CN111647360A - Formula and preparation method of degradable UV glue - Google Patents

Formula and preparation method of degradable UV glue Download PDF

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Publication number
CN111647360A
CN111647360A CN202010572003.8A CN202010572003A CN111647360A CN 111647360 A CN111647360 A CN 111647360A CN 202010572003 A CN202010572003 A CN 202010572003A CN 111647360 A CN111647360 A CN 111647360A
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Prior art keywords
glue
photoinitiator
acrylic acid
degradable
forming resin
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CN202010572003.8A
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Chinese (zh)
Inventor
朴峰虎
李燕
田基斯
孟昭海
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Shanghai Shizhao New Material Technology Co.,Ltd.
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Shanghai Chaohui New Material Technology Co ltd
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J4/00Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
    • C09J4/06Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00Layered products comprising a layer of synthetic resin
    • B32B27/06Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • B32B27/08Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00Layered products comprising a layer of synthetic resin
    • B32B27/32Layered products comprising a layer of synthetic resin comprising polyolefins
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00Layered products comprising a layer of synthetic resin
    • B32B27/34Layered products comprising a layer of synthetic resin comprising polyamides
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00Layered products comprising a layer of synthetic resin
    • B32B27/36Layered products comprising a layer of synthetic resin comprising polyesters
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B37/00Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding
    • B32B37/12Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding characterised by using adhesives
    • B32B37/1284Application of adhesive
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B38/00Ancillary operations in connection with laminating processes
    • B32B38/16Drying; Softening; Cleaning
    • B32B38/164Drying
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B7/00Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/04Interconnection of layers
    • B32B7/12Interconnection of layers using interposed adhesives or interposed materials with bonding properties
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F251/00Macromolecular compounds obtained by polymerising monomers on to polysaccharides or derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F283/00Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
    • C08F283/006Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polymers provided for in C08G18/00
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F283/00Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
    • C08F283/02Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polycarbonates or saturated polyesters
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F283/00Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
    • C08F283/04Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polycarbonamides, polyesteramides or polyimides
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2250/00Layers arrangement
    • B32B2250/24All layers being polymeric

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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)
  • Macromonomer-Based Addition Polymer (AREA)

Abstract

The invention discloses a formula and a preparation method of degradable UV glue, wherein the formula comprises a polymerized film-forming resin, a photoinitiator and a diluent, and is characterized in that the polymerized film-forming resin comprises any one but not only one resin type of high-molecular polymers of polylactic acid, polyhydroxyalkanoate, starch glue and carbamate and PA, and the preparation method of the formula comprises the following steps of S1: the UV glue is prepared according to the following proportion of 30-50% of oligomer, 40-60% of active monomer, 3-10% of photoinitiator and 1-10% of auxiliary agent. The polymerized film-forming resin is any one of polylactic acid (PLA), polyhydroxyalkanoate and starch glue, and the starch and biodegradable polyester (PLA, PCL and the like) compounds are blended, so that the compatibility of the two can be improved, the production cost can be reduced, and the obtained product has the characteristic of complete degradation.

Description

Formula and preparation method of degradable UV glue
Technical Field
The invention relates to the technical field of UV glue, in particular to a formula and a preparation method of degradable UV glue.
Background
The UV glue is prepared by adding a photoinitiator (or photosensitizer) into a resin with a special formula, and generating active free radicals or ionic groups after absorbing high-intensity ultraviolet light in Ultraviolet (UV) light curing equipment so as to initiate polymerization, crosslinking and grafting reactions, so that the liquid of the resin (UV coating, ink, adhesive and the like) is converted into a solid state within seconds (different), wherein the change process is called as 'UV curing'). Such resins that require absorption of ultraviolet light to be fully cured are known as UV glues. UV glues are generally divided into two major systems: acrylate systems and epoxy systems.
The instability adopted in the existing degradable glue is too high, and the later degradation degree is limited under the operation of some common basic resins, so that the adhesive surface can be remained and damaged.
Disclosure of Invention
Based on the technical problems in the background art, the invention provides a formula and a preparation method of degradable UV glue.
The invention provides a formula of degradable UV glue, which comprises a polymerized film-forming resin, a photoinitiator and a diluent, and is characterized in that the polymerized film-forming resin comprises any but not only one resin type of polylactic acid, polyhydroxyalkanoate, starch glue, a high polymer of carbamate and PA, the photoinitiator comprises any but not only one initiator type of benzoin and derivatives thereof, acetophenone derivatives and oxime esters of alkyl-phenyl ketone, the diluent comprises any but not only one diluent type of acrylic acid, acrylic acid monoester, tripropylene glycol diacrylate, trimethylolpropane triacrylate, pentaerythritol triacrylate, vinyl monomers such as styrene, vinyl acetate and allyl monomers, and the benzoin and the derivatives thereof comprise the following three types: benzoin ether, benzil acetal, is dimethoxy-2-phenyl acetophenone, acetophenone derivatives, including any one of benzophenone, michael's ketone, diethoxy acetophenone, hydroxycyclohexyl phenyl ketone.
Preferably, the polymeric film-forming resin is polylactic acid, the photoinitiator is benzoin and derivatives thereof, and is preferably benzil acetal, and the diluent comprises a mixed reagent of acrylic acid and acrylic acid monoester.
Preferably, the polymeric film-forming resin is a polyhydroxyalkanoate, the photoinitiator is an acetophenone derivative, and preferably dimethoxy-2-phenylacetophenone, and the diluent comprises any one but not the only reagent of tripropylene glycol diacrylate, trimethylolpropane triacrylate and pentaerythritol triacrylate.
Preferably, the polymeric film-forming resin is a starch gum, the photoinitiator is an oxime ester of an alkyl-phenyl ketone, and preferably hydroxycyclohexyl phenyl ketone, and the diluent comprises any one but not the only reagent of styrene, vinyl acetate and allyl monomers.
Preferably, the polymeric film-forming resin is a high molecular polymer of urethane, the photoinitiator is an acetophenone derivative, and preferably dimethoxy-2-phenylacetophenone, and the diluent comprises any one but not the only reagent of acrylic acid, acrylic acid monoester, tripropylene glycol diacrylate, trimethylolpropane triacrylate, and pentaerythritol triacrylate.
Preferably, the polymeric film-forming resin is PA, the photoinitiator is benzoin and derivatives thereof, and preferably benzoin ether, and the diluent comprises any one but not the only agent of acrylic acid, acrylic acid monoesters, tripropylene glycol diacrylate, trimethylolpropane triacrylate, and pentaerythritol triacrylate.
A preparation method of a formula of degradable UV glue is carried out according to the following steps:
s1: the UV glue is prepared according to the following proportion of 30-50% of oligomer, 40-60% of active monomer, 3-10% of photoinitiator and 1-10% of auxiliary agent;
s2: 1) weighing the raw materials according to the weight percentage of the formula;
2) and sequentially feeding the mixed reagent of polylactic acid/benzil acetal/acrylic acid and acrylic monoester, setting the stirring speed at 1200r/min, and stirring for 20 minutes until the materials are uniformly stirred, thereby obtaining the environment-friendly degradable UV glue.
S3: the UV glue is applied to a film material structure (surface layer base material/base material), and specifically comprises PET/PE, PET/CPP, BOPP/PE, BOPP/CPP, NY/PE and BOPP/VMCPP, and the specific use method comprises the following steps:
(1) roll coating UV glue on the base material by using a guide roller, wherein the glue coating amount is about 10 grams per square meter;
(2) compounding the base material coated with the UV glue on the roller and the surface layer base material by using a compounding machine to obtain a composite film;
(3) and putting the composite film into an LED curing machine for curing, bonding and shaping. .
The beneficial effects of the invention are as follows:
1. the film-forming resin polymerized in the formula of the degradable UV glue is polylactic acid (PLA), also called polylactide, and is polymerized by taking lactic acid as a main raw material, the preparation method mainly comprises a direct polycondensation method and a ring-opening polymerization method, the PLA can be degraded into micromolecules in the environment, and the degradation mechanism is that the PLA is firstly hydrolyzed through a C-O bond on a main bond, and then is further degraded under the action of enzyme to be finally degraded into H2O and CO;
2. the film-forming polymeric resin in the formula of the degradable UV glue is polyhydroxyalkanoate which is a high-molecular polymer stored in cells under the condition of unbalanced growth of microorganisms, widely exists in a plurality of prokaryotes in the nature, has good biocompatibility and biodegradability, can be used as a matrix resin of a biodegradable hot melt adhesive, and is usually modified by adopting other high-molecular materials in order to improve the performance and reduce the cost.
3. The degradable UV glue is characterized in that a polymerized film-forming resin in a formula of the degradable UV glue is starch glue, the starch glue is used as a natural high polymer material adhesive, the starch glue is an adhesive with the longest application history, the starch and biodegradable polyester (PLA, PCL and the like) compounds are blended, the compatibility of the starch and the biodegradable polyester can be improved, the production cost can be reduced, the obtained product has the characteristic of complete degradation, and the like, 0-20% of starch in mass fraction is added into a PLA component, so that the biodegradable hot melt adhesive with good performance is finally prepared.
Drawings
FIG. 1 is a table diagram of a formula of a degradable UV glue and a preparation method thereof.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the drawings in the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments.
Referring to fig. 1, a degradable UV glue formulation includes a polymeric film-forming resin including any but not only one resin type of polylactic acid, polyhydroxyalkanoate, starch glue, a high molecular polymer of urethane, and PA, a photoinitiator including any but not only one initiator type of benzoin and its derivatives, acetophenone derivatives, and oxime esters of alkyl-phenyl ketones, and a diluent including any but not only one diluent type of acrylic acid, acrylic acid monoesters, tripropylene glycol diacrylate, trimethylolpropane triacrylate, pentaerythritol triacrylate, vinyl monomers such as styrene, vinyl acetate, and allyl monomers, benzoin and its derivatives including the following three types: benzoin ether, benzil acetal, is dimethoxy-2-phenyl acetophenone, acetophenone derivatives, including any one of benzophenone, michael's ketone, diethoxy acetophenone, hydroxycyclohexyl phenyl ketone.
Example 1
The polymeric film-forming resin is polylactic acid, the photoinitiator is benzoin and derivatives thereof, and is preferably benzil acetal, and the diluent comprises a mixed reagent of acrylic acid and acrylic acid monoester.
Example 2
The polymeric film-forming resin is a polyhydroxyalkanoate, the photoinitiator is an acetophenone derivative, and preferably dimethoxy-2-phenylacetophenone, and the diluent comprises any one but not the only agent selected from the group consisting of tripropylene glycol diacrylate, trimethylolpropane triacrylate, and pentaerythritol triacrylate.
Example 3
The polymeric film-forming resin is a starch gum, the photoinitiator is an oxime ester of an alkyl-phenyl ketone, and preferably hydroxycyclohexyl phenyl ketone, and the diluent comprises any one but not the only reagent of styrene, vinyl acetate and allyl monomers.
Example 4
The polymeric film-forming resin is a high molecular polymer of urethane, the photoinitiator is an acetophenone derivative, and preferably dimethoxy-2-phenylacetophenone, and the diluent comprises any one but not the only reagent of acrylic acid, acrylic acid monoester, tripropylene glycol diacrylate, trimethylolpropane triacrylate, and pentaerythritol triacrylate.
Example 5
The polymeric film-forming resin is PA, the photoinitiator is benzoin and derivatives thereof, and is preferably benzoin ether, and the diluent comprises any one but not the only agent of acrylic acid, acrylic acid monoesters, tripropylene glycol diacrylate, trimethylolpropane triacrylate, and pentaerythritol triacrylate.
A preparation method of degradable UV glue comprises the following steps:
s1: the UV glue is prepared according to the following proportion of 30-50% of oligomer, 40-60% of active monomer, 3-10% of photoinitiator and 1-10% of auxiliary agent;
s2: 1) weighing the raw materials according to the weight percentage of the formula;
2) and sequentially feeding the mixed reagent of polylactic acid/benzil acetal/acrylic acid and acrylic monoester, setting the stirring speed at 1200r/min, and stirring for 20 minutes until the materials are uniformly stirred, thereby obtaining the environment-friendly degradable UV glue.
S3: the UV glue is applied to a film material structure (surface layer base material/base material), and specifically comprises PET/PE, PET/CPP, BOPP/PE, BOPP/CPP, NY/PE and BOPP/VMCPP, and the specific use method comprises the following steps:
(1) roll coating UV glue on the base material by using a guide roller, wherein the glue coating amount is about 10 grams per square meter;
(2) compounding the base material coated with the UV glue on the roller and the surface layer base material by using a compounding machine to obtain a composite film;
(3) and putting the composite film into an LED curing machine for curing, bonding and shaping. .
The above description is only for the preferred embodiment of the present invention, but the scope of the present invention is not limited thereto, and any person skilled in the art should be considered to be within the technical scope of the present invention, and the technical solutions and the inventive concepts thereof according to the present invention should be equivalent or changed within the scope of the present invention.

Claims (7)

1. A degradable UV glue formulation comprising a polymeric film-forming resin, a photoinitiator and a diluent, wherein the polymeric film-forming resin comprises any but not the only resin types of polylactic acid, polyhydroxyalkanoate, starch glue, high molecular polymers of urethane and PA, the photoinitiator comprises any but not the only initiator type of benzoin and derivatives thereof, acetophenone derivatives and oxime esters of alkyl-phenyl ketones, the diluent comprises any but not the only diluent types of acrylic acid, acrylic acid monoesters, tripropylene glycol diacrylate, trimethylolpropane triacrylate, pentaerythritol triacrylate, vinyl monomers such as styrene, vinyl acetate and allyl monomers, the benzoin and derivatives thereof comprise the following three types: benzoin ether, benzil acetal, is dimethoxy-2-phenyl acetophenone, acetophenone derivatives, including any one of benzophenone, michael's ketone, diethoxy acetophenone, hydroxycyclohexyl phenyl ketone.
2. The degradable UV glue formulation according to claim 1, wherein said polymeric film-forming resin is polylactic acid, said photoinitiator is benzoin and its derivatives, and is preferably benzil acetal, and said diluent comprises a mixed reagent of acrylic acid and acrylic acid monoester.
3. The formulation of claim 1, wherein the polymeric film-forming resin is a polyhydroxyalkanoate, the photoinitiator is an acetophenone derivative, preferably dimethoxy-2-phenylacetophenone, and the diluent comprises any one but not the only reagent selected from the group consisting of tripropylene glycol diacrylate, trimethylolpropane triacrylate, and pentaerythritol triacrylate.
4. The degradable UV glue formulation according to claim 1, wherein said polymeric film-forming resin is a starch glue, said photoinitiator is an oxime ester of an alkyl-phenyl ketone, and preferably hydroxycyclohexyl phenyl ketone, and said diluent comprises any one but not the only agent of styrene, vinyl acetate and allyl monomers.
5. The formulation of claim 1, wherein the polymeric film-forming resin is a high molecular polymer of urethane, the photoinitiator is an acetophenone derivative, preferably dimethoxy-2-phenylacetophenone, and the diluent comprises any one but not the only reagent selected from acrylic acid, acrylic acid monoester, tripropylene glycol diacrylate, trimethylolpropane triacrylate and pentaerythritol triacrylate.
6. The degradable UV glue formulation according to claim 1, wherein said polymeric film-forming resin is PA, said photoinitiator is benzoin and its derivatives, and preferably benzoin ether, and said diluent comprises any one but not the only reagent selected from the group consisting of acrylic acid, acrylic acid monoester, tripropylene glycol diacrylate, trimethylolpropane triacrylate and pentaerythritol triacrylate.
7. The preparation method of the degradable UV glue formula according to claim 1, wherein the preparation method of the degradable UV glue formula is performed according to the following steps:
s1: the UV glue is prepared according to the following proportion of 30-50% of oligomer, 40-60% of active monomer, 3-10% of photoinitiator and 1-10% of auxiliary agent;
s2: 1) weighing the raw materials according to the weight percentage of the formula;
2) and sequentially feeding the mixed reagent of polylactic acid/benzil acetal/acrylic acid and acrylic monoester, setting the stirring speed at 1200r/min, and stirring for 20 minutes until the materials are uniformly stirred, thereby obtaining the environment-friendly degradable UV glue.
S3: the UV glue is applied to a film material structure (surface layer base material/base material), and specifically comprises PET/PE, PET/CPP, BOPP/PE, BOPP/CPP, NY/PE and BOPP/VMCPP, and the specific use method comprises the following steps:
(1) roll coating UV glue on the base material by using a guide roller, wherein the glue coating amount is about 10 grams per square meter;
(2) compounding the base material coated with the UV glue on the roller and the surface layer base material by using a compounding machine to obtain a composite film;
(3) and putting the composite film into an LED curing machine for curing, bonding and shaping.
CN202010572003.8A 2020-06-22 2020-06-22 Formula and preparation method of degradable UV glue Pending CN111647360A (en)

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104004143A (en) * 2014-04-25 2014-08-27 湖北工业大学 Photoactive polylactic acid acrylate degradation material
CN107189750A (en) * 2017-06-02 2017-09-22 华南农业大学 A kind of biodegradable UV curing adhesives of tung oil base and its preparation method and application
CN107418501A (en) * 2017-05-11 2017-12-01 华南农业大学 The biodegradable UV curing adhesives of vegetable oil-based polyols type and preparation method
CN107523253A (en) * 2016-06-17 2017-12-29 德莎欧洲股份公司 Biodegradable pressure-sensitive adhesive
CN109554150A (en) * 2018-10-15 2019-04-02 哈尔滨工业大学无锡新材料研究院 A kind of degradable super biological bonding agent of UV and preparation method thereof

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104004143A (en) * 2014-04-25 2014-08-27 湖北工业大学 Photoactive polylactic acid acrylate degradation material
CN107523253A (en) * 2016-06-17 2017-12-29 德莎欧洲股份公司 Biodegradable pressure-sensitive adhesive
CN107418501A (en) * 2017-05-11 2017-12-01 华南农业大学 The biodegradable UV curing adhesives of vegetable oil-based polyols type and preparation method
CN107189750A (en) * 2017-06-02 2017-09-22 华南农业大学 A kind of biodegradable UV curing adhesives of tung oil base and its preparation method and application
CN109554150A (en) * 2018-10-15 2019-04-02 哈尔滨工业大学无锡新材料研究院 A kind of degradable super biological bonding agent of UV and preparation method thereof

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