CN113321973B - Treating agent for ultraviolet curing modified EVA/POE material - Google Patents
Treating agent for ultraviolet curing modified EVA/POE material Download PDFInfo
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- CN113321973B CN113321973B CN202110266194.XA CN202110266194A CN113321973B CN 113321973 B CN113321973 B CN 113321973B CN 202110266194 A CN202110266194 A CN 202110266194A CN 113321973 B CN113321973 B CN 113321973B
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- 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
- C09D115/00—Coating compositions based on rubber derivatives
- C09D115/02—Rubber derivatives containing halogen
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- 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
- C09D123/00—Coating compositions based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Coating compositions based on derivatives of such polymers
- C09D123/26—Coating compositions based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Coating compositions based on derivatives of such polymers modified by chemical after-treatment
- C09D123/28—Coating compositions based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Coating compositions based on derivatives of such polymers modified by chemical after-treatment by reaction with halogens or compounds containing halogen
- C09D123/286—Chlorinated polyethylene
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- 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
- C09D127/00—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 a halogen; Coating compositions based on derivatives of such polymers
- C09D127/22—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 a halogen; Coating compositions based on derivatives of such polymers modified by chemical after-treatment
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- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
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- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention discloses a treating agent for an ultraviolet curing modified EVA/POE material, which comprises the following raw materials in parts by weight: 3-7 parts of oligomer resin, 5-10 parts of monomer, 3-6 parts of chlorinated modified resin, 1-3 parts of photoinitiator, 0.1-0.3 part of antioxidant, 500 parts of ethyl acetate, 200 parts of methylcyclohexane and 300 parts of butanone, wherein the treating agent has good modification effect on various EVA/POE under the irradiation of a UV LED light source, the material has no shrinkage, the modified EVA/POE material and the polyurethane adhesive show good adhesive force, and the treating agent for modifying the EVA/POE material by adopting UV LED ultraviolet light curing solves the problem that the EVA/POE material modified by the traditional POE UV treating agent needs heat assistance but EVA/POE is heat-shrunk.
Description
Technical Field
The invention belongs to the technical field of shoe treating agents, and particularly relates to a treating agent for ultraviolet curing modified EVA/POE materials.
Background
In the traditional sports shoe manufacturing industry, ultraviolet light energy and infrared heat energy generated by mercury lamp irradiation are used as curing energy, ultraviolet curing resin in the UV treating agent is rapidly cured, and surface modification is carried out on an EVA/POE material in a shoe material, so that the adhesion of the EVA/POE substrate and a polyurethane adhesive is improved. However, when the UV treating agent is cured by irradiation of a mercury lamp, for the heat-sensitive EVA/POE material, the thermal deformation of the material is also caused while infrared radiation generated by irradiation of the mercury lamp is used as an auxiliary curing. The UV LED (ultraviolet light emitting diode) is a cold light source, and has no output in the infrared spectrum range, and the temperature of the material is not increased during irradiation, so that the UV LED (ultraviolet light emitting diode) can be used as the curing energy for modifying the heat-sensitive EVA/POE material, and therefore, the development of a novel treating agent for modifying the EVA/POE material by using the UV LED curing energy (without infrared heat assistance) is urgently needed.
Disclosure of Invention
The invention aims to provide a treating agent for ultraviolet curing modified EVA/POE materials, the preparation method is simple and convenient to operate and easy to produce, the treating agent has good modification effect on various EVA/POE materials under the irradiation of a UV LED light source, the materials do not shrink, and the modified EVA/POE materials and a polyurethane adhesive show good adhesive force so as to solve the problems in the background technology.
In order to achieve the purpose, the invention provides the following technical scheme:
a treating agent for an ultraviolet curing modified EVA/POE material comprises the following raw materials in parts by weight: 3-7 parts of oligomer resin, 5-10 parts of monomer, 3-6 parts of chlorinated modified resin, 1-3 parts of photoinitiator, 0.1-0.3 part of antioxidant, 500 parts of ethyl acetate, 300 parts of methylcyclohexane and 300 parts of butanone;
the preparation of the treating agent for ultraviolet curing modified EVA/POE material comprises the following steps:
the method comprises the following steps: weighing butanone, methylcyclohexane, ethyl acetate and oligomer resin according to the weight parts, introducing the weighed butanone, methylcyclohexane, ethyl acetate and oligomer resin into a stirring kettle, and stirring and dispersing the stirring kettle for 30 minutes at the rotation speed of 300-400rpm/min at the temperature of 40 ℃ to obtain a mixture A;
step two: weighing chlorinated modified resin, slowly adding the chlorinated modified resin into the mixture A obtained in the step one, heating the stirring kettle to 55-60 ℃, and stirring and dispersing the stirring kettle at the temperature for 60 minutes at the rotating speed of 500rpm/min to obtain a mixture B;
step three: and (3) cooling the mixture B obtained in the step two to room temperature, weighing the monomer, the photoinitiator and the antioxidant, and slowly adding the weighed monomer, photoinitiator and antioxidant into the mixture B in sequence, so that the stirring kettle is stirred and dispersed for 30 minutes at the rotating speed of 300rpm/min, thereby obtaining the treating agent for the ultraviolet curing modified EVA/POE material.
As a still further scheme of the invention: the oligomer resin is polyacrylic resin and polyurethane resin, and the weight ratio of the polyacrylic resin to the polyurethane resin is 1-1.5: 1.
As a still further scheme of the invention: the chlorinated modified resin is formed by mixing one or more of chlorinated polyisoprene rubber, chlorinated modified polyethylene resin and acrylate modified vinyl chloride-vinyl acetate resin.
As a still further scheme of the invention: the monomer is 1, 6-hexanediol diacrylate and tripropylene glycol diacrylate with two functionalities, and the ratio of the two is 6: 4.
As a still further scheme of the invention: the monomer comprises hydroxyethyl acrylate with the functionality of 1 and pentaerythritol ethoxy tetraacrylate with the functionality of 3, wherein the ratio of the hydroxyethyl acrylate to the pentaerythritol ethoxy tetraacrylate is 8: 2.
As a still further scheme of the invention: the photoinitiator is a compound of cracking type 2-hydroxy-2-methyl phenyl acetone or 1-hydroxycyclohexyl phenyl ketone and hydrogen abstraction type benzophenone.
As a still further scheme of the invention: the antioxidant is antioxidant 1010.
Compared with the prior art, the invention has the beneficial effects that:
1. the invention provides a treating agent for ultraviolet light curing modified EVA/POE, the preparation method is simple and convenient to operate and easy to produce, the treating agent has good modification effect on various EVA/POE under the irradiation of a UV LED ultraviolet light source, the material has no shrinkage, and the modified EVA/POE material and a polyurethane adhesive show good adhesive force;
2. the low polymer resin is polyacrylic resin and polyurethane resin, wherein the polyacrylic resin has similar polarity with EVA materials, so that the affinity to EVA can be improved, and the polyurethane resin is used as a film forming substance, so that the polyurethane resin has excellent physical and chemical properties, the bonding strength with polyurethane glue can be improved, and the preparation quality of a treating agent is improved;
3. the chlorinated modified resin is one or a mixture of chlorinated polyisoprene rubber, chlorinated modified polyethylene resin and acrylate modified vinyl chloride-vinyl acetate copolymer, and the chlorinated resin or the chlorinated modified rubber can enhance the affinity to a weak-polarity EVA base material, and meanwhile, the chlorinated modified resin has the adhesive force to polar polyurethane glue and improves the preparation quality of the treating agent;
4. the single-functionality monomer has the advantages of improving the permeation effect on the base material, along with high reactivity, high crosslinking density, excellent compatibility and adhesive force and improvement on the preparation quality of the treating agent;
5. the photoinitiator adopts a high-efficiency photoinitiator which is close to the curing wavelength of the treating agent, wherein 2-hydroxy-2-methyl phenyl acetone or 1-hydroxy cyclohexyl phenyl ketone is adopted as a broadband initiator, so that the defect of insufficient initiating efficiency of benzophenone in an LED waveband can be made up, and the preparation quality of the treating agent is improved.
Detailed Description
The technical solutions in the embodiments of the present invention are clearly and completely described below, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Example one
A treating agent for an ultraviolet curing modified EVA/POE material comprises the following raw materials in parts by weight: 6 parts of oligomer resin, 7 parts of monomer, 5 parts of chlorinated modified resin, 2 parts of photoinitiator, 0.2 part of antioxidant, 500 parts of ethyl acetate, 200 parts of methylcyclohexane and 280 parts of butanone;
the preparation of the treating agent for ultraviolet curing modified EVA/POE material comprises the following steps:
the method comprises the following steps: weighing butanone, methylcyclohexane, ethyl acetate and oligomer resin according to the weight parts, introducing the weighed butanone, methylcyclohexane, ethyl acetate and oligomer resin into a stirring kettle, and stirring and dispersing the stirring kettle for 30 minutes at the rotation speed of 300-400rpm/min at the temperature of 40 ℃ to obtain a mixture A;
step two: weighing chlorinated modified resin, slowly adding the chlorinated modified resin into the mixture A obtained in the step one, heating the stirring kettle to 55-60 ℃, and stirring and dispersing the stirring kettle at the temperature for 60 minutes at the rotating speed of 500rpm/min to obtain a mixture B;
step three: and (3) cooling the mixture B obtained in the step two to room temperature, weighing the monomer, the photoinitiator and the antioxidant, and slowly adding the weighed monomer, photoinitiator and antioxidant into the mixture B in sequence, so that the stirring kettle is stirred and dispersed for 30 minutes at the rotating speed of 300rpm/min, thereby obtaining the treating agent for the ultraviolet curing modified EVA/POE material.
Selecting two kinds of white and black foaming EVA middle sole materials and rubber materials to prepare a test piece, wherein the preparation method of the test piece comprises the following steps:
s1: cutting EVA and rubber materials into test pieces of 2.54x10cm according to specifications, grinding and roughing the rubber test pieces by a grinding machine, cleaning and dedusting, putting the rubber test pieces into a 70 ℃ oven for 5 minutes for drying, then adding a rubber treating agent (containing 2% of B powder) on the rubber, putting the rubber treating agent into the 70 ℃ oven for 3 minutes, taking out and cooling for later use;
s2: cleaning the cut EVA test piece with butanone, putting the cut EVA test piece into a 50-55 ℃ oven for 3 minutes, taking out, coating with the UV LED ultraviolet curing treatment agent prepared by S1, putting the cut EVA test piece into the 50-55 ℃ oven for 3 minutes, taking out, irradiating in a UV LED irradiation machine, taking out after irradiation, coating with the aqueous polyurethane adhesive (5% of hardening agent) together with the previously treated rubber test piece, putting the rubber test piece into the 55-60 ℃ oven for 5 minutes, taking out, immediately attaching, pressurizing with a flat press under the pressure of 25kg for 12 seconds, and respectively preparing a white EVA material test piece and a black EVA material test piece.
The tensile test is carried out according to the national standard GB/T2791-1995, namely the initial tensile test method: the timing is started after the pressing of the manufactured test piece is finished, the tension condition is tested immediately after 5 minutes, and the tension testing method in the later stage comprises the following steps: and starting timing after the pressing of the manufactured test piece is finished, and testing the tension condition after 24 hours.
The result shows that the white EVA and the black EVA material have the shrinkage rate of 0 percent (the traditional UV irradiation shrinkage rate is 3 to 5 percent), the initial tension of the white or black EVA material is 4.5 to 6.5N/mm, the EVA can be broken by 100 percent, and the later tension of the white or black EVA material is 5.5 to 7.0N/mm, and the EVA can be broken by 100 percent.
Example two
A treating agent for an ultraviolet curing modified POE (POE: EVA: 6:4) material comprises the following raw materials in parts by weight: 5 parts of oligomer resin, 9 parts of monomer, 4 parts of chlorinated modified resin, 3 parts of photoinitiator, 0.2 part of antioxidant, 500 parts of ethyl acetate, 200 parts of methylcyclohexane and 280 parts of butanone;
the preparation of the treating agent for ultraviolet curing modified EVA/POE material comprises the following steps:
the method comprises the following steps: weighing butanone, methylcyclohexane, ethyl acetate and oligomer resin according to the weight parts, introducing the weighed butanone, methylcyclohexane, ethyl acetate and oligomer resin into a stirring kettle, and stirring and dispersing the stirring kettle for 30 minutes at the rotation speed of 300-400rpm/min at the temperature of 40 ℃ to obtain a mixture A;
step two: weighing chlorinated modified resin, slowly adding the chlorinated modified resin into the mixture A obtained in the step one, heating the stirring kettle to 55-60 ℃, and stirring and dispersing the stirring kettle at the temperature for 60 minutes at the rotating speed of 500rpm/min to obtain a mixture B;
step three: and (3) cooling the mixture B obtained in the step two to room temperature, weighing the monomer, the photoinitiator and the antioxidant, and slowly adding the weighed monomer, photoinitiator and antioxidant into the mixture B in sequence, so that the stirring kettle is stirred and dispersed for 30 minutes at the rotating speed of 300rpm/min, thereby obtaining the treating agent for the ultraviolet curing modified EVA/POE material.
Selecting two kinds of white and black foaming POE insole materials and rubber materials to manufacture a test piece, wherein the manufacturing method of the test piece comprises the following steps:
s1: cutting POE and rubber materials into test pieces of 2.54x10cm according to specifications, grinding and roughing the rubber test pieces by a grinding machine, cleaning and dedusting, putting the rubber test pieces into a 70 ℃ oven for 5 minutes for drying, then adding a rubber treating agent (containing 2% of B powder) on the rubber, putting the rubber treating agent into the 70 ℃ oven for 3 minutes, taking out and cooling for later use;
s2: cleaning cut POE test pieces with butanone, putting the cut POE test pieces into a 50-55 ℃ oven for 3 minutes, taking out the cut POE test pieces, coating the cut POE test pieces with a UV LED ultraviolet curing treatment agent prepared by S1, putting the cut POE test pieces into a 50-55 ℃ oven for 3 minutes, taking out the cut POE test pieces, irradiating the cut POE test pieces in a UV LED irradiation machine, taking out the UV LED ultraviolet curing treatment agent after irradiation is finished, coating aqueous polyurethane glue (5% of a hardening agent) on the cut POE test pieces together with the previously treated rubber test pieces, putting the cut POE test pieces into a 55-60 ℃ oven for 5 minutes, taking out the cut POE test pieces and immediately attaching the cut POE test pieces, pressurizing the cut POE test pieces by using a flat press under the pressure of 25kg for 12 seconds, and respectively preparing white POE materials and black POE material test pieces.
The tensile test is carried out according to the national standard GB/T2791-1995, namely the initial tensile test method: the timing is started after the pressing of the manufactured test piece is finished, the tension condition is tested immediately after 5 minutes, and the tension testing method in the later stage comprises the following steps: and starting timing after the pressing of the manufactured test piece is finished, and testing the tension condition after 24 hours.
The result shows that the shrinkage of POE (POE: EVA ═ 6:4) material is 0% (traditional UV irradiation shrinkage is 2% -4%), the initial tension of POE (POE: EVA ═ 6:4) material is 2.5-3.5N/mm, the later tension is 4.0-6.0N/mm and the material can be broken by 100%.
The treatment agent for modifying the EVA/POE material by UV LED ultraviolet curing is low in material shrinkage rate and excellent in treatment effect, and the problem that the EVA/POE material modified by the traditional UV treatment agent needs heat assistance and is subjected to EVA/POE heat shrinkage is solved.
Although the present invention has been described in detail with reference to the foregoing embodiments, it will be apparent to those skilled in the art that various changes in the embodiments and/or modifications of the invention can be made, and equivalents and modifications of some features of the invention can be made without departing from the spirit and scope of the invention.
Claims (4)
1. The treating agent for the ultraviolet curing modified EVA/POE material is characterized by comprising the following raw materials in parts by weight: 3-7 parts of oligomer resin, 5-10 parts of monomer, 3-6 parts of chlorinated modified resin, 1-3 parts of photoinitiator, 0.1-0.3 part of antioxidant, 500 parts of ethyl acetate, 300 parts of methylcyclohexane and 300 parts of butanone;
the preparation of the treating agent for ultraviolet curing modified EVA/POE material comprises the following steps:
the method comprises the following steps: weighing butanone, methylcyclohexane, ethyl acetate and oligomer resin according to the weight parts, introducing the weighed butanone, methylcyclohexane, ethyl acetate and oligomer resin into a stirring kettle, and stirring and dispersing the stirring kettle for 30 minutes at the rotation speed of 300-400rpm at the temperature of 40 ℃ to obtain a mixture A;
step two: weighing chlorinated modified resin, slowly adding the chlorinated modified resin into the mixture A obtained in the step one, heating the stirring kettle to 55-60 ℃, and stirring and dispersing the stirring kettle at the temperature for 60 minutes at the rotating speed of 500rpm to obtain a mixture B;
step three: cooling the mixture B obtained in the step two to room temperature, weighing a monomer, a photoinitiator and an antioxidant, slowly adding the weighed monomer, photoinitiator and antioxidant into the mixture B in sequence, and stirring and dispersing the mixture in a stirring kettle at a rotating speed of 300rpm for 30 minutes to obtain the treating agent for the ultraviolet curing modified EVA/POE material;
the oligomer resin is polyacrylic resin and polyurethane resin, and the weight ratio of the polyacrylic resin to the polyurethane resin is 1-1.5: 1;
the chlorinated modified resin is formed by mixing one or more of chlorinated polyisoprene rubber, chlorinated modified polyethylene resin and acrylate modified vinyl chloride-vinyl acetate resin;
the photoinitiator is a compound of a cracking photoinitiator and hydrogen abstraction benzophenone, and the cracking photoinitiator is 2-hydroxy-2-methyl phenyl acetone or 1-hydroxy cyclohexyl phenyl ketone.
2. The treating agent for the UV-curable modified EVA/POE material of claim 1, wherein the monomers are 1, 6-hexanediol diacrylate and tripropylene glycol diacrylate with a ratio of 6: 4.
3. The treating agent for the UV-curable modified EVA/POE material of claim 1, wherein the monomers are hydroxyethyl acrylate with a functionality of 1 and pentaerythritol ethoxy tetraacrylate with a functionality of 4, respectively, and the ratio of the two is 8: 2.
4. The treating agent for the ultraviolet-curing modified EVA/POE material of claim 1, wherein the antioxidant is antioxidant 1010.
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| CN202110266194.XA CN113321973B (en) | 2021-03-11 | 2021-03-11 | Treating agent for ultraviolet curing modified EVA/POE material |
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| CN202110266194.XA CN113321973B (en) | 2021-03-11 | 2021-03-11 | Treating agent for ultraviolet curing modified EVA/POE material |
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| CN116285505B (en) * | 2022-12-19 | 2023-10-20 | 南宝树脂（佛山）有限公司 | Water-based treating agent suitable for high-elasticity EVA material and preparation method thereof |
Citations (4)
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| CN1457981A (en) * | 2002-05-17 | 2003-11-26 | 长春一塑汽车内饰材料有限公司 | Plastic composite sheet and its producing method |
| CN109722199A (en) * | 2018-12-29 | 2019-05-07 | 络派科技(深圳)有限公司 | A kind of UV adhesive and preparation method thereof heating removing |
| WO2019206845A1 (en) * | 2018-04-25 | 2019-10-31 | Basf Se | Process for the production of strongly adherent (embossed) films on flexible substrates |
| WO2020115559A1 (en) * | 2018-12-03 | 2020-06-11 | Arkema France | Curable heat-seal adhesives for bonding polymers |
-
2021
- 2021-03-11 CN CN202110266194.XA patent/CN113321973B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1457981A (en) * | 2002-05-17 | 2003-11-26 | 长春一塑汽车内饰材料有限公司 | Plastic composite sheet and its producing method |
| WO2019206845A1 (en) * | 2018-04-25 | 2019-10-31 | Basf Se | Process for the production of strongly adherent (embossed) films on flexible substrates |
| WO2020115559A1 (en) * | 2018-12-03 | 2020-06-11 | Arkema France | Curable heat-seal adhesives for bonding polymers |
| CN109722199A (en) * | 2018-12-29 | 2019-05-07 | 络派科技(深圳)有限公司 | A kind of UV adhesive and preparation method thereof heating removing |
Non-Patent Citations (1)
| Title |
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| "一种增强型EVA处理剂的研制方法";周义;《中国胶粘剂》;20091031;第18卷(第10期);第64页 * |
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