种水溶性柱(杯)芳烃作为光聚合引发剂的应用。水溶性柱(杯)芳烃有如图1所示的大环结构，是一种水溶性的新型光引发剂。在光辐照条件下，柱(杯)芳烃环状分子断裂形成双自由基直链寡聚物，可以高效引发单体的光聚合反应。与传统商业光引发剂相比，本发明提供的光引发剂具有良好水溶性，本身安全无毒，不需要任何其他助剂，在光辐照断裂后形成直链寡聚物，可引发水体系中的单体光聚合，迁移率低，无气味。
The invention relates to the technical field of photoinitiators, and provides the application of a water-soluble column (calix)arene as a photopolymerization initiator. The water-soluble column (calix)arene has a macrocyclic structure as shown in Figure 1, and is a new type of water-soluble photoinitiator. Under the condition of light irradiation, the cyclic molecules of pillar (calix)arene are cleaved to form diradical linear oligomers, which can efficiently initiate the photopolymerization of monomers. Compared with traditional commercial photoinitiators, the photoinitiator provided by the present invention has good water solubility, is safe and non-toxic, does not require any other auxiliary agent, and forms linear oligomers after light irradiation to break, which can initiate water system. The monomers in the photopolymerization, low mobility, no odor.
Description
技术领域：Technical field:
本发明属于光聚合和光固化领域，具体涉及一种水溶性柱(杯)芳烃作为光引发剂的应用。The invention belongs to the field of photopolymerization and photocuring, in particular to the application of a water-soluble column (calix)arene as a photoinitiator.
背景技术：Background technique:
光聚合在印刷油墨、涂层、牙疗、光刻、激光成像等领域发挥着重要作用，受到越来越多的关注。其中水溶性光引发剂的开发和应用，在环境保护和安全性方面具有巨大的优势。在I型裂解和II型夺氢自由基光引发剂中通过化学修饰引入水溶性基团，是目前开发水溶性光引发剂的主要手段和思路。然而依然面临着水溶性不足、引入的水溶性基团影响引发效率、体系贮存稳定性差等问题。另外I型和II型引发剂所固有的毒性、气味强、光解后有害物质的浸出等，也限制了其进一步的应用。Photopolymerization plays an important role in printing inks, coatings, dentistry, lithography, laser imaging and other fields, and has received more and more attention. Among them, the development and application of water-soluble photoinitiators have great advantages in environmental protection and safety. The introduction of water-soluble groups through chemical modification in type I cleavage and type II hydrogen abstraction photoinitiators is the main method and idea for developing water-soluble photoinitiators at present. However, there are still problems such as insufficient water solubility, the introduction of water-soluble groups affecting the initiation efficiency, and poor storage stability of the system. In addition, the inherent toxicity, strong odor, and leaching of harmful substances after photolysis of type I and type II initiators also limit their further applications.
针对这些问题，本发明提出利用水溶性柱(杯)芳烃作为光引发剂。所述水溶性柱(杯)芳烃类光引发剂可溶于水，或者能分散在水溶性单体中，在光辐照下，柱(杯)芳烃环状分子断裂形成双自由基直链寡聚物，可以高效引发单体的光聚合反应。与传统商业光引发剂相比，本发明提供的光引发剂在水中具有良好的溶解性，本身安全无毒，不需要任何其他助剂，在光辐照断裂后形成直链寡聚物，可引发水体系中的单体光聚合。另外水溶性柱(杯)芳烃的光引发性能取决于环张力的大小，在它两端修饰水溶性基团不影响柱(杯)芳烃引发效率。In view of these problems, the present invention proposes to use water-soluble columnar (calix)arene as a photoinitiator. The water-soluble column (calix)arene-based photoinitiator is soluble in water, or can be dispersed in a water-soluble monomer, and under light irradiation, the column (calix)arene cyclic molecule is broken to form a diradical linear oligo polymer, which can efficiently initiate the photopolymerization of monomers. Compared with the traditional commercial photoinitiator, the photoinitiator provided by the present invention has good solubility in water, is safe and non-toxic, does not require any other auxiliary agent, and forms a straight-chain oligomer after being broken by light irradiation. Initiates photopolymerization of monomers in aqueous systems. In addition, the photo-initiated properties of water-soluble column (calix)arene depend on the size of ring tension, and modification of water-soluble groups at both ends does not affect the photoinitiation efficiency of column (calix)arene.
发明内容SUMMARY OF THE INVENTION
本发明目的在于提供一种新型水溶性柱(杯)芳烃类光引发剂，该引发剂除了具有水溶性，同时具有较低的迁移率，以满足日益增长的光引发剂安全无毒环保的需求。The purpose of the present invention is to provide a new type of water-soluble column (calix) aromatic hydrocarbon photoinitiator, which not only has water solubility, but also has lower mobility, so as to meet the increasing demand for safety, non-toxicity and environmental protection of photoinitiators .
一种水溶性柱(杯)芳烃类光引发剂，其特征在于具有亚甲基桥连苯单元形成的大环结构，并且在两端修饰上水溶性基团，使其具有水溶性。具有通式I所示结构：A water-soluble column (calix) aromatic hydrocarbon photoinitiator is characterized in that it has a macrocyclic structure formed by a methylene bridged benzene unit, and is modified with water-soluble groups at both ends to make it water-soluble. It has the structure shown in general formula I:
通式I中：R1，R2，R3可以是氢、不同聚合物度的聚乙二醇、聚乙烯醇或者包括但不限于羟基、羧基、氨基、季铵、磺酸基、单糖、二糖等可溶性基团取代的烷基、芳香基、杂环芳香基、烯基、烷氧基、炔基。其中n＝2-10。*为与芳香环的键合点。In general formula I: R1, R2, R3 can be hydrogen, polyethylene glycol with different polymer degrees, polyvinyl alcohol or include but not limited to hydroxyl, carboxyl, amino, quaternary ammonium, sulfonic acid group, monosaccharide, disaccharide Alkyl, aryl, heteroaryl, alkenyl, alkoxy, alkynyl substituted with soluble groups. where n=2-10. * is the bonding point with the aromatic ring.
在光辐射条件下，水溶性柱(杯)芳烃环状分子断裂形成双自由基直链寡聚物，可以高效引发单体的光聚合反应。Under the condition of light irradiation, the cyclic molecules of water-soluble column (calix)arene are cleaved to form diradical linear oligomers, which can efficiently initiate the photopolymerization of monomers.
本发明涉及的水溶性柱(杯)芳烃按照已发表的的文献合成：Guocan Yu,Min Xue,Zibin Zhang,Jinying Li,Chengyou Han,and Feihe Huang,A Water-Soluble Pillar[6]arene:Synthesis,Host-Guest Chemistry,and Its Application in Dispersion ofMultiwalled Carbon Nanotubes in Water.J.Am.Chem.Soc.2012,134,13248-13251The water-soluble column (calix) aromatics involved in the present invention are synthesized according to published literature: Guocan Yu, Min Xue, Zibin Zhang, Jinying Li, Chengyou Han, and Feihe Huang, A Water-Soluble Pillar[6]arene:Synthesis, Host-Guest Chemistry, and Its Application in Dispersion of Multiwalled Carbon Nanotubes in Water. J. Am. Chem. Soc. 2012, 134, 13248-13251
Yingjie Ma,Jie Yang,Jinying Li,Xiaodong Chi and Min Xue,A cationicwater-soluble pillar[6]arene:synthesis,host–guest properties,and self-assembly with amphiphilic guests in water.RSC Adv.,2013,3,23953-23956.Yingjie Ma, Jie Yang, Jinying Li, Xiaodong Chi and Min Xue, A cationic water-soluble pillar[6] arene: synthesis, host–guest properties, and self-assembly with amphiphilic guests in water. RSC Adv., 2013, 3, 23953-23956.
下面结合实施例对本发明提供的方案进行详细的说明。但是不能把它们理解为对本发明保护范围的限定。The solution provided by the present invention will be described in detail below with reference to the examples. However, they should not be construed as limiting the protection scope of the present invention.
附图说明：Description of drawings:
图1为水溶性柱(杯)芳烃的化学结构通式。Figure 1 shows the general chemical structure of the water-soluble column (calix)arene.
图2为两端带有羧基的柱[6]芳烃(P6COONa)作为光引发剂的示意图和不同单体的化学结构式。Figure 2 is a schematic diagram of a pillar[6]arene (P6COONa) with carboxyl groups at both ends as a photoinitiator and the chemical structural formulas of different monomers.
实施例1Example 1
优选的，如图2，我们选择两端带有羧基的柱[6]芳烃(P6COONa)作为水溶性柱芳烃引发剂，选择带有一个双键的HEA，带有两个双键的PEGDA作为聚合单体。称取10mgP6COONa,分别溶于1g HEA、PEGDA单体中，配置质量分数为1％的引发剂-单体混合体系。然后在20mW/cm2汞灯辐照下，用实时红外测定其光聚合动力学曲线。Preferably, as shown in Figure 2, we choose column[6]arene (P6COONa) with carboxyl groups at both ends as the water-soluble column arene initiator, HEA with one double bond, and PEGDA with two double bonds as polymerization monomer. 10 mg of P6COONa was weighed and dissolved in 1 g of HEA and PEGDA monomers, respectively, and an initiator-monomer mixed system with a mass fraction of 1% was prepared. Then under the irradiation of 20mW/cm 2 mercury lamp, the photopolymerization kinetic curve was measured by real-time infrared.
实验结果得到，P6OC2H5在光辐照下，HEA、PEGDA两种单体的双键发生快速的转化，且最终的转化率达到90％以上。说明P6COONa作为水溶性光引发剂，可以高效的引发HEA、PEGDA两种单体的光聚合。The experimental results show that the double bonds of HEA and PEGDA are rapidly converted under light irradiation of P6OC2H5, and the final conversion rate reaches more than 90%. It shows that P6COONa, as a water-soluble photoinitiator, can efficiently initiate the photopolymerization of HEA and PEGDA monomers.
以上所述仅是本发明的优选实施方式，应当指出，对于本技术领域的普通技术人员来说，在不脱离本发明原理的前提下，还可以做出若干改进和润饰，这些改进和润饰也应视为本发明的保护范围。The above are only the preferred embodiments of the present invention. It should be pointed out that for those skilled in the art, without departing from the principles of the present invention, several improvements and modifications can be made. It should be regarded as the protection scope of the present invention.
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010916467.6A CN111925462B (en) | 2020-09-03 | 2020-09-03 | Application of a water-soluble column (calix)arene as a photoinitiator |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010916467.6A CN111925462B (en) | 2020-09-03 | 2020-09-03 | Application of a water-soluble column (calix)arene as a photoinitiator |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN111925462A true CN111925462A (en) | 2020-11-13 |
| CN111925462B CN111925462B (en) | 2022-09-20 |
Family
ID=73309153
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202010916467.6A Active CN111925462B (en) | 2020-09-03 | 2020-09-03 | Application of a water-soluble column (calix)arene as a photoinitiator |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN111925462B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112409510A (en) * | 2020-11-24 | 2021-02-26 | 北京化工大学常州先进材料研究院 | Anthracene nucleus column aromatic hydrocarbon initiator and preparation method thereof |
| CN112457174A (en) * | 2020-11-24 | 2021-03-09 | 北京化工大学常州先进材料研究院 | Prismatic aromatic hydrocarbon initiator and preparation method thereof |
| CN113004170A (en) * | 2021-03-05 | 2021-06-22 | 天津孚信阳光科技有限公司 | Covalent macrocyclic polymer based on column [5] arene and preparation and application thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101337865A (en) * | 2008-08-11 | 2009-01-07 | 同济大学 | A kind of method for preparing hydroxy calix [4] arene derivatives |
| CN103435603A (en) * | 2013-08-22 | 2013-12-11 | 贵州大学 | Coumarin-oxacalix[3]arene fluorescent reagents as well as preparation method and application thereof |
| CN104447363A (en) * | 2014-11-11 | 2015-03-25 | 西北师范大学 | Cationic water-soluble column [5] aromatic hydrocarbon and preparation thereof and application of cationic water-soluble column [5] aromatic hydrocarbon in silver ion detection serving as acceptor |
-
2020
- 2020-09-03 CN CN202010916467.6A patent/CN111925462B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101337865A (en) * | 2008-08-11 | 2009-01-07 | 同济大学 | A kind of method for preparing hydroxy calix [4] arene derivatives |
| CN103435603A (en) * | 2013-08-22 | 2013-12-11 | 贵州大学 | Coumarin-oxacalix[3]arene fluorescent reagents as well as preparation method and application thereof |
| CN104447363A (en) * | 2014-11-11 | 2015-03-25 | 西北师范大学 | Cationic water-soluble column [5] aromatic hydrocarbon and preparation thereof and application of cationic water-soluble column [5] aromatic hydrocarbon in silver ion detection serving as acceptor |
Non-Patent Citations (1)
| Title |
|---|
| GUOCAN YU ET AL.,: "A Water-Soluble Pillar[6] arene:Synthesis ,Host-Guest Chemistry ,and Its Application in Dispersion of Multiwalled Carbon Nanotubes in Water", 《 JOURNAL OF THE AMERICAN CHEMICAL SOCIETY》 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112409510A (en) * | 2020-11-24 | 2021-02-26 | 北京化工大学常州先进材料研究院 | Anthracene nucleus column aromatic hydrocarbon initiator and preparation method thereof |
| CN112457174A (en) * | 2020-11-24 | 2021-03-09 | 北京化工大学常州先进材料研究院 | Prismatic aromatic hydrocarbon initiator and preparation method thereof |
| CN112457174B (en) * | 2020-11-24 | 2023-11-14 | 北京化工大学常州先进材料研究院 | A prismatic aromatic initiator and its preparation method |
| CN113004170A (en) * | 2021-03-05 | 2021-06-22 | 天津孚信阳光科技有限公司 | Covalent macrocyclic polymer based on column [5] arene and preparation and application thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN111925462B (en) | 2022-09-20 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN111925462B (en) | Application of a water-soluble column (calix)arene as a photoinitiator | |
| CN102585045B (en) | Macromolecular polymerizable photoinitiator and preparation thereof | |
| Wu et al. | Thioxanthone based one-component polymerizable visible light photoinitiator for free radical polymerization | |
| Aziz et al. | The epoxy resin system: function and role of curing agents | |
| Temel et al. | Polymeric side chain thioxanthone photoinitiator for free radical polymerization | |
| CN110724111A (en) | Liquid photoinitiator compounds and their applications | |
| WO1997008141A1 (en) | Novel sulfonium salt compounds, polymerization initiator, curable composition, and curing method | |
| Liang et al. | Novel polymerizable HMPP-type photoinitiator with carbamate: Synthesis and photoinitiating behaviors | |
| CN105273167A (en) | Applications of iron arene salt as sensitizer used for initiating photocuring of iodonium salt under visible light | |
| Guo et al. | A novel thioxanthone-hydroxyalkylphenone bifunctional photoinitiator: Synthesis, characterization and mechanism of photopolymerization | |
| Wang et al. | Novel polymeric photoinitiators comprising of side-chain benzophenone and coinitiator amine: Photochemical and photopolymerization behaviors | |
| CN104761661A (en) | Polymerizable water-soluble benzophenone type photoinitiator and preparation method thereof | |
| Pang et al. | The NIR-sensitized cationic photopolymerization of oxetanes in combination with epoxide and acrylate monomers | |
| Liao et al. | Strategies to develop α-aminoketone derivatives photoinitiators with low migration ability for UV–vis LED photopolymerization | |
| Huo et al. | Preparation and photochemical properties of PEG based alpha-hydroxyalkylphenone photoinitiator | |
| CN103113498A (en) | Polymeric photoinitiator and preparation method thereof | |
| Karaca et al. | Preparation of hydrogels by photopolymerization of acrylates in the presence of Type I and one-component Type II photoinitiators | |
| CN101624430A (en) | Method for preparing novel free radical-cationic hybrid photoinitiators and application | |
| Zhu et al. | Designing unimolecular photoinitiator by installing NHPI esters along the TX backbone for acrylate photopolymerization and their applications in coatings and 3D printing | |
| CN106279470B (en) | Amphipathy macromolecule hydrogen-capture-type light initiator based on hyperbranched polyetheramine and preparation method thereof | |
| CN112029016B (en) | Application of a fat-soluble column (calix)arene as a photoinitiator | |
| CN112457174B (en) | A prismatic aromatic initiator and its preparation method | |
| CN109734827A (en) | Thioxanthone derivative photoinitiator for UV-LED curing and its preparation method and application | |
| Yusubov et al. | Hypervalent Iodine Compounds as Polymerization Initiators | |
| CN100577671C (en) | Synthetic method of 4,4'-didodecylphenyliodonium hexafluoroantimonate |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |