CN111040684A - Preparation method of flame-retardant modified acrylate pressure-sensitive adhesive - Google Patents
Preparation method of flame-retardant modified acrylate pressure-sensitive adhesive Download PDFInfo
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- CN111040684A CN111040684A CN201911384908.6A CN201911384908A CN111040684A CN 111040684 A CN111040684 A CN 111040684A CN 201911384908 A CN201911384908 A CN 201911384908A CN 111040684 A CN111040684 A CN 111040684A
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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
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J151/00—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
- C09J151/08—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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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
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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
- C08F283/10—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polymers containing more than one epoxy radical per molecule
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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
- 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
- C09J11/04—Non-macromolecular additives inorganic
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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)
- Inorganic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention discloses a preparation method of flame-retardant modified acrylate pressure-sensitive adhesive, which comprises the following steps: s1, mixing bisphenol A epoxy resin, methyl methacrylate, butyl acrylate and acrylic acid to obtain mixed resin, and dissolving sodium dodecyl sulfate and sodium stearyl lactate in deionized water to obtain emulsion; then mixing the mixed resin with the emulsion, adding cyanate ester resin and ammonium persulfate, stirring, and cooling to obtain a modified emulsion; s2, mixing 16-20 parts of phosphorus flame retardant TEPA, 7-8 parts of silica sol and 25-30 parts of modified emulsion, and stirring; and adding 50-80 parts of absolute ethyl alcohol and 0.1-1 part of initiator, stirring, and cooling to obtain the flame-retardant modified acrylate pressure-sensitive adhesive. The invention also provides the flame-retardant modified acrylate pressure-sensitive adhesive prepared by the method. The flame-retardant modified acrylate pressure-sensitive adhesive disclosed by the invention eliminates the pollution of a halogen flame retardant to the environment, and simultaneously, the obtained flame-retardant pressure-sensitive adhesive is stable, so that the problem of pressure sensitivity and flame retardance balance is solved.
Description
Technical Field
The invention relates to the technical field of pressure-sensitive adhesive preparation, in particular to a preparation method of a flame-retardant modified acrylate pressure-sensitive adhesive.
Background
The acrylate pressure-sensitive adhesive not only has the advantages of light and color retention and strong durability, but also does not release hydrogen halide corrosive gas during combustion, so the dosage of the acrylate pressure-sensitive adhesive accounts for more than 90 percent of the total pressure-sensitive adhesive consumption, and the annual consumption is 80 ten thousand tons. Many new functional pressure sensitive adhesive products using acrylate copolymers as binders have been developed and used in many fields. However, the problems commonly existing in the flame-retardant acrylate pressure-sensitive adhesive sold in the market at present are as follows: (1) acrylate copolymers are flammable polymers of three elements, carbon, hydrogen and oxygen, and are limited in applications where flame retardancy is desired (e.g., cabin carpet bonding). (2) With the increasing awareness of environmental protection and the promulgation of new environmental regulations, many flame-retardant pressure-sensitive adhesives and adhesive tape products made of neoprene as a base adhesive or a halogen-containing flame retardant are severely restricted. (3) In order to improve the flame retardant property of the pressure sensitive adhesive, a common method is to add a flame retardant to the adhesive. However, the flame retardance of the pressure-sensitive adhesive is improved by only externally adding a flame retardant, and the pressure-sensitive property and the flame retardance are difficult to reach a balanced state.
Chinese patent CN200510028764.2 relates to a halogen-free flame retardant for acrylic pressure-sensitive adhesive tapes and a preparation method thereof, wherein the flame retardant comprises the following components in percentage by weight: 0 to 50 percent of organic halogen-free phosphate, 20 to 90 percent of inorganic matter and 5 to 50 percent of nitrogen-containing compound; the preparation method of the flame retardant comprises the steps of mixing the halogen-free flame retardant, mixing the flame retardant mixture and the organic solvent into slurry according to the weight ratio of 1: 1, grinding the slurry by a ball mill for 2-4 hours, sieving the slurry by a 120-mesh sieve, pouring the sieved liquid into the required flame-retardant acrylic pressure-sensitive adhesive, uniformly stirring to obtain the acrylic pressure-sensitive adhesive containing the halogen-free flame retardant, and finally coating the acrylic pressure-sensitive adhesive containing the halogen-free flame retardant on a base material to prepare the acrylic pressure-sensitive adhesive tape. Although the flame retardance of the acrylic pressure-sensitive adhesive tape obtained by the method of adding the flame retardant is obviously improved, the initial viscosity of the adhesive tape is reduced.
Disclosure of Invention
The invention aims to solve the technical problem of providing a preparation method of a flame-retardant modified acrylate pressure-sensitive adhesive, which eliminates the pollution of a halogen flame retardant to the environment, and simultaneously, the obtained flame-retardant pressure-sensitive adhesive is stable, and the balance problem of pressure sensitivity and flame retardance is solved.
In order to solve the technical problems, the invention provides a preparation method of a flame-retardant modified acrylate pressure-sensitive adhesive, which comprises the following steps:
s1, mixing bisphenol A epoxy resin, methyl methacrylate, butyl acrylate and acrylic acid to obtain mixed resin, and dissolving sodium dodecyl sulfate and sodium stearyl lactate in deionized water to obtain emulsion; then mixing the mixed resin with the emulsion, adding cyanate ester resin and ammonium persulfate, stirring, and cooling to obtain a modified emulsion;
s2, mixing 16-20 parts of phosphorus flame retardant TEPA, 7-8 parts of silica sol and 25-30 parts of the modified emulsion, and stirring; and adding 50-80 parts of absolute ethyl alcohol and 0.1-1 part of initiator, stirring for reaction, and cooling after the reaction is finished to obtain the flame-retardant modified acrylate pressure-sensitive adhesive.
Further, in the step S1, the weight parts of the bisphenol A epoxy resin, the methyl methacrylate, the butyl acrylate and the acrylic acid in the mixed resin are respectively 20 to 40 parts, 10 to 25 parts, 10 to 20 parts and 5 to 15 parts.
Further, in step S1, the weight parts of sodium dodecyl sulfate, sodium stearyl lactate and deionized water in the emulsion are 0.1 to 0.5 part, 0.5 to 1.5 parts and 50 to 100 parts, respectively.
Further, in step S1, in the modified emulsion, the weight parts of the mixed resin, the emulsion, the cyanate ester resin and the ammonium persulfate are 30 to 50 parts, 5 to 10 parts and 1 to 3 parts, respectively.
Further, the preparation method of the silica sol comprises the following steps:
mixing 100-200 parts of deionized water, 20-50 parts of ethyl orthosilicate and 10-30 parts of absolute ethyl alcohol, and heating to 40-60 ℃; adding hydrochloric acid, adjusting the pH value to 2-4, and reacting for 3-6 hours in a heat preservation manner; and (3) after the reaction liquid is subjected to ultrasonic dispersion, standing and aging for 12-24 hours to obtain the silica sol.
Further, the initiator is azobisisobutyronitrile.
The invention also provides the flame-retardant modified acrylate pressure-sensitive adhesive prepared by the preparation method.
The invention has the beneficial effects that:
1. according to the invention, the phosphorus flame retardant TEPA is added in the copolymerization process of the acrylate monomer, so that the phosphorus flame retardant group is grafted on the acrylate molecular chain, and the acrylate pressure-sensitive adhesive is endowed with flame retardancy. The preparation method eliminates the pollution of halogen flame retardant to the environment, and simultaneously, the obtained flame-retardant pressure-sensitive adhesive is stable, thereby solving the problem of balance between pressure sensitivity and flame retardance.
2. The silica sol is a dispersion liquid of nano-scale silica particles in water or a solvent, and has strong penetrability on a base layer due to small colloidal particles; when water in the silica sol evaporates, the colloidal particles penetrate the surface of the substrate and firmly adhere to the surface of the object, and silica bonds are formed between the particles. Therefore, the silica sol is added in the synthesis process of the acrylate, so that the adhesive force between the acrylate pressure-sensitive adhesive and the base material can be greatly increased, the existing tackifier in the acrylate pressure-sensitive adhesive is replaced, the tackifying effect is better, the cost is low, and the environment is protected.
Detailed Description
The present invention is further described below in conjunction with specific examples to enable those skilled in the art to better understand the present invention and to practice it, but the examples are not intended to limit the present invention.
Example 1: preparation of silica Sol
Mixing 100 parts of deionized water, 30 parts of ethyl orthosilicate and 10 parts of absolute ethyl alcohol, and heating to 40-45 ℃; adding hydrochloric acid, adjusting the pH value to 2-2.5, and reacting for 5 hours in a heat preservation manner; and (3) after the reaction liquid is subjected to ultrasonic dispersion, standing and aging for 24 hours to obtain the silica sol.
Example 2: preparation of flame-retardant modified acrylate pressure-sensitive adhesive
The embodiment provides a preparation method of a flame-retardant modified acrylate pressure-sensitive adhesive, which comprises the following steps:
s1, mixing 25 parts of bisphenol A epoxy resin, 20 parts of methyl methacrylate, 15 parts of butyl acrylate and 15 parts of acrylic acid to obtain mixed resin, and dissolving 0.2 part of sodium dodecyl sulfate and 1 part of sodium stearyl lactate in 100 parts of deionized water to obtain emulsion; then mixing 50 parts of mixed resin with 50 parts of emulsion, adding 8 parts of cyanate ester resin and 2 parts of ammonium persulfate, stirring, and cooling to obtain modified emulsion;
s2, mixing 18 parts of phosphorus flame retardant TEPA, 8 parts of silica sol and 25 parts of modified emulsion, and stirring; and adding 60 parts of absolute ethyl alcohol and 0.6 part of initiator, stirring to react, and cooling after the reaction is finished to obtain the flame-retardant modified acrylate pressure-sensitive adhesive.
Example 3: preparation of flame-retardant modified acrylate pressure-sensitive adhesive
The embodiment provides a preparation method of a flame-retardant modified acrylate pressure-sensitive adhesive, which comprises the following steps:
s1, mixing 30 parts of bisphenol A epoxy resin, 15 parts of methyl methacrylate, 15 parts of butyl acrylate and 10 parts of acrylic acid to obtain mixed resin, and dissolving 0.4 part of sodium dodecyl sulfate and 1.2 parts of sodium stearyl lactate in 80 parts of deionized water to obtain emulsion; then, mixing 40 parts of mixed resin with 40 parts of emulsion, adding 10 parts of cyanate ester resin and 1 part of ammonium persulfate, stirring, and cooling to obtain modified emulsion;
s2, mixing 20 parts of phosphorus flame retardant TEPA, 8 parts of silica sol and 30 parts of modified emulsion, and stirring; and adding 80 parts of absolute ethyl alcohol and 1 part of initiator, stirring to react, and cooling after the reaction is finished to obtain the flame-retardant modified acrylate pressure-sensitive adhesive.
Example 4: preparation of flame-retardant modified acrylate pressure-sensitive adhesive
The embodiment provides a preparation method of a flame-retardant modified acrylate pressure-sensitive adhesive, which comprises the following steps:
s1, mixing 20 parts of bisphenol A epoxy resin, 10 parts of methyl methacrylate, 15 parts of butyl acrylate and 15 parts of acrylic acid to obtain mixed resin, and dissolving 0.2 part of sodium dodecyl sulfate and 1.0 part of sodium stearyl lactate in 100 parts of deionized water to obtain emulsion; then mixing 30 parts of mixed resin with 50 parts of emulsion, adding 6 parts of cyanate ester resin and 2 parts of ammonium persulfate, stirring, and cooling to obtain modified emulsion;
s2, mixing 16 parts of phosphorus flame retardant TEPA, 8 parts of silica sol and 25 parts of modified emulsion, and stirring; and adding 50 parts of absolute ethyl alcohol and 0.5 part of initiator, stirring to react, and cooling after the reaction is finished to obtain the flame-retardant modified acrylate pressure-sensitive adhesive.
Comparative example 1
The comparative example provides a preparation method of a flame-retardant modified acrylate pressure-sensitive adhesive, which comprises the following steps:
s1, mixing 25 parts of bisphenol A epoxy resin, 20 parts of methyl methacrylate, 15 parts of butyl acrylate and 15 parts of acrylic acid to obtain mixed resin, and dissolving 0.2 part of sodium dodecyl sulfate and 1 part of sodium stearyl lactate in 100 parts of deionized water to obtain emulsion; then mixing 50 parts of mixed resin with 50 parts of emulsion, adding 8 parts of cyanate ester resin and 2 parts of ammonium persulfate, stirring, and cooling to obtain modified emulsion;
s2, mixing 18 parts of phosphorus flame retardant TEPA and 25 parts of modified emulsion, and stirring; and adding 60 parts of absolute ethyl alcohol and 0.6 part of initiator, stirring to react, and cooling after the reaction is finished to obtain the flame-retardant modified acrylate pressure-sensitive adhesive.
Comparative example 2
The comparative example provides a preparation method of a flame-retardant modified acrylate pressure-sensitive adhesive, which comprises the following steps:
s1, mixing 25 parts of bisphenol A epoxy resin, 20 parts of methyl methacrylate, 15 parts of butyl acrylate and 15 parts of acrylic acid to obtain mixed resin, and dissolving 0.2 part of sodium dodecyl sulfate and 1 part of sodium stearyl lactate in 100 parts of deionized water to obtain emulsion; then mixing 50 parts of mixed resin with 50 parts of emulsion, adding 8 parts of cyanate ester resin and 2 parts of ammonium persulfate, stirring, and cooling to obtain modified emulsion;
s2, mixing 8 parts of silica sol and 25 parts of modified emulsion, and stirring; then adding 60 parts of absolute ethyl alcohol and 0.6 part of initiator, stirring for reaction, and cooling after the reaction is finished; and adding 18 parts of phosphorus flame retardant TEPA, and uniformly mixing to obtain the flame-retardant modified acrylate pressure-sensitive adhesive.
According to the glue application amount of 50g/m2Is divided into three partsThe prepared pressure-sensitive adhesive is uniformly coated on aluminum foil glass fiber cloth (300mm multiplied by 25mm) each time, and the pressure-sensitive adhesive is put into a blast drying oven and dried for 10min at 110 ℃ to obtain a test sample.
The samples were tested for initial tack, permanent tack and 180 ℃ peel strength according to GB4852-2002, GB4851-1998, GB/T2792-1998 standards; the samples were tested for combustion performance according to GB/T15903-1995 standard and the results are shown in the following table.
From the results in the table, it can be seen that the flame-retardant modified acrylate pressure-sensitive adhesives of the examples of the present invention have better initial adhesion, holding adhesion and peel strength, and have better flame retardancy compared to the comparative examples.
The above-mentioned embodiments are merely preferred embodiments for fully illustrating the present invention, and the scope of the present invention is not limited thereto. The equivalent substitution or change made by the technical personnel in the technical field on the basis of the invention is all within the protection scope of the invention. The protection scope of the invention is subject to the claims.
Claims (7)
1. The preparation method of the flame-retardant modified acrylate pressure-sensitive adhesive is characterized by comprising the following steps of:
s1, mixing bisphenol A epoxy resin, methyl methacrylate, butyl acrylate and acrylic acid to obtain mixed resin, and dissolving sodium dodecyl sulfate and sodium stearyl lactate in deionized water to obtain emulsion; then mixing the mixed resin with the emulsion, adding cyanate ester resin and ammonium persulfate, stirring, and cooling to obtain a modified emulsion;
s2, mixing 16-20 parts of phosphorus flame retardant TEPA, 7-8 parts of silica sol and 25-30 parts of the modified emulsion, and stirring; and adding 50-80 parts of absolute ethyl alcohol and 0.1-1 part of initiator, stirring for reaction, and cooling after the reaction is finished to obtain the flame-retardant modified acrylate pressure-sensitive adhesive.
2. The method for preparing the flame-retardant modified acrylate pressure-sensitive adhesive according to claim 1, wherein in the step S1, the weight parts of the bisphenol A type epoxy resin, the methyl methacrylate, the butyl acrylate and the acrylic acid in the mixed resin are respectively 20-40 parts, 10-25 parts, 10-20 parts and 5-15 parts.
3. The method for preparing the flame-retardant modified acrylate pressure-sensitive adhesive according to claim 1, wherein in step S1, the weight parts of sodium dodecyl sulfate, sodium stearyl lactate and deionized water in the emulsion are 0.1-0.5 part, 0.5-1.5 parts and 50-100 parts, respectively.
4. The method for preparing the flame-retardant modified acrylate pressure-sensitive adhesive according to claim 1, wherein in the step S1, the weight parts of the mixed resin, the emulsion, the cyanate ester resin and the ammonium persulfate in the modified emulsion are respectively 30-50 parts, 5-10 parts and 1-3 parts.
5. The preparation method of the flame-retardant modified acrylate pressure-sensitive adhesive according to claim 1, wherein the preparation method of the silica sol comprises the following steps:
mixing 100-200 parts of deionized water, 20-50 parts of ethyl orthosilicate and 10-30 parts of absolute ethyl alcohol, and heating to 40-60 ℃; adding hydrochloric acid, adjusting the pH value to 2-4, and reacting for 3-6 hours in a heat preservation manner; and (3) after the reaction liquid is subjected to ultrasonic dispersion, standing and aging for 12-24 hours to obtain the silica sol.
6. The method of claim 1, wherein the initiator is azobisisobutyronitrile.
7. The flame-retardant modified acrylate pressure-sensitive adhesive prepared by the preparation method according to any one of claims 1 to 6.
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN114525092A (en) * | 2022-03-16 | 2022-05-24 | 哥俩好新材料股份有限公司 | High-thixotropic flame-retardant water-based transparent nail-free adhesive and preparation method thereof |
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CN102391800A (en) * | 2011-09-13 | 2012-03-28 | 北京高盟新材料股份有限公司 | Water-based flame-retardant acrylate pressure sensitive adhesive and preparation method thereof |
CN102518003A (en) * | 2011-12-27 | 2012-06-27 | 四川东材科技集团股份有限公司 | Preparation method for halogen-free flame retardant polyester labeled paper |
KR101683739B1 (en) * | 2016-09-20 | 2016-12-07 | 주식회사 코스펙스 | An emulsion adhesive composition for manufacturing polystyrene foam and the making method thereof |
CN108342173A (en) * | 2018-02-10 | 2018-07-31 | 刘滨 | A kind of preparation method of modified acroleic acid ester pressure-sensitive |
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- 2019-12-28 CN CN201911384908.6A patent/CN111040684A/en active Pending
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
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CN102391800A (en) * | 2011-09-13 | 2012-03-28 | 北京高盟新材料股份有限公司 | Water-based flame-retardant acrylate pressure sensitive adhesive and preparation method thereof |
CN102518003A (en) * | 2011-12-27 | 2012-06-27 | 四川东材科技集团股份有限公司 | Preparation method for halogen-free flame retardant polyester labeled paper |
KR101683739B1 (en) * | 2016-09-20 | 2016-12-07 | 주식회사 코스펙스 | An emulsion adhesive composition for manufacturing polystyrene foam and the making method thereof |
CN108342173A (en) * | 2018-02-10 | 2018-07-31 | 刘滨 | A kind of preparation method of modified acroleic acid ester pressure-sensitive |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
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CN114525092A (en) * | 2022-03-16 | 2022-05-24 | 哥俩好新材料股份有限公司 | High-thixotropic flame-retardant water-based transparent nail-free adhesive and preparation method thereof |
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Application publication date: 20200421 |