CN108342178A - A kind of transparent water-resistant adhesive and preparation method thereof - Google Patents
A kind of transparent water-resistant adhesive and preparation method thereof Download PDFInfo
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- CN108342178A CN108342178A CN201810114795.7A CN201810114795A CN108342178A CN 108342178 A CN108342178 A CN 108342178A CN 201810114795 A CN201810114795 A CN 201810114795A CN 108342178 A CN108342178 A CN 108342178A
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- water
- resistant adhesive
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- 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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/01—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to unsaturated polyesters
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/52—Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
-
- 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
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
-
- 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
- C09J167/00—Adhesives based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Adhesives based on derivatives of such polymers
- C09J167/06—Unsaturated polyesters having carbon-to-carbon unsaturation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
- C08K5/098—Metal salts of carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/101—Esters; Ether-esters of monocarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Abstract
The invention belongs to adhesive technical fields, and in particular to a kind of transparent water-resistant adhesive and preparation method thereof applied on fiberglass；The present invention includes according to the water-fast unsaturated polyester resin of a certain amount of proportioning, cyclohexanone peroxide, cobalt naphthenate, styrene paraffin liquid, octyl dodecanol myristinate, monoglyceride and triethanolamine；Wherein water-fast unsaturated polyester resin acid value is 45mgKOH/g, and viscosity is 0.15 0.18/pa.s, and is especially prepared；The present invention is not only transparent water-fast, but also adhesive property is very good.
Description
Technical field
The invention belongs to adhesive technical fields, and in particular to a kind of transparent water-resistant adhesive applied on fiberglass and
Preparation method.
Background technology
Fiberglass scientific name fibre reinforced plastics are commonly called as FRP (Fiber Reinforced Plastics), i.e. fiber reinforcement
Composite plastic.It is divided into glass fiber reinforced composite plastics (GFRP), fibre reinforced composite plastic according to the fiber difference of use
(CFRP), boron fibre enhancing composite plastic etc..It is using glass fibre and its product (glass cloth, band, felt, yarn etc.) as enhancing
Material makees a kind of composite material of basis material with synthetic resin.Fibre reinforced composites are by reinforcing fiber and matrix group
At.The diameter very little of fiber (or whisker), generally at 10 μm hereinafter, defect is less and smaller, breaking strain is about 3/1000ths
It is fragile material within ten, easy damaged, fracture and is corroded.Matrix for fiber, intensity, modulus will it is low very
It is more, but big strain can be withstood, often there is viscoplasticity and elastoplasticity, be toughness material.
Due to its with high-strength light, the excellent performances such as corrosion-resistant, good electrical property, hot property is good, designability is good and
It is applied by wide hair.Since the fiberglass specification of batch production limits, polylith is generally required in practical applications and is spliced；This is just
It needs to use adhesive；But adhesive generally existing used at present cannot take into account transparent and water-fast performance, even if taking into account,
Its performance is ideal not enough.Adhesive strength is relatively low, and long-time water, which impregnates, is easy cracking.
Invention content
To solve the above-mentioned problems, the purpose of the present invention is to provide a kind of transparent water-resistant adhesive, adhesive is not only saturating
It is bright, and water resistance and adhesive strength are all very good.
The second object of the present invention is to provide the preparation method of the transparent water-resistant adhesive.
The present invention is achieved through the following technical solutions：
A kind of transparent water-resistant adhesive, including the following substance calculated in parts by mass：
Preferably, the cyclohexanone peroxide solution that it is 30%-50% that the cyclohexanone peroxide, which is percent by volume, described
Cobalt naphthenate is the cobalt naphthenate solution that percent by volume is 1%-3%, and the styrene paraffin liquid is that percent by volume is
The styrene paraffin liquor of 0.1%-0.5%.
Preferably, monoglyceride containing saturated fatty acid >=90% in the monoglyceride, iodine number≤4,60 DEG C -70 DEG C of solidification point,
Free acid≤2.5% in terms of stearic acid.
Preferably, the chemical structural formula of the octyl dodecanol myristinate is：
Preferably, the acid value of the water-fast unsaturated polyester resin is 45mgKOH/g, viscosity 0.15-0.18/pa.s.
Preferably, the water-fast unsaturated polyester resin includes 3.0 parts of 5.5 parts of phthalic anhydride, the cis-butenedioic anhydride calculated in parts by mass, third
500 parts of 16.5 parts of glycol, 9 parts of ethanedioic acid, 1 part of hydroquinone and styrene are prepared.
The preparation method of the water-fast unsaturated polyester resin：
A. the phthalic anhydride of institute's quantity, cis-butenedioic anhydride, propylene glycol and ethanedioic acid are put into reaction kettle, are passed through inert gas, heat temperature raising；
B. when temperature is up to 138 DEG C -142 DEG C, stop heating, keep the temperature 2-3 hours；
C. continue to be heated to 190 DEG C -200 DEG C, when test acidity is 45mgKOH/g, stop heating, keep the temperature 2-3 hours；
D. 75 DEG C are cooled to, the hydroquinone of the amount is added and styrene and is sufficiently stirred, the water-fast insatiable hunger is obtained
And polyester resin.
Preferably, specific as follows：
A. homogenizer is added in hot water in the octyl dodecanol myristinate of institute's quantity, monoglyceride and triethanolamine
The addition of uniformly obtained mixed solution, the water is octyl dodecanol myristinate, monoglyceride and triethanolamine summation
Twice；
B. by gained mixed solution, water-fast unsaturated polyester resin, cyclohexanone peroxide, cobalt naphthenate and benzene in step A
Ethylene paraffin liquid is uniformly mixed, and is cured under high-temperature low-pressure, and the transparent water-resistant adhesive is made.
Preferably, the hot water that hot water described in step A is 60 DEG C -80 DEG C, mixing speed is 1800 revs/min.
Preferably, described in step B under 0.01-0.1MPa pressure, cure under the conditions of 60 DEG C/12 hours.
The present invention includes water-fast unsaturated polyester resin according to a certain ratio, cyclohexanone peroxide, cobalt naphthenate, benzene second
Alkene paraffin liquid, octyl dodecanol myristinate, monoglyceride and triethanolamine.Wherein water-fast unsaturated polyester resin acid value is
45mgKOH/g, viscosity 0.15-0.18/pa.s, and especially prepare.Not only transparency is good, hard for this is water-fast unsaturated polyester resin
Firmly, water-tolerant；Especially with cyclohexanone peroxide, cobalt naphthenate, styrene paraffin liquid, octyl dodecanol myristinate,
After the additive compatibilities such as monoglyceride and triethanolamine, excellent water resistance and cohesive force are embodied.
Wherein, cyclohexanone peroxide as initiator can generate free radicals and cause the double bond in unsaturated polyester resin with
Crosslinking agent is copolymerized, is crosslinked and cures.Cobalt naphthenate length is used in combination with peroxyester, but due to its intrinsic certain face
Color and use less；The unsaturated polyester resin prepared in the present invention has water resistance but has certain color, rear
Continuous and octyl dodecanol myristinate, monoglyceride association reaction, are transparent, and shear strength is very good.
Specific embodiment
The present invention is described in further detail With reference to embodiment, is managed to help those skilled in the art
The solution present invention.
Embodiment 1
A kind of transparent water-resistant adhesive, including the following substance calculated in parts by mass：
90 parts of water-fast unsaturated polyester resin, (35%) 2 part of cyclohexanone peroxide solution, cobalt naphthenate solution (2%) 2
Part, (0.3%) 3 part of styrene paraffin liquid, 1 part of octyl dodecanol myristinate, 1-5 parts of monoglyceride and 2 parts of triethanolamine.Its
In, monoglyceride containing saturated fatty acid >=90% in monoglyceride, iodine number≤4,65 DEG C of solidification point, free acid in terms of stearic acid≤
2.5%.The acid value of water-fast unsaturated polyester resin is 45mgKOH/g, viscosity 0.16/pa.s.
Wherein, the water-fast unsaturated polyester resin includes 3.0 parts of 5.5 parts of phthalic anhydride, the cis-butenedioic anhydride calculated in parts by mass, the third two
500 parts of 16.5 parts of alcohol, 9 parts of ethanedioic acid, 1 part of hydroquinone and styrene are prepared.
The preparation method of its is water-fast unsaturated polyester resin：
A. the phthalic anhydride of institute's quantity, cis-butenedioic anhydride, propylene glycol and ethanedioic acid are put into reaction kettle, are passed through inert gas, heat temperature raising；
B. when temperature is up to 140 DEG C, stop heating, keep the temperature 2.5 hours；
C. continue to be heated to 195 DEG C, when test acidity is 45mgKOH/g, stop heating, keep the temperature 2.5 hours；
D. 75 DEG C are cooled to, the hydroquinone of the amount is added and styrene and is sufficiently stirred, the water-fast insatiable hunger is obtained
And polyester resin.
A kind of preparation method of transparent water-resistant adhesive：
A. in hot water high speed is added for (70 DEG C) in the octyl dodecanol myristinate of institute's quantity, monoglyceride and triethanolamine
Mixed solution (mixing speed is 1800 revs/min) is uniformly made in blender, and the addition of the water is octyl dodecanol nutmeg
Twice of acid esters, monoglyceride and triethanolamine summation；
B. by gained mixed solution, water-fast unsaturated polyester resin, cyclohexanone peroxide, cobalt naphthenate and benzene in step A
Ethylene paraffin liquid is uniformly mixed, and is cured under the conditions of lower 60 DEG C/12 hours in high-temperature low-pressure (0.05MPa), is made described transparent resistance to
Glue stick.
Embodiment 2
A kind of transparent water-resistant adhesive, including the following substance calculated in parts by mass：
82 parts of water-fast unsaturated polyester resin, (30%) 5 part of cyclohexanone peroxide solution, cobalt naphthenate solution (1%) 5
Part, (0.1%) 5 part of styrene paraffin liquid, 1 part of octyl dodecanol myristinate, 1 part of monoglyceride and 1 part of triethanolamine.Its
In, monoglyceride containing saturated fatty acid >=90% in monoglyceride, iodine number≤4,60 DEG C of solidification point, free acid in terms of stearic acid≤
2.5%.The acid value of water-fast unsaturated polyester resin is 45mgKOH/g, viscosity 0.15/pa.s.
Wherein, the water-fast unsaturated polyester resin includes 3.0 parts of 5.5 parts of phthalic anhydride, the cis-butenedioic anhydride calculated in parts by mass, the third two
500 parts of 16.5 parts of alcohol, 9 parts of ethanedioic acid, 1 part of hydroquinone and styrene are prepared.
The preparation method of its is water-fast unsaturated polyester resin：
A. the phthalic anhydride of institute's quantity, cis-butenedioic anhydride, propylene glycol and ethanedioic acid are put into reaction kettle, are passed through inert gas, heat temperature raising；
B. when temperature is up to 138 DEG C, stop heating, keep the temperature 2 hours；
C. continue to be heated to 190 DEG C, when test acidity is 45mgKOH/g, stop heating, keep the temperature 2 hours；
D. 75 DEG C are cooled to, the hydroquinone of the amount is added and styrene and is sufficiently stirred, the water-fast insatiable hunger is obtained
And polyester resin.
A kind of preparation method of transparent water-resistant adhesive：
A. in hot water high speed is added for (60 DEG C) in the octyl dodecanol myristinate of institute's quantity, monoglyceride and triethanolamine
Mixed solution (mixing speed is 1800 revs/min) is uniformly made in blender, and the addition of the water is octyl dodecanol nutmeg
Twice of acid esters, monoglyceride and triethanolamine summation；
B. by gained mixed solution, water-fast unsaturated polyester resin, cyclohexanone peroxide, cobalt naphthenate and benzene in step A
Ethylene paraffin liquid is uniformly mixed, and is cured under the conditions of lower 60 DEG C/12 hours in high-temperature low-pressure (0.01MPa), is made described transparent resistance to
Glue stick.
Embodiment 3
A kind of transparent water-resistant adhesive, including the following substance calculated in parts by mass：
94 parts of water-fast unsaturated polyester resin, (50%) 1 part of cyclohexanone peroxide solution, cobalt naphthenate solution (3%) 1
Part, (0.5%) 1 part of styrene paraffin liquid, 1 part of octyl dodecanol myristinate, 1 part of monoglyceride and 1 part of triethanolamine.Its
In, monoglyceride containing saturated fatty acid >=90% in monoglyceride, iodine number≤4,70 DEG C of solidification point, free acid in terms of stearic acid≤
2.5%.The acid value of water-fast unsaturated polyester resin is 45mgKOH/g, viscosity 0.18/pa.s.
Wherein, the water-fast unsaturated polyester resin includes 3.0 parts of 5.5 parts of phthalic anhydride, the cis-butenedioic anhydride calculated in parts by mass, the third two
500 parts of 16.5 parts of alcohol, 9 parts of ethanedioic acid, 1 part of hydroquinone and styrene are prepared.
The preparation method of its is water-fast unsaturated polyester resin：
A. the phthalic anhydride of institute's quantity, cis-butenedioic anhydride, propylene glycol and ethanedioic acid are put into reaction kettle, are passed through inert gas, heat temperature raising；
B. when temperature is up to 142 DEG C, stop heating, keep the temperature 3 hours；
C. continue to be heated to 200 DEG C, when test acidity is 45mgKOH/g, stop heating, keep the temperature 3 hours；
D. 75 DEG C are cooled to, the hydroquinone of the amount is added and styrene and is sufficiently stirred, the water-fast insatiable hunger is obtained
And polyester resin.
A kind of preparation method of transparent water-resistant adhesive：
A. the octyl dodecanol myristinate of institute's quantity, monoglyceride and triethanolamine are added for (60 DEG C -80 DEG C) in hot water
Enter homogenizer and mixed solution (mixing speed is 1800 revs/min) is uniformly made, the addition of the water is octyl dodecanol
Twice of myristinate, monoglyceride and triethanolamine summation；
B. by gained mixed solution, water-fast unsaturated polyester resin, cyclohexanone peroxide, cobalt naphthenate and benzene in step A
Ethylene paraffin liquid is uniformly mixed, and is cured under the conditions of lower 60 DEG C/12 hours in high-temperature low-pressure (0.01-0.1MPa), is made described
Bright water-resistant adhesive.
Above-described embodiment, only presently preferred embodiments of the present invention, is not used for limiting the scope of the present invention, therefore all with this
The equivalent change or modification that feature and principle described in invention claim are done, should all be included in scope of the invention as claimed
Within.
Experimental comparison：
307 traditional unsaturated polyester cross-linking agent are compared with the present invention, performance comparison result such as refers to table 1：
Wherein comparative example 1：307 unsaturated polyester cross-linking agent, comparative example 2：Inventive formulation, but it is free from octyl dodecanol
Myristinate, comparative example 3：Inventive formulation, but it is free from monoglyceride.
Cohesive fiberglass is placed in 60-90 DEG C of hot water after impregnating 48 hours to its shear strength and drawing by water-fast experiment
It stretches intensity to be detected, Noah's ark fiberglass Co., Ltd of Anqiu City is chosen in experiment or the fiberglass of material product is answered as in fact in bright peak
Test material.
Table 1
As can be seen from Table 1, the transparent water-resistant adhesive of the present invention is for bonding aluminium, organic glass and polystyrene, it is stretched by force
There is no too big advantages for degree and shear strength relative contrast example 1, but it is used for the bonding of fiberglass, tensile strength and shearing
Intensity is far longer than comparative example 1,2,3, illustrates that monoglyceride and octyl dodecanol myristinate combination pass through with unsaturated polyester (UP)
After method of the present invention is prepared, cohesive force greatly improves.
Claims (10)
1. a kind of transparent water-resistant adhesive, it is characterised in that：Including the following substance calculated in parts by mass：
The wherein described water-fast unsaturated polyester resin is prepared by phthalic anhydride, cis-butenedioic anhydride, propylene glycol, ethanedioic acid, hydroquinone and styrene
And it obtains.
2. transparent water-resistant adhesive as described in claim 1, it is characterised in that：The cyclohexanone peroxide is that percent by volume is
The cyclohexanone peroxide solution of 30%-50%, the cobalt naphthenate are the cobalt naphthenate solution that percent by volume is 1%-3%,
The styrene paraffin liquid is the styrene paraffin liquor that percent by volume is 0.1%-0.5%.
3. transparent water-resistant adhesive as described in claim 1, it is characterised in that：Monoglyceride containing saturated fatty acid in the monoglyceride
>=90%, iodine number≤4,60 DEG C -70 DEG C of solidification point, free acid≤2.5% in terms of stearic acid.
4. transparent water-resistant adhesive as described in claim 1, it is characterised in that：The chemistry of the octyl dodecanol nutmeg vinegar
Structural formula is:
5. transparent water-resistant adhesive as described in claim 1, it is characterised in that：The acid value of the water-fast unsaturated polyester resin is
45mgKOH/g, viscosity 0.15-0.18/pa.s.
6. transparent water-resistant adhesive as claimed in claim 5, it is characterised in that：The water-fast unsaturated polyester resin includes pressing matter
Measure 500 parts of 5.5 parts of phthalic anhydride, 3.0 parts of cis-butenedioic anhydride, 16.5 parts of propylene glycol, 9 parts of ethanedioic acid, 1 part of hydroquinone and styrene that part calculates
It is prepared.
7. transparent water-resistant adhesive as claimed in claim 6, it is characterised in that：The preparation side of the water-fast unsaturated polyester resin
Method：
A. the phthalic anhydride of institute's quantity, cis-butenedioic anhydride, propylene glycol and ethanedioic acid are put into reaction kettle, are passed through inert gas, heat temperature raising；
B. when temperature is up to 138 DEG C -142 DEG C, stop heating, keep the temperature 2-3 hours；
C. continue to be heated to 190 DEG C -200 DEG C, when test acidity is 45mgKOH/g, stop heating, keep the temperature 2-3 hours；
D. 75 DEG C are cooled to, the hydroquinone of the amount is added and styrene and is sufficiently stirred, is obtained described water-fast unsaturated poly-
Ester resin.
8. the preparation method of any one of the claim 1-7 transparent water-resistant adhesives, which is characterized in that specific as follows：
A. it is uniform homogenizer to be added in hot water in the octyl dodecanol myristinate of institute's quantity, monoglyceride and triethanolamine
Be made mixed solution, the addition of the hot water be octyl dodecanol myristinate, monoglyceride and triethanolamine summation two
Times；
B. by gained mixed solution, water-fast unsaturated polyester resin, cyclohexanone peroxide, cobalt naphthenate and styrene in step A
Paraffin liquid is uniformly mixed, and is cured under high-temperature low-pressure, and the transparent water-resistant adhesive is made.
9. transparent water-resistant adhesive as claimed in claim 8, it is characterised in that：The heat that hot water described in step A is 60 DEG C -80 DEG C
Water, mixing speed are 1800 revs/min.
10. transparent water-resistant adhesive as claimed in claim 8, it is characterised in that：In 0.01-0.1MPa pressure described in step B
Under, cure under the conditions of 60 DEG C/12 hours.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810114795.7A CN108342178A (en) | 2018-02-06 | 2018-02-06 | A kind of transparent water-resistant adhesive and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810114795.7A CN108342178A (en) | 2018-02-06 | 2018-02-06 | A kind of transparent water-resistant adhesive and preparation method thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN108342178A true CN108342178A (en) | 2018-07-31 |
Family
ID=62958918
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201810114795.7A Withdrawn CN108342178A (en) | 2018-02-06 | 2018-02-06 | A kind of transparent water-resistant adhesive and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN108342178A (en) |
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2018
- 2018-02-06 CN CN201810114795.7A patent/CN108342178A/en not_active Withdrawn
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Application publication date: 20180731 |
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