CN109400762A - One kind macromolecular photoinitiator of thioxanthones containing hydrogen donor and preparation method thereof - Google Patents
One kind macromolecular photoinitiator of thioxanthones containing hydrogen donor and preparation method thereof Download PDFInfo
- Publication number
- CN109400762A CN109400762A CN201710695595.0A CN201710695595A CN109400762A CN 109400762 A CN109400762 A CN 109400762A CN 201710695595 A CN201710695595 A CN 201710695595A CN 109400762 A CN109400762 A CN 109400762A
- Authority
- CN
- China
- Prior art keywords
- thioxanthones
- containing hydrogen
- hydrogen donor
- preparation
- photoinitiator
- 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
- 239000000852 hydrogen donor Substances 0.000 title claims abstract description 16
- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- 239000003999 initiator Substances 0.000 claims abstract description 23
- 238000006243 chemical reaction Methods 0.000 claims abstract description 17
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 18
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 claims description 11
- 239000003822 epoxy resin Substances 0.000 claims description 8
- 229920000647 polyepoxide Polymers 0.000 claims description 8
- 230000002459 sustained effect Effects 0.000 claims description 8
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 6
- 239000003054 catalyst Substances 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 6
- 239000006228 supernatant Substances 0.000 claims description 6
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 claims description 6
- XIAMGZGYOUIKGW-UHFFFAOYSA-N 9-oxothioxanthene-1-carboxylic acid Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C=CC=C2C(=O)O XIAMGZGYOUIKGW-UHFFFAOYSA-N 0.000 claims description 5
- 238000003756 stirring Methods 0.000 claims description 5
- 238000006467 substitution reaction Methods 0.000 claims description 4
- 238000005202 decontamination Methods 0.000 claims description 2
- 230000003588 decontaminative effect Effects 0.000 claims description 2
- 238000001035 drying Methods 0.000 claims description 2
- 125000001997 phenyl group Chemical class [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 239000000376 reactant Substances 0.000 claims description 2
- 150000003512 tertiary amines Chemical class 0.000 abstract description 9
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 abstract description 8
- 230000001988 toxicity Effects 0.000 abstract description 8
- 231100000419 toxicity Toxicity 0.000 abstract description 8
- 238000012546 transfer Methods 0.000 abstract description 8
- 238000006356 dehydrogenation reaction Methods 0.000 abstract description 7
- 150000003384 small molecules Chemical class 0.000 abstract description 7
- 239000003795 chemical substances by application Substances 0.000 abstract description 6
- 239000004593 Epoxy Substances 0.000 abstract description 5
- 230000000977 initiatory effect Effects 0.000 abstract description 5
- 238000013508 migration Methods 0.000 abstract description 5
- 230000005012 migration Effects 0.000 abstract description 5
- 238000000034 method Methods 0.000 abstract description 4
- 229920002521 macromolecule Polymers 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract description 2
- 238000012805 post-processing Methods 0.000 abstract description 2
- 239000000047 product Substances 0.000 description 8
- OTPIPHJWVKNZOA-UHFFFAOYSA-N 9-oxothioxanthene-4-carboxylic acid Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C(C(=O)O)=CC=C2 OTPIPHJWVKNZOA-UHFFFAOYSA-N 0.000 description 4
- 239000012535 impurity Substances 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 238000006303 photolysis reaction Methods 0.000 description 3
- 238000007711 solidification Methods 0.000 description 3
- 230000008023 solidification Effects 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 238000003848 UV Light-Curing Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000012634 fragment Substances 0.000 description 2
- 230000015843 photosynthesis, light reaction Effects 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000008033 biological extinction Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 229940125904 compound 1 Drugs 0.000 description 1
- 229940125782 compound 2 Drugs 0.000 description 1
- 229940126214 compound 3 Drugs 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000001723 curing Methods 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 238000004519 manufacturing process 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
- 239000000203 mixture Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 238000000016 photochemical curing Methods 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229960001866 silicon dioxide Drugs 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000013509 system migration Methods 0.000 description 1
- -1 tertiary amine compounds Chemical class 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D335/00—Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom
- C07D335/04—Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D335/10—Dibenzothiopyrans; Hydrogenated dibenzothiopyrans
- C07D335/12—Thioxanthenes
- C07D335/14—Thioxanthenes with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 9
- C07D335/16—Oxygen atoms, e.g. thioxanthones
-
- 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
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Polymerisation Methods In General (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Epoxy Resins (AREA)
Abstract
The invention belongs to field of light-sensitive high molecular materials.One kind macromolecular photoinitiator of thioxanthones containing hydrogen donor and preparation method thereof, the thioxanthone of small molecule is opened to the photoinitiator of epoxy reaction synthetic macromolecule by synthetic reaction by carboxyl, substantially reduce the migration bring toxicity of small molecule photoinitiator system, the problems such as xanthochromia and niff, coinitiator tertiary amine is designed together simultaneously, which can become intramolecular energy from intermolecular energy transfer for the energy transfer of coinitiator and hydrogen-abstraction initiator in macromole evocating agent, can increase the initiation performance of initiator, hydrogen-abstraction initiator can be made not have to that tertiary amines as coinitiators additionally is added in use simultaneously, reduce its process for using in the industry.The present invention provides this macromolecular photoinitiators of thioxanthones containing hydrogen donor and preparation method thereof, and reaction process is simple, and reaction condition is mild, solvent-free, and post-processing is simple and is easy purifying.
Description
Technical field
The invention belongs to field of light-sensitive high molecular materials, a kind of macromolecular photoinitiator of thioxanthones containing hydrogen donor and its
Preparation method.
Background technique
Photocuring has been widely used in many important technology fields, especially because the advantage of itself, low
VOC release, is a kind of green technology, is mainly used in rapid curing coating, printing ink and adhesive etc..Photoinitiator
Occupy key player in UV curing system, the energy production reactive species that specific wavelength can be absorbed in they cause whole system
Polymerization.Free radical photo-initiation is divided into cracking type and hydrogen-abstraction.Wherein hydrogen-capture-type light initiator needs to mention when being irradiated by UV
For tertiary amine compounds as the hydrogen donor polymerization used together that could cause radical UV curing system.Photoinitiator point
Xie Shihui generates many small molecule photolysis debris and remains in system, migrates in system, and can also move to system
Surface, so phenomena such as also generating toxicity, xanthochromia and niff, and coinitiator tertiary amine can also occur in system
Migration.Polymeric photoinitiators are received significant attention due to that can overcome the inherent shortcoming of small molecule photoinitiator system.It is high
Molecule itself has lower toxicity, and the fragment less residue of photoinitiator after solidification, photoinitiator fragment becomes macromolecular can
To substantially reduce its migration, phenomena such as its toxicity, xanthochromia and niff can be substantially reduced in this way.And pass through high score
The flexible and changeable property of minor structure is adjusted, and can also improve the compatibility of initiator and resin system.By coinitiator tertiary amine
Designing together can be turned the energy transfer of coinitiator and hydrogen-abstraction initiator by intermolecular energy in macromole evocating agent
Shifting, which becomes intramolecular energy, can increase the initiation performance of initiator, while hydrogen-abstraction initiator can be made in use process
In do not have to it is additional tertiary amines as coinitiators is added, reduce its process for using in the industry.
Summary of the invention
The technical problem to be solved by the present invention is being produced to solve traditional small molecule thioxanthone (ITX) initiator photodissociation
The problems such as raw small molecules fragments bring toxicity, xanthochromia and niff, by reacting photoinitiator with other compounds
Synthetic macromolecule photoinitiator, so that reaching reduces initiator photolysis debris migration bring toxicity, xanthochromia and niff
The problems such as.Tertiary amine, which is introduced into macromolecular photoinitiator structure, simultaneously makes its own included coinitiator not have to additional plus cause altogether
Agent tertiary amine uses, and the energy transfer of coinitiator and hydrogen-abstraction initiator can be become internal energy of molecular from intermolecular energy transfer
Amount transfer can increase the initiation performance of initiator.
The present invention solves the technological means that technical problem uses: a kind of macromolecular of thioxanthones containing hydrogen donor is light-initiated
Agent, structure are as follows:
A kind of macromolecular photoinitiator reaction equation of thioxanthones containing hydrogen donor are as follows:
The trigger for optical solidification preparation method, includes the following steps:
Amino-phenol triglycidyl ether epoxy resin is put into 250ml three-necked flask by step 1), is heated to 95 DEG C, is stirred
It mixes lower beginning and is slowly added dropwise and make catalyst with carboxyl thioxanthone initiator and a small amount of triphenyl phosphorus, be about added dropwise 8 hours and drip
Finish, is cooled to 90 DEG C of sustained responses for a period of time；
Anhydrous sodium sulfate drying filters out decontamination to step 2) after the reaction was completed, obtains the transparent supernatant liquid of brown color；
Specifically, the carboxyl can be on different the position of substitution of phenyl ring；
Specifically, the position of substitution of the amino-phenol can be ortho position, contraposition, meta position；
Specifically, in the step 1) amino-phenol triglycidyl ether epoxy resin with carboxyl thioxanthone reactant
Mass ratio is 1:3-1:2.8；
Specifically, the sustained response time is 6-8 hours in the step 1)；
The beneficial effects of the present invention are: will be reacted with carboxyl thioxanthone photo initiator with glycidol ether, big point of synthesis
The thioxanthone photoinitiator of son, it is light-initiated compared to small molecule thioxanthones when this photoinitiator uses in system
Agent small toxicity, non yellowing, smell are small, smaller also more environmentally friendly to the harm of human and environment, while tertiary amine is introduced macromolecular
Make that its own included coinitiator does not have to additionally plus coinitiator tertiary amine uses in photoinitiator structure, can by coinitiator with
The energy transfer of hydrogen-abstraction initiator, which becomes intramolecular energy from intermolecular energy transfer, can increase the initiation of initiator
Performance.
The present invention provides the preparation method of this macromolecular photoinitiator of thioxanthones containing hydrogen donor, reaction process letters
Single, reaction condition is mild, solvent-free, and post-processing is simple and is easy purifying.
Specific embodiment
The present invention will be described in detail for the following example, but does not limit the scope of the invention.
Embodiment 1:
The structural formula of compound 1
Mutual-amino phenol triglycidyl ether epoxy resin is put into 250ml three-necked flask, is heated to 95 DEG C, under stirring
Start that 4- carboxyl thioxanthone initiator slowly is added dropwise and a small amount of triphenyl phosphorus makees catalyst, is about added dropwise 7 hours and is added dropwise, drop
For a period of time to 90 DEG C of sustained responses, dry filter of anhydrous sodium sulfate removes impurity to temperature after the reaction was completed, and it is transparent to obtain brown color
Supernatant liquid；
Find that epoxy peak disappears by infrared viewing product, illustrating thioxanthone, successfully reaction is got on.
Embodiment 2
The structural formula of compound 2 are as follows:
Amino-phenol triglycidyl ether epoxy resin is put into 250ml three-necked flask by between, is heated to 95 DEG C, under stirring
Start that 4- carboxyl thioxanthone initiator slowly is added dropwise and a small amount of triphenyl phosphorus makees catalyst, is about added dropwise 7 hours and is added dropwise, drop
For a period of time to 90 DEG C of sustained responses, dry filter of anhydrous sodium sulfate removes impurity to temperature after the reaction was completed, and it is transparent to obtain brown color
Supernatant liquid；
Find that epoxy peak disappears by infrared viewing product, illustrating thioxanthone, successfully reaction is got on.
Embodiment 3
The structural formula of compound 3 are as follows:
O-amino phenol triglycidyl ether epoxy resin is put into 250ml three-necked flask, is heated to 95 DEG C, under stirring
Start that 4- carboxyl thioxanthone initiator slowly is added dropwise and a small amount of triphenyl phosphorus makees catalyst, is about added dropwise 7 hours and is added dropwise, drop
For a period of time to 90 DEG C of sustained responses, dry filter of anhydrous sodium sulfate removes impurity to temperature after the reaction was completed, and it is transparent to obtain brown color
Supernatant liquid；
Find that epoxy peak disappears by infrared viewing product, illustrating thioxanthone, successfully reaction is got on.
Embodiment 4
The structural formula of compound 4 are as follows:
O-amino phenol triglycidyl ether epoxy resin is put into 250ml three-necked flask, is heated to 95 DEG C, under stirring
Start that 5- carboxyl thioxanthone initiator slowly is added dropwise and a small amount of triphenyl phosphorus makees catalyst, is about added dropwise 7 hours and is added dropwise, drop
For a period of time to 90 DEG C of sustained responses, dry filter of anhydrous sodium sulfate removes impurity to temperature after the reaction was completed, and it is transparent to obtain brown color
Supernatant liquid；
Find that epoxy peak disappears by infrared viewing product, illustrating thioxanthone, successfully reaction is got on.
Comparative example 5
1, photosensitive polymer combination is prepared
According to the specific formula in following ratio and table 1, Photosensitve resin composition is configured:
A: acrylate copolymer (100 mass parts)
B: photoinitiator (5 mass parts)
Table 1:
2, filming performance is tested
Above-mentioned composition is protected from light after being uniformly mixed, feeding, using bar film, forms film thickness in PET template
Then about 10 μm of film uses mercury lamp light source (light intensity 240mJ/cm2) film is exposed, time for exposure 120s observes it
Whether being capable of film-forming.
Test result is as shown in table 2:
Table 2
3, migration is tested
Above-mentioned formula is prepared respectively, they are injected separately into the silicagel pad mold of 30mm*4mm*1mm, in UV solidification case
Middle illumination 3min, light intensity 30mw/cm2.Then batten is crushed, respectively takes 0.1g, extract 4 at room temperature with 10ml acetonitrile
It.Finally, same amount of extract liquor is taken to carry out UV absorption test.Product can be obtained relative to the opposite of ITX by formula (1) and (2)
Mobility.
C=A/ (ε × b) formula (1)
R=CProduct/CITX× 100% formula (2)
Wherein C is the concentration (molL of initiator in extract liquor-1)；A is absorbance；ε is molar extinction coefficient (L
mol-1·cm-1)；B is sample cell thickness (cm)；CProductFor the concentration of product in extract liquor；CITXFor the concentration of ITX in extract liquor；
R is the relative mobility of macromole evocating agent.
Test result is as shown in table 3:
Table 3:
Under equal conditions, the mobility of synthetic is only the 20-22% of ITX, greatly reduces the toxicity of cured film, this
Illustrate that the macromolecular photoinitiator of thioxanthones containing hydrogen donor can effectively reduce the migration of initiator, reduces its bring poison
Property smell xanthochromia the problems such as it is more convenient to use without amine aided initiating is added in use simultaneously.
Claims (5)
1. a kind of macromolecular photoinitiator of thioxanthones containing hydrogen donor and preparation method thereof, it is characterised in that including walking as follows
It is rapid:
Amino-phenol triglycidyl ether epoxy resin is put into 250ml three-necked flask by step 1), is heated to 95 DEG C, under stirring
Start that band carboxyl thioxanthone initiator slowly is added dropwise and a small amount of triphenyl phosphorus makees catalyst, is about added dropwise 8 hours and is added dropwise, drop
Temperature to 90 DEG C of sustained responses for a period of time；
Anhydrous sodium sulfate drying filters out decontamination to step 2) after the reaction was completed, obtains the transparent supernatant liquid of brown color；
The structural formula of the macromolecular photoinitiator of thioxanthones containing hydrogen donor are as follows:
2. one kind macromolecular photoinitiator of thioxanthones containing hydrogen donor as described in claim 1 and preparation method thereof, special
Sign is: the carboxyl can be in different the position of substitution of phenyl ring.
3. one kind macromolecular photoinitiator of thioxanthones containing hydrogen donor as described in claim 1 and preparation method thereof, special
Sign is: the position of substitution of the amino-phenol can be ortho position, contraposition, meta position.
4. one kind macromolecular photoinitiator of thioxanthones containing hydrogen donor as described in claim 1 and preparation method thereof, special
Sign is: in the step 1) amino-phenol triglycidyl ether epoxy resin with the ratio between carboxyl thioxanthone reactant quality
For 1:3-1:2.8.
5. one kind macromolecular photoinitiator of thioxanthones containing hydrogen donor as described in claim 1 and preparation method thereof, special
Sign is: the sustained response time is 6-8 hours in the step 1).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710695595.0A CN109400762A (en) | 2017-08-15 | 2017-08-15 | One kind macromolecular photoinitiator of thioxanthones containing hydrogen donor and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710695595.0A CN109400762A (en) | 2017-08-15 | 2017-08-15 | One kind macromolecular photoinitiator of thioxanthones containing hydrogen donor and preparation method thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN109400762A true CN109400762A (en) | 2019-03-01 |
Family
ID=65454138
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201710695595.0A Pending CN109400762A (en) | 2017-08-15 | 2017-08-15 | One kind macromolecular photoinitiator of thioxanthones containing hydrogen donor and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN109400762A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110590824A (en) * | 2019-08-28 | 2019-12-20 | 苏州欧纳克纳米科技有限公司 | Thioxanthone organic zirconium complex photoinitiator and preparation method and application thereof |
| CN116675798A (en) * | 2023-06-06 | 2023-09-01 | 江苏集萃光敏电子材料研究所有限公司 | Single-component macromolecular thioxanthone photoinitiator and preparation method thereof |
-
2017
- 2017-08-15 CN CN201710695595.0A patent/CN109400762A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110590824A (en) * | 2019-08-28 | 2019-12-20 | 苏州欧纳克纳米科技有限公司 | Thioxanthone organic zirconium complex photoinitiator and preparation method and application thereof |
| CN110590824B (en) * | 2019-08-28 | 2022-12-16 | 苏州欧纳克纳米科技有限公司 | Thioxanthone organic zirconium complex photoinitiator and preparation method and application thereof |
| CN116675798A (en) * | 2023-06-06 | 2023-09-01 | 江苏集萃光敏电子材料研究所有限公司 | Single-component macromolecular thioxanthone photoinitiator and preparation method thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102212150B (en) | Polymerizable thioxanthone photoinitiator containing auxiliary initiator amine and preparation method thereof | |
| CN108586639B (en) | Photopolymerisable thioxanthone photoinitiator containing coinitiator amine and preparation method thereof | |
| WO2010064632A1 (en) | Photo-base generator | |
| CN109400762A (en) | One kind macromolecular photoinitiator of thioxanthones containing hydrogen donor and preparation method thereof | |
| US11873380B2 (en) | Photoreactive composition, reaction product, and method of producing reaction product | |
| CN109265345A (en) | A kind of fluorine-containing polymerizable photoinitiator and preparation method thereof | |
| CN113248636B (en) | Thioxanthone visible light initiator, preparation method and application | |
| CN109535124A (en) | A kind of macromolecular thioxanthone photoinitiator and preparation method thereof | |
| CN110407719A (en) | A kind of polymerizable mono-stripped hydrogen light initiating agent and preparation method thereof | |
| CN106065076B (en) | Water-soluble silyl ether block ionic liquid type macromolecular photoinitiator and preparation method thereof | |
| CN109400529B (en) | Naphthalimide aryl benzyl thioether type photoinitiator suitable for UV-LED photocuring, and preparation method and application thereof | |
| CN109400761A (en) | A kind of modified active amine aided initiating synthesis and preparation method | |
| KR101597124B1 (en) | Photoalignment material and the synthetic method thereof | |
| CN110016002B (en) | Fluorine-containing fluorene photoinitiator and application thereof | |
| CN110294737A (en) | A kind of synthesis and preparation method of the initiator of bifunctionality amine containing coinitiator | |
| CN110294736A (en) | A kind of fluorine-containing thioxanthones macromolecular photoinitiator and preparation method thereof | |
| CN110981995B (en) | Low-migration type photoinitiator and preparation method and application thereof | |
| CN111072794B (en) | Polymerizable photoinitiator and preparation method and application thereof | |
| CN109400530B (en) | Naphthalimide aryl thioether type photoinitiator suitable for UV-LED photocuring, and preparation method and application thereof | |
| CN114479112B (en) | Dendritic eosin B-iodonium salt visible light initiator and preparation method and application thereof | |
| CN110317346B (en) | Dendritic fluorescein sodium-iodonium salt visible light initiator and preparation method and application thereof | |
| CN101624407A (en) | Benzene ligand ferrocenium salt cationic photoinitiators containing carbazole and pendant carbazole ether group and a preparation method thereof | |
| CN112457174B (en) | Prismatic aromatic hydrocarbon initiator and preparation method thereof | |
| CN112898171A (en) | Polymerizable free radical hydrogen extraction type photoinitiator and preparation method and application thereof | |
| CN109400639A (en) | A kind of siliceous thioxanthone photoinitiator and preparation method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20190301 |
|
| WD01 | Invention patent application deemed withdrawn after publication |