CN109321190A - Double curing type adhesives of ultraviolet light/moisture and preparation method thereof - Google Patents
Double curing type adhesives of ultraviolet light/moisture and preparation method thereof Download PDFInfo
- Publication number
- CN109321190A CN109321190A CN201710648297.6A CN201710648297A CN109321190A CN 109321190 A CN109321190 A CN 109321190A CN 201710648297 A CN201710648297 A CN 201710648297A CN 109321190 A CN109321190 A CN 109321190A
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- CN
- China
- Prior art keywords
- moisture
- ultraviolet light
- curing type
- sensitive
- pressure
- 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.)
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
-
- 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
- C08G18/40—High-molecular-weight compounds
- C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
- C08G18/6216—Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
- C08G18/622—Polymers of esters of alpha-beta ethylenically unsaturated carboxylic acids
- C08G18/6225—Polymers of esters of acrylic or methacrylic acid
- C08G18/6229—Polymers of hydroxy groups containing esters of acrylic or methacrylic acid with aliphatic polyalcohols
-
- 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
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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)
- Adhesives Or Adhesive Processes (AREA)
Abstract
A kind of double curing type adhesives of ultraviolet light/moisture, the UV-light solidified pressure-sensitive including being grafted with isocyanate functional groups.Embodiment of the present invention also provides a kind of preparation method of double curing type adhesives of above-mentioned ultraviolet light/moisture.
Description
Technical field
The present invention relates to a kind of adhesive more particularly to the adhesive and its system of a kind of uV curable and moisture-curable
Preparation Method.
Background technique
UV-light solidified pressure-sensitive, which refers to, to be capable of forming after ultraviolet light with good just adhesion strength and peel strength
Pressure sensitive adhesive product.The major advantage of UV-light solidified pressure-sensitive has: 1, being convenient for continuous and automatic production, and at low cost；2, no
Containing volatile organic solvent, without being dried, when solidification, will form cross-linked network structure, heat resistance with higher；
3, solidification rate is fast, low energy consumption；4, there is reworking after use, will not leave behind glue trace and residual on affixed object surface after heavy industry
Glue.However, the usual adhesion strength of UV-light solidified pressure-sensitive is not big enough.
Moisture cure urethanes glue (i.e. PUR glue) usually has very strong adhesion strength by moisture-curable after solidification.But this
A solidification process needs pressure maintaining, and the dwell time is up to 4 hours or so, keeps its solidification rate slower.In addition, moisture cure urethanes glue
Heavy industry is poor after use.
Summary of the invention
In view of this, it is necessary to provide it is a kind of can rapid curing and ultraviolet light with high adhesion strength and reworking/
The double curing type adhesives of moisture, to solve problem above.
In addition, there is a need to provide a kind of preparation method of double curing type adhesives of above-mentioned ultraviolet light/moisture.
The present invention provides a kind of double curing type adhesives of ultraviolet light/moisture, the purple including being grafted with isocyanate functional groups
Outer photocuring pressure sensitive adhesive.
Preferably, the UV-light solidified pressure-sensitive be acrylic pressure sensitive adhesive added with photoinitiator, pressure-sensitive silica gel and
One of which in pressure sensitive elastomer.
Preferably, the photoinitiator is selected from benzoin methyl ether, diethoxy acetophenone, benzoylphosphine oxide class and draws
Send out agent, dimethyl amino benzoate, 2- isopropyl thioxanthone, 1- hydroxycyclohexylphenylketone, the initiation of Darocure type
At least one of agent and Irgacure type initiator.
The present invention also provides a kind of preparation methods of the double curing types of ultraviolet light/moisture, comprising: provides ultraviolet light solidification pressure
Quick glue；One compound with isocyanate functional groups is provided；And the UV-light solidified pressure-sensitive and the compound are added
In one solvent, so that the isocyanate functional groups be made to graft to the UV-light solidified pressure-sensitive, to obtain the ultraviolet light/wet
The double curing type adhesives of gas.
Preferably, which contains hydroxyl, and the UV-light solidified pressure-sensitive and the compound are according to one
Scheduled ratio mixing, the scheduled ratio are to make the quantity of the isocyanate functional groups more than the ratio of the quantity of the hydroxyl
Example.
Preferably, which is isophorone diisocyanate.
Preferably, which is toluene.
Preferably, the reaction temperature of the UV-light solidified pressure-sensitive and the compound is greater than or equal to 25 degrees Celsius.
Since the double curing type adhesives of the ultraviolet light/moisture contain UV-light solidified pressure-sensitive, the ultraviolet light/wet
Characteristic (such as make its use after there is reworking) of the double curing type adhesives of gas after ultraviolet light solidifies with pressure-sensing glue.Into one
Step, due to being grafted with isocyanate functional groups on the UV-light solidified pressure-sensitive, when affixing on workpiece, isocyanates official
Can base can with the reaction of moisture in air moisture-curable, to improve the adhesion of the double curing type adhesives of the ultraviolet light/moisture
Power.That is, the double curing type adhesives of the ultraviolet light/moisture have both the advantage of UV-light solidified pressure-sensitive and moisture cure urethanes glue.
Specific embodiment
A better embodiment of the invention provides a kind of double curing type adhesives of ultraviolet light/moisture, and the ultraviolet light/moisture is double
Curing type adhesive includes the UV-light solidified pressure-sensitive for being grafted with isocyanate functional groups (- NCO).
In the present embodiment, the UV-light solidified pressure-sensitive be acrylic pressure sensitive adhesive added with photoinitiator, it is pressure-sensitive
One of which in silica gel and pressure sensitive elastomer etc..
The photoinitiator can be selected from benzoin methyl ether, diethoxy acetophenone, benzoylphosphine oxide class initiator,
Dimethyl amino benzoate, 2- isopropyl thioxanthone, 1- hydroxycyclohexylphenylketone, Darocure type initiator and
At least one of Irgacure type initiator (chemical industry standard model, such as Irgacure1173).The benzoyl
Phosphinoxides initiator can be selected from 2,4,6- trimethyl benzoyl diphenyl base phosphine oxide (2,4,6-trimethylbenzoyldi
Phenylophosphine oxide), double-(- dichloro-benzoyl base) -4-N- propyl phenyl phosphine oxide and double-(2,6- dichloro-benzenes
At least one of formoxyl) -4-N- fourth phenyl phosphine oxide etc..
Since the double curing type adhesives of the ultraviolet light/moisture contain UV-light solidified pressure-sensitive, the ultraviolet light/wet
Characteristic (such as make its use after there is reworking) of the double curing type adhesives of gas after ultraviolet light solidifies with pressure-sensing glue.Into one
Step, due to being grafted with isocyanate functional groups on the UV-light solidified pressure-sensitive, when affixing on workpiece, isocyanates official
Can base can with the reaction of moisture in air moisture-curable, to improve the adhesion of the double curing type adhesives of the ultraviolet light/moisture
Power.That is, the double curing type adhesives of the ultraviolet light/moisture have both the advantage of UV-light solidified pressure-sensitive and moisture cure urethanes glue.
The present invention also provides a kind of preparation methods of the double curing type adhesives of above-mentioned ultraviolet light/moisture comprising following step
It is rapid:
Step 1 provides a UV-light solidified pressure-sensitive and a compound with isocyanate functional groups (- NCO).
Step 2 the UV-light solidified pressure-sensitive and the compound is added in a solvent, to make isocyanates official
Energy base grafts to the UV-light solidified pressure-sensitive, to obtain the double curing type adhesives of the ultraviolet light/moisture.
In the present embodiment, which contains hydroxyl (- OH).The UV-light solidified pressure-sensitive and should
Compound is mixed according to a scheduled ratio, and the scheduled ratio is to make the quantity of the isocyanate functional groups more than the hydroxyl
Quantity ratio.For example, when containing a hydroxyl on the molecule of the UV-light solidified pressure-sensitive, then it is double using being had on molecule
The compound of isocyanate functional groups, and the UV-light solidified pressure-sensitive and the compound are mixed with the molar ratio of 1:1.
Specifically, when mixing the UV-light solidified pressure-sensitive (with general formula R1- OH is shown) and the compound (with general formula OCN-
R2- NCO is shown) when, part isocyanate functional groups on the compound by in the hydroxyl on the UV-light solidified pressure-sensitive
Active hydrogen reaction generate carbamate groups (- NH-COO-), to make to connect on the molecular backbone of the UV-light solidified pressure-sensitive
Branch has carbamate groups and remaining unreacted isocyanate functional groups.The reaction equation of above-mentioned reaction is as follows:
It more specifically, does not include amino (- NH on the UV-light solidified pressure-sensitive after reaction2), sulfydryl (- SH) etc. can be with
The functional group of isocyanate functional groups reaction, to be conducive to improve the storage of the double curing type adhesives of the ultraviolet light/moisture
Stability.
In the present embodiment, which is toluene.The compound is isophorone diisocyanate (IPDI, chemistry knot
Composition are as follows:
In the present embodiment, it is Celsius to be greater than or equal to 25 for the reaction temperature of the UV-light solidified pressure-sensitive and the compound
Degree.It is appreciated that reaction temperature is higher, then reacts the time needed for generating the double curing type adhesives of the ultraviolet light/moisture and get over
It is short.
The present invention is specifically described below by embodiment.
Embodiment 1
By weight percentage, mix 42% acrylic pressure sensitive adhesive, 5% Irgacure1173,3% IPDI and
50% toluene, and 25 degrees Celsius at a temperature of react 4 hours, to obtain the double curing type gluings of the ultraviolet light/moisture
Agent.
It is (ultraviolet that UV light is carried out after the double curing type adhesive coatings of ultraviolet light/moisture that above-described embodiment 1 is obtained
Light energy is 1000mJ/cm2), measuring the double curing type adhesives of the ultraviolet light/moisture has pressure-sensitive adhesivity.By above-mentioned purple
The double curing type adhesives of outer light/moisture are removed again after being pasted on steel plate, are measured peel strength and are reached 2.0Kg/inch.Stand 8
After hour, peel strength reaches raising to 10.0kg/inch.It follows that the peel strength reaches the double solidifications of ultraviolet light/moisture
Type adhesive is also equipped with moisture-curable characteristic.
It is understood that for those of ordinary skill in the art, can do in accordance with the technical idea of the present invention
Various other changes and modifications out, and all these changes and deformation all should belong to the protection model of the claims in the present invention
It encloses.
Claims (8)
1. a kind of double curing type adhesives of ultraviolet light/moisture, the ultraviolet light including being grafted with isocyanate functional groups solidifies pressure-sensitive
Glue.
2. the double curing type adhesives of ultraviolet light/moisture as described in claim 1, which is characterized in that ultraviolet light solidification is pressure-sensitive
Glue is the one of which in acrylic pressure sensitive adhesive, pressure-sensitive silica gel and pressure sensitive elastomer added with photoinitiator.
3. the double curing type adhesives of ultraviolet light/moisture as claimed in claim 2, which is characterized in that the photoinitiator is selected from
Benzoin methyl ether, diethoxy acetophenone, benzoylphosphine oxide class initiator, dimethyl amino benzoate, 2- are different
In propyl thioxanthone, 1- hydroxycyclohexylphenylketone, Darocure type initiator and Irgacure type initiator at least
It is a kind of.
4. a kind of preparation method of the double curing type adhesives of ultraviolet light/moisture, comprising:
One UV-light solidified pressure-sensitive is provided；
One compound with isocyanate functional groups is provided；And
The UV-light solidified pressure-sensitive and the compound are added in a solvent, so that the isocyanate functional groups be made to graft to this
UV-light solidified pressure-sensitive, to obtain the double curing type adhesives of the ultraviolet light/moisture.
5. the preparation method of the double curing type adhesives of ultraviolet light/moisture as claimed in claim 4, which is characterized in that this is ultraviolet
Photocuring pressure sensitive adhesive contains hydroxyl, and the UV-light solidified pressure-sensitive and the compound are mixed according to a scheduled ratio, described pre-
Fixed ratio is to make the quantity of the isocyanate functional groups more than the ratio of the quantity of the hydroxyl.
6. the preparation method of the double curing type adhesives of ultraviolet light/moisture as claimed in claim 5, which is characterized in that the chemical combination
Object is isophorone diisocyanate.
7. the preparation method of the double curing type adhesives of ultraviolet light/moisture as claimed in claim 4, which is characterized in that the solvent
For toluene.
8. the preparation method of the double curing type adhesives of ultraviolet light/moisture as claimed in claim 4, which is characterized in that this is ultraviolet
The reaction temperature of photocuring pressure sensitive adhesive and the compound is greater than or equal to 25 degrees Celsius.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710648297.6A CN109321190A (en) | 2017-08-01 | 2017-08-01 | Double curing type adhesives of ultraviolet light/moisture and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710648297.6A CN109321190A (en) | 2017-08-01 | 2017-08-01 | Double curing type adhesives of ultraviolet light/moisture and preparation method thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN109321190A true CN109321190A (en) | 2019-02-12 |
Family
ID=65245219
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201710648297.6A Pending CN109321190A (en) | 2017-08-01 | 2017-08-01 | Double curing type adhesives of ultraviolet light/moisture and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN109321190A (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20100159238A1 (en) * | 2005-06-08 | 2010-06-24 | Ppg Industries Ohio, Inc. | Multi-layer aircraft adhesive |
| CN102816551A (en) * | 2012-05-23 | 2012-12-12 | 烟台信友电子有限公司 | Ultraviolet (UV)-moisture double-curing liquid optical transparent adhesive and preparation method thereof |
| CN106634632A (en) * | 2016-11-18 | 2017-05-10 | 烟台德邦科技有限公司 | Preparation method of UV (Ultraviolet) moisture double cured pressure sensitive adhesive |
-
2017
- 2017-08-01 CN CN201710648297.6A patent/CN109321190A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20100159238A1 (en) * | 2005-06-08 | 2010-06-24 | Ppg Industries Ohio, Inc. | Multi-layer aircraft adhesive |
| CN102816551A (en) * | 2012-05-23 | 2012-12-12 | 烟台信友电子有限公司 | Ultraviolet (UV)-moisture double-curing liquid optical transparent adhesive and preparation method thereof |
| CN106634632A (en) * | 2016-11-18 | 2017-05-10 | 烟台德邦科技有限公司 | Preparation method of UV (Ultraviolet) moisture double cured pressure sensitive adhesive |
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Application publication date: 20190212 |