CN106543412A - The preparation method of self-repair type photocureable coating - Google Patents
The preparation method of self-repair type photocureable coating Download PDFInfo
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- CN106543412A CN106543412A CN201611053965.2A CN201611053965A CN106543412A CN 106543412 A CN106543412 A CN 106543412A CN 201611053965 A CN201611053965 A CN 201611053965A CN 106543412 A CN106543412 A CN 106543412A
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/671—Unsaturated compounds having only one group containing active hydrogen
- C08G18/672—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
- C08G18/751—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring
- C08G18/752—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group
- C08G18/753—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group
- C08G18/755—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/78—Nitrogen
- C08G18/79—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
- C08G18/791—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups
- C08G18/792—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/80—Masked polyisocyanates
- C08G18/8003—Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen
- C08G18/8006—Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen with compounds of C08G18/32
- C08G18/8041—Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen with compounds of C08G18/32 with compounds of C08G18/3271
-
- 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
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
- C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Paints Or Removers (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The present invention discloses a kind of preparation method of self-repair type photocureable coating,（1）So that the different born of the same parents of 6 methyl are phonetic, 10.5g hexamethylene diisocyanates prepare self-repair function monomer as raw material；（2）With PCDL, dibutyl tin laurate, chloroform, HDI trimer as raw material heating response；（3）With chloroform by step（1）Product, IPDI, hydroxy-ethyl acrylate dissolving after, instillation contain step（2）In the four-hole boiling flask of product, and dibutyl tin laurate, Isosorbide-5-Nitrae methoxybenzene are added, obtain self-repair type light-cured resin；（4）According to mass ratio 3:1 hydroxycyclohexyl phenyl ketone is added step by 100（3）Product in, be well mixed, that is, obtain self-repair type photocureable coating.The present invention is simple to operate, and product purity is higher, and the coating of formation has higher hardness, has preferable self-regeneration performance in terms of surface topography and glossiness.
Description
Technical field
The invention belongs to the preparation field of coating, and in particular to a kind of preparation method of self-repair type photocureable coating.
Background technology
Self-repair material is a kind of material that self-regeneration can be carried out in object damage, the concept of selfreparing most early in
Propose within 1981：Material can carry out selfreparing to the crackle of microcosmic, so as to extend the service life of material, it is ensured that material is stablized
Property.Calendar year 2001 has scholar to propose to prepare self-repair material using the method for microcapsules, and people are prepared for reviewing one's lessons by oneself using the method
Multiple anticorrosive paint, but the method has in the application and what time should be noted：(1), during damage of material, capsules break can only be repaired once；
(2) in view of metering ratio, the reaction probabilities for repairing reagent and catalyst, the method is not suitable for bicomponent system；(3) capsule
Bin stability is the premise for ensureing coating prosthetic.
UV curing technologies are referred to as " green technology ", and reason is that its low VOC emission, curing efficiency are high, exists in recent years
Printing industry, coating industry are obtained for very big development.
At present, photo-curing material formed coating when, hardness is relatively low, and formed coating when its self-regeneration performance compared with
It is low, limit its use range.
The content of the invention
For the defect of prior art, the present invention provides a kind of preparation method of self-repair type photocureable coating, will review one's lessons by oneself
Multiple function is combined with UV curing technologies, has synthesized the UV solidified resins with self-repair function, by adding photocuring activity
Diluent has made the photocureable coating with self-repair function.
The present invention is achieved by the following technical solutions.
The preparation method of self-repair type photocureable coating, comprises the steps of：
（1）It is separately added into that the different born of the same parents of 1.25g 6- methyl are phonetic and two isocyanide of 10.5g hexa-methylenes in the single port bottle equipped with stirrer
Acid esters, temperature are increased to 100 DEG C, react 24-30h, obtain self-repair function monomer；
（2）Equipped with mechanical agitation, dropping funel and reflux condensing tube four-hole boiling flask in add 15g PCDLs,
0.06g dibutyl tin laurates, add the dissolving of 20mL chloroforms, weigh 5.04g HDI trimers 5mL chloroforms
During dropping funel is added after dissolving, then it is added drop-wise in four-hole bottle, heating response 3h；
（3）Step is weighed respectively（1）Product self-repair function monomer, IPDI, hydroxy-ethyl acrylate it is each
, in dropping funel, after adding the dissolving of 10mL chloroforms, instillation contains step for 3g, 7g, 6g（2）In the four-hole boiling flask of product,
And add dibutyl tin laurate, each 0.6g of Isosorbide-5-Nitrae-methoxybenzene, 60 DEG C of reaction 3-4h of keeping temperature, products therefrom to be certainly
Repairing type light-cured resin；
（4）According to mass ratio 3:1- hydroxycyclohexyl phenyl ketones are added step by 100（3）Product in, be well mixed, obtain final product
To self-repair type photocureable coating.
Preferably, step（1）In, the reaction time is 29.5h.
Preferably, step（2）In, heating-up temperature is 60 DEG C.
Preferably, step（3）In, the reaction time is 3.6h.
Advantages of the present invention：
The present invention is simple to operate, and product purity is higher, and self-repair function is combined with UV curing technologies, has synthesized to have and has reviewed one's lessons by oneself
The UV solidified resins of multiple function, have made self-repair type photocureable coating, the painting of formation by adding photocuring reactive diluent
Layer has higher hardness, has preferable self-regeneration performance in terms of surface topography and glossiness.
Specific embodiment
Embodiment 1
The preparation method of self-repair type photocureable coating, comprises the steps of：
（1）It is separately added into that the different born of the same parents of 1.25g 6- methyl are phonetic and two isocyanide of 10.5g hexa-methylenes in the single port bottle equipped with stirrer
Acid esters, temperature are increased to 100 DEG C, react 24-30h, obtain self-repair function monomer；
（2）Equipped with mechanical agitation, dropping funel and reflux condensing tube four-hole boiling flask in add 15g PCDLs,
0.06g dibutyl tin laurates, add the dissolving of 20mL chloroforms, weigh 5.04g HDI trimers 5mL chloroforms
During dropping funel is added after dissolving, then it is added drop-wise in four-hole bottle, heating response 3h；
（3）Step is weighed respectively（1）Product self-repair function monomer, IPDI, hydroxy-ethyl acrylate it is each
, in dropping funel, after adding the dissolving of 10mL chloroforms, instillation contains step for 3g, 7g, 6g（2）In the four-hole boiling flask of product,
And add dibutyl tin laurate, each 0.6g of Isosorbide-5-Nitrae-methoxybenzene, 60 DEG C of reaction 3-4h of keeping temperature, products therefrom to be certainly
Repairing type light-cured resin；
（4）According to mass ratio 3:1- hydroxycyclohexyl phenyl ketones are added step by 100（3）Product in, be well mixed, obtain final product
To self-repair type photocureable coating.
Embodiment 2
The preparation method of self-repair type photocureable coating, comprises the steps of：
（1）It is separately added into that the different born of the same parents of 1.25g 6- methyl are phonetic and two isocyanide of 10.5g hexa-methylenes in the single port bottle equipped with stirrer
Acid esters, temperature are increased to 100 DEG C, react 29.5h, obtain self-repair function monomer；
（2）Equipped with mechanical agitation, dropping funel and reflux condensing tube four-hole boiling flask in add 15g PCDLs,
0.06g dibutyl tin laurates, add the dissolving of 20mL chloroforms, weigh 5.04g HDI trimers 5mL chloroforms
During dropping funel is added after dissolving, then it is added drop-wise in four-hole bottle, heating response 3h, heating-up temperature is 60 DEG C；
（3）Step is weighed respectively（1）Product self-repair function monomer, IPDI, hydroxy-ethyl acrylate it is each
, in dropping funel, after adding the dissolving of 10mL chloroforms, instillation contains step for 3g, 7g, 6g（2）In the four-hole boiling flask of product,
And add dibutyl tin laurate, each 0.6g of Isosorbide-5-Nitrae-methoxybenzene, 60 DEG C of reaction 3.6h of keeping temperature, products therefrom to be certainly
Repairing type light-cured resin；
（4）According to mass ratio 3:1- hydroxycyclohexyl phenyl ketones are added step by 100（3）Product in, be well mixed, obtain final product
To self-repair type photocureable coating.
Claims (4)
1. the preparation method of self-repair type photocureable coating, it is characterised in that：Comprise the steps of：
（1）It is separately added into that the different born of the same parents of 1.25g 6- methyl are phonetic and two isocyanide of 10.5g hexa-methylenes in the single port bottle equipped with stirrer
Acid esters, temperature are increased to 100 DEG C, react 24-30h, obtain self-repair function monomer；
（2）Equipped with mechanical agitation, dropping funel and reflux condensing tube four-hole boiling flask in add 15g PCDLs,
0.06g dibutyl tin laurates, add the dissolving of 20mL chloroforms, weigh 5.04g HDI trimers 5mL chloroforms
During dropping funel is added after dissolving, then it is added drop-wise in four-hole bottle, heating response 3h；
（3）Step is weighed respectively（1）Product self-repair function monomer, IPDI, hydroxy-ethyl acrylate it is each
, in dropping funel, after adding the dissolving of 10mL chloroforms, instillation contains step for 3g, 7g, 6g（2）In the four-hole boiling flask of product,
And add dibutyl tin laurate, each 0.6g of Isosorbide-5-Nitrae-methoxybenzene, 60 DEG C of reaction 3-4h of keeping temperature, products therefrom to be certainly
Repairing type light-cured resin；
（4）According to mass ratio 3:1- hydroxycyclohexyl phenyl ketones are added step by 100（3）Product in, be well mixed, obtain final product
To self-repair type photocureable coating.
2. the preparation method of self-repair type photocureable coating according to claim 1, it is characterised in that：Step（1）In, instead
It is 29.5h between seasonable.
3. the preparation method of self-repair type photocureable coating according to claim 1, it is characterised in that：Step（2）In, plus
Hot temperature is 60 DEG C.
4. the preparation method of self-repair type photocureable coating according to claim 1, it is characterised in that：Step（3）In, instead
It is 3.6h between seasonable.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201611053965.2A CN106543412A (en) | 2016-11-25 | 2016-11-25 | The preparation method of self-repair type photocureable coating |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201611053965.2A CN106543412A (en) | 2016-11-25 | 2016-11-25 | The preparation method of self-repair type photocureable coating |
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| CN106543412A true CN106543412A (en) | 2017-03-29 |
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| CN201611053965.2A Pending CN106543412A (en) | 2016-11-25 | 2016-11-25 | The preparation method of self-repair type photocureable coating |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106957406A (en) * | 2017-05-11 | 2017-07-18 | 江南大学 | A kind of calixarene type light-cured polyurethane resin and its coatings of preparation |
| WO2021202639A1 (en) * | 2020-04-03 | 2021-10-07 | Dsm Ip Assets B.V. | Methods of synthesizing multi-hydrogen bonding oligomers |
| US11358899B2 (en) | 2020-04-03 | 2022-06-14 | Covestro (Netherlands) B.V. | Self-healing optical fibers and the compositions used to create the same |
-
2016
- 2016-11-25 CN CN201611053965.2A patent/CN106543412A/en active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106957406A (en) * | 2017-05-11 | 2017-07-18 | 江南大学 | A kind of calixarene type light-cured polyurethane resin and its coatings of preparation |
| CN106957406B (en) * | 2017-05-11 | 2019-04-23 | 江南大学 | A kind of calixarene type light-cured polyurethane resin and its coatings of preparation |
| WO2021202639A1 (en) * | 2020-04-03 | 2021-10-07 | Dsm Ip Assets B.V. | Methods of synthesizing multi-hydrogen bonding oligomers |
| US11358899B2 (en) | 2020-04-03 | 2022-06-14 | Covestro (Netherlands) B.V. | Self-healing optical fibers and the compositions used to create the same |
| CN115397879A (en) * | 2020-04-03 | 2022-11-25 | 科思创(荷兰)有限公司 | Method for synthesizing polyhydrogen-bonded oligomers |
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Application publication date: 20170329 |