CN103865449A - Halogen-free flame retardant pressure-sensitive adhesive and preparation method thereof - Google Patents
Halogen-free flame retardant pressure-sensitive adhesive and preparation method thereof Download PDFInfo
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- CN103865449A CN103865449A CN201410109500.9A CN201410109500A CN103865449A CN 103865449 A CN103865449 A CN 103865449A CN 201410109500 A CN201410109500 A CN 201410109500A CN 103865449 A CN103865449 A CN 103865449A
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Abstract
The invention discloses a halogen-free flame retardant pressure-sensitive adhesive and a preparation method thereof. The raw material formula of the halogen-free flame retardant pressure-sensitive adhesive is composed of the following materials in percentage by weight: 30%-40% of acrylic pressure-sensitive adhesive, 15%-25% of cyclotriphosphazene, 1%-2% of ammonium polyphosphate, 2%-3% of melamine, 0.5%-1.5% of curing agent and the balance of absolute ethyl alcohol. The adhesive prepared by the preparation method is high in binding force, halogen-free, low in toxicity, and excellent in flame retardant property; the adhesive can be applied to a substrate such as PET, and cured and then rolled up, so that a halogen-free flame retardant pressure-sensitive adhesive tape is obtained. The flame retardant effect of the adhesive tape is capable of reaching the grade V-0; meanwhile, the halogen-free flame retardant pressure-sensitive adhesive passes through the environmental detection of the European Union ROHS organization and is up to the European Union ROHS standards. The adhesive is simple in preparation method, few in ingredients added, free of auxiliaries such as a flatting agent, a precipitator, a deformer and an emulsifier, low in production cost, and mild and environment-friendly in preparation conditions.
Description
Technical field
The present invention relates to a kind of sizing agent, particularly a kind of halogen-free flameproof pressure-sensitive adhesive agent and preparation method thereof.This pressure-sensitive adhesive agent can be widely used in electron device and daily life, brings more facility, larger safety coefficient and the environment of environmental protection more to people life.
Background technology
Since 20th century, macromolecular material is used widely, and because macromolecular material is mainly by carbon, hydrogen atom forms, and easily burning brings great disaster hidden-trouble to people's production and life, so flame-retarded technology obtains significant progress.From between early 1950s so far more than 60 year, fire retardant and flame retarded polymeric material have been brought into play important effect reducing aspect the life and property loss that fire causes.
In recent years, the annual average rate of increase of Chinese fire retardant turnout was estimated to reach 15%～20%, far away higher than the level in the whole world 3%～4%.Within 2011, domestic fire retardant industry potential market scale is 980,000 tons of left and right.China's combustion agent is all to have gap with developed country in kind or quantitatively, and DEVELOPMENT PROSPECT is wide.The kind of domestic fire retardant and consumption or take organic fire-retardant as main, although and the most frequently used halogenated flame retardant there is the unrivaled high efficiency of other fire retardants series, it is same very important to environment and people's harm with synergist antimony compounds.Halogen, low cigarette, low-poison and combustion-resisting agent are the targets that people pursue always.21 century, " environmental protection, green " obtains the great attention of various circles of society, and within 2003, European Union takes the lead in releasing ROHS standard.Fire retardant and fire retardant material non-halogen, environmental protection changes into the trend for industry.
Different from other flame retarded polymeric material, the difficult point of fire-retardant Pressuresensitive Tape development is the pressure sensibility of fire-retardant sizing agent: fast viscous force < bounding force < force of cohesion < base adhesion force.Other macromolecular material is generally as long as guarantee the mechanical strength using.Meanwhile, adhesive band base thickness is thin especially, and general fire retardant material only reaches at least thickness of several millimeters just desirable flame retardant properties, and pressure sensitive adhesive is generally tens micron thickness.The fire retardant of fire-retardant Pressuresensitive Tape need to meet following requirement: flame retardant resistance is high, and addition is few, reduces the impact on pressure sensitive adhesive characteristic as far as possible; Fire retardant and base material match; The consistency of fire retardant and sizing agent is good.
Summary of the invention
For the deficiencies in the prior art part, the invention provides a kind of halogen-free flameproof pressure-sensitive adhesive agent and preparation method thereof, this preparation method is simple, added ingredients is few, and cost is low, working condition gentleness, environmental protection, and the pressure-sensitive adhesive agent flame retardant effect excellence of preparing, halogenated flame retardant can match in excellence or beauty.
Technical scheme of the present invention is summarized as follows:
The agent of a kind of halogen-free flameproof pressure-sensitive adhesive, its composition of raw materials is made up of the material of following quality percentage composition:
Surplus is dehydrated alcohol;
Wherein, the solid content of described acrylate pressure sensitive adhesive is 45%, surplus is ethyl acetate, and the solids component of described acrylate pressure sensitive adhesive is formed by the material random copolymerization of following quality percentage composition: 58.3% Isooctyl methacrylate, 6.2% vinylformic acid and 35.5% hydroxyethyl methylacrylate;
Described ring three phosphonitriles are selected from hexaphenyl ring three phosphonitriles, pregnancy basic ring three phosphonitriles, Hexaethyl ring three phosphonitriles, six propyl group ring three phosphonitriles, six butyl ring three phosphonitriles, six amyl group ring three phosphonitriles, six hexyl ring three phosphonitriles, hexaphenoxycyclotriphosphazene, hexakis-methoxy basic ring three phosphonitriles, six ethoxy basic ring three phosphonitriles, six propoxy-ring three phosphonitriles, six butoxy ring three phosphonitriles, six pentyloxy ring three phosphonitriles, six hexyloxy ring three phosphonitriles or its combinations;
Described solidifying agent is selected from aminoethyl piperazine, isophorone diamine, triethylene tetramine, m-xylene diamine, methylene-bis phenylenediamine or its combination.
A preparation method for halogen-free flameproof pressure-sensitive adhesive agent, comprises the following steps:
Step 1) ground slurry: take respectively ring three phosphonitriles, ammonium polyphosphate, trimeric cyanamide and dehydrated alcohol and they are put into reaction vessel by composition of raw materials claimed in claim 1, add the zirconium oxide bead with ring three phosphonitriles, ammonium polyphosphate, trimeric cyanamide same volume accumulated amount simultaneously,, when stirring, add a Vltrasonic device in the outside of described reaction vessel the material in reaction vessel is carried out to ultrasonication with the rotating speed agitation grinding of 400～800 revs/min 2 hours with mechanical stirring device;
Step 2) fineness test: take out step 1) and grind gained slurry, be placed on fineness plate and detect fineness, if slurry particle diameter≤3 μ m carries out next step operation; If slurry particle diameter > is 3 μ m, continue to grind until slurry particle diameter≤3 μ m;
Step 3) finished product preparation: after having taken acrylate pressure sensitive adhesive by composition of raw materials claimed in claim 1, put into another reaction vessel, rotating speed stirring acrylate pressure sensitive adhesive with mechanical stirring device with 1000 revs/min, with adding step 1 in the acrylate pressure sensitive adhesive in backward stirring) grinding gained slurry, after interpolation, continue to stir 10 minutes, after having taken solidifying agent by composition of raw materials claimed in claim 1 subsequently, put into this reaction vessel, stir 20 minutes, obtain described halogen-free flameproof pressure-sensitive adhesive agent.
Preferably, the preparation method of described halogen-free flameproof pressure-sensitive adhesive agent, step 1) gained slurry is accomplished to from preparation the timed interval being added into acrylate pressure sensitive adhesive and is no more than 20 minutes.
Preferably, the preparation method of described halogen-free flameproof pressure-sensitive adhesive agent, the solid content of described acrylate pressure sensitive adhesive is 45%, surplus is ethyl acetate, and the solids component of described acrylate pressure sensitive adhesive is formed by the material random copolymerization of following quality percentage composition: 58.3% Isooctyl methacrylate, 6.2% vinylformic acid and 35.5% hydroxyethyl methylacrylate.
Preferably, the preparation method of described halogen-free flameproof pressure-sensitive adhesive agent, described ring three phosphonitriles are selected from hexaphenyl ring three phosphonitriles, pregnancy basic ring three phosphonitriles, Hexaethyl ring three phosphonitriles, six propyl group ring three phosphonitriles, six butyl ring three phosphonitriles, six amyl group ring three phosphonitriles, six hexyl ring three phosphonitriles, hexaphenoxycyclotriphosphazene, hexakis-methoxy basic ring three phosphonitriles, six ethoxy basic ring three phosphonitriles, six propoxy-ring three phosphonitriles, six butoxy ring three phosphonitriles, six pentyloxy ring three phosphonitriles, six hexyloxy ring three phosphonitriles or its combinations;
Described solidifying agent is selected from aminoethyl piperazine, isophorone diamine, triethylene tetramine, m-xylene diamine, methylene-bis phenylenediamine or its combination.
The invention has the beneficial effects as follows: sizing agent cohesive force prepared by this case is strong, Halogen, low toxicity, and flame retardant properties excellence, can be coated on PET, BOPP, and rolling obtains halogen-free flameproof pressure-sensitive adhesive tape on the base materials such as PI and after the curing oven of 80～100 ℃.The flame retardant effect of this adhesive tape can reach V-0 grade; This product also detects by the ROHS of European Union organizational environment simultaneously, meets the ROHS of European Union standard.The preparation method of this sizing agent is simple, and added ingredients is few, and or not containing auxiliary agents such as flow agent, anti-sludging agent, defoamer, emulsifying agents, production cost is not low, preparation condition gentleness, environmental protection.
Embodiment
Below in conjunction with embodiment, the present invention is described in further detail, to make those skilled in the art can implement according to this with reference to specification sheets word.
The agent of a kind of halogen-free flameproof pressure-sensitive adhesive, its composition of raw materials is made up of the material of following quality percentage composition:
Surplus is dehydrated alcohol;
Wherein, the solid content of acrylate pressure sensitive adhesive is preferably 45%, and balance solvent is preferably ethyl acetate, and polyacrylic ester is the main body of this type of pressure-sensitive adhesive agent, and its performance difference is directly determining the clinging power of this binding agent.Following table be by containing the monomer random copolymerization of different mass per-cent and the corresponding clinging power of solids component and the viscosity ratio pair of polyacrylate pressure-sensitive:
Table one
* in showing, A represent methylidene Isooctyl acrylate monomer, B represents vinylformic acid, C represent methylidene Hydroxyethyl acrylate.
This case has many group screenings to the monomer in the solids component of acrylate pressure sensitive adhesive, in table one, only enumerate a representative part, from table one, we are not difficult to find out, if consider two parameters of viscosity and clinging power, its optimum monomer component proportioning is: 58.3% Isooctyl methacrylate, 6.2% vinylformic acid and 35.5% hydroxyethyl methylacrylate.If viscosity is excessive, can affect the Painting effect of sizing agent; Viscosity is too little, can affect the drying and shaping effect of sizing agent.Isooctyl methacrylate is soft monomer, is mainly used in improving pliability and the viscosity of pressure sensitive adhesive; Hydroxyethyl methylacrylate is hard monomer, is mainly used in improving second-order transition temperature and the integral hardness of pressure sensitive adhesive; Vinylformic acid is function monomer, is mainly used in improving solvent resistance and cross-linking set is provided.In the time of monomer random copolymerization, if polymerization effect is undesirable, can preferably add 0.5～2g benzoyl peroxide (BPO) as initiator.
Encircling three phosphonitriles is fire retardants, and it can be selected from hexaphenyl ring three phosphonitriles, pregnancy basic ring three phosphonitriles, Hexaethyl ring three phosphonitriles, six propyl group ring three phosphonitriles, six butyl ring three phosphonitriles, six amyl group ring three phosphonitriles, six hexyl ring three phosphonitriles, hexaphenoxycyclotriphosphazene, hexakis-methoxy basic ring three phosphonitriles, six ethoxy basic ring three phosphonitriles, six propoxy-ring three phosphonitriles, six butoxy ring three phosphonitriles, six pentyloxy ring three phosphonitriles, six hexyloxy ring three phosphonitriles or its combinations.
Fire retardant be generally by as heat-absorbing action, covering effect, suppress its fire retardations of performance such as suffocating of radical chain reaction, non-flammable gas.And popular polycomponent composite flame-retardant agent is to reach fire-retardant object by some mechanism actings in conjunction at present.What this case adopted is the composite fire retardant of nitrogen system+phosphorus system, be that nitrogen content and phosphorus content in fire retardant is higher, ammonium polyphosphate and trimeric cyanamide belong to fire retarding synergist, their effect is to coordinate fire retardant ring three phosphonitriles to make fire retardant can more effectively produce phosphoric anhydride, phosphoric acid and non-combustible gas, thereby makes combustiblematerials dehydration carbonization or or make non-combustible gas coverture surface reach flame retardant effect.
Solidifying agent is selected from aminoethyl piperazine, isophorone diamine, triethylene tetramine, m-xylene diamine, methylene-bis phenylenediamine or its combination.
The preparation method of this halogen-free flameproof pressure-sensitive adhesive agent, comprises the following steps:
Step 1) ground slurry: take respectively ring three phosphonitriles, ammonium polyphosphate, trimeric cyanamide and dehydrated alcohol and they are put into reaction vessel by above-mentioned composition of raw materials, add the zirconium oxide bead with ring three phosphonitriles, ammonium polyphosphate, trimeric cyanamide same volume accumulated amount simultaneously, the particle diameter of zirconium oxide bead is 1～2mm, with mechanical stirring device with the rotating speed agitation grinding of 400～800 revs/min 2 hours, when stirring, add a Vltrasonic device in the outside of reaction vessel the material in reaction vessel is carried out to ultrasonication, to improve mill efficiency and grinding precision;
Step 2) fineness test: take out step 1) and grind gained slurry, be placed on fineness plate and detect fineness, if slurry particle diameter≤3 μ m carries out next step operation; If slurry particle diameter > is 3 μ m, continue to grind until slurry particle diameter≤3 μ m;
Step 3) finished product preparation: after having taken acrylate pressure sensitive adhesive by above-mentioned composition of raw materials, put into another reaction vessel, rotating speed stirring acrylate pressure sensitive adhesive with mechanical stirring device with 1000 revs/min, with adding step 1 in the acrylate pressure sensitive adhesive in backward stirring) grinding gained slurry, when reinforced, note control speed, prevent from spilling, under so high rotating speed, add slurry, be exactly mainly prevent slurry reunion and be coated by polyacrylate pressure-sensitive, after interpolation, continue to stir 10 minutes, after having taken solidifying agent by above-mentioned composition of raw materials subsequently, put into this reaction vessel, stir 20 minutes, obtain the agent of halogen-free flameproof pressure-sensitive adhesive.
After slurry prepares, just should be at short notice and acrylate pressure sensitive adhesive mix.Owing to not adding dispersion agent in slurry, the auxiliary agents such as anti-sludging agent, after ground slurry leaves standstill, will soon again precipitate, reunite, and after current reunion, the slurry of grinding can be reunited together in more stable mode, is difficult for opening, therefore, step 1) gained slurry is accomplished to from preparation the timed interval being added into polyacrylate pressure-sensitive and should do not exceed 20 minutes.
Be below the concrete composition of raw materials of different embodiment and make the flame retardant properties parameter after adhesive tape:
Table two
Although embodiment of the present invention are open as above, but it is not restricted to listed utilization in specification sheets and embodiment, it can be applied to various applicable the field of the invention completely, for those skilled in the art, can easily realize other modification, therefore do not deviating under the universal that claim and equivalency range limit, the present invention is not limited to specific details.
Claims (5)
1. the agent of halogen-free flameproof pressure-sensitive adhesive, is characterized in that, the composition of raw materials of described halogen-free flameproof pressure-sensitive adhesive agent is made up of the material of following quality percentage composition:
Surplus is dehydrated alcohol;
Wherein, the solid content of described acrylate pressure sensitive adhesive is 45%, surplus is ethyl acetate, and the solids component of described acrylate pressure sensitive adhesive is formed by the material random copolymerization of following quality percentage composition: 58.3% Isooctyl methacrylate, 6.2% vinylformic acid and 35.5% hydroxyethyl methylacrylate;
Described ring three phosphonitriles are selected from hexaphenyl ring three phosphonitriles, pregnancy basic ring three phosphonitriles, Hexaethyl ring three phosphonitriles, six propyl group ring three phosphonitriles, six butyl ring three phosphonitriles, six amyl group ring three phosphonitriles, six hexyl ring three phosphonitriles, hexaphenoxycyclotriphosphazene, hexakis-methoxy basic ring three phosphonitriles, six ethoxy basic ring three phosphonitriles, six propoxy-ring three phosphonitriles, six butoxy ring three phosphonitriles, six pentyloxy ring three phosphonitriles, six hexyloxy ring three phosphonitriles or its combinations;
Described solidifying agent is selected from aminoethyl piperazine, isophorone diamine, triethylene tetramine, m-xylene diamine, methylene-bis phenylenediamine or its combination.
2. a preparation method for halogen-free flameproof pressure-sensitive adhesive agent, is characterized in that, comprises the following steps:
Step 1) ground slurry: take respectively ring three phosphonitriles, ammonium polyphosphate, trimeric cyanamide and dehydrated alcohol and they are put into reaction vessel by composition of raw materials claimed in claim 1, add the zirconium oxide bead with ring three phosphonitriles, ammonium polyphosphate, trimeric cyanamide same volume accumulated amount simultaneously,, when stirring, add a Vltrasonic device in the outside of described reaction vessel the material in reaction vessel is carried out to ultrasonication with the rotating speed agitation grinding of 400～800 revs/min 2 hours with mechanical stirring device;
Step 2) fineness test: take out step 1) and grind gained slurry, be placed on fineness plate and detect fineness, if slurry particle diameter≤3 μ m carries out next step operation; If slurry particle diameter > is 3 μ m, continue to grind until slurry particle diameter≤3 μ m;
Step 3) finished product preparation: after having taken acrylate pressure sensitive adhesive by composition of raw materials claimed in claim 1, put into another reaction vessel, rotating speed stirring acrylate pressure sensitive adhesive with mechanical stirring device with 1000 revs/min, with adding step 1 in the acrylate pressure sensitive adhesive in backward stirring) grinding gained slurry, after interpolation, continue to stir 10 minutes, after having taken solidifying agent by composition of raw materials claimed in claim 1 subsequently, put into this reaction vessel, stir 20 minutes, obtain described halogen-free flameproof pressure-sensitive adhesive agent.
3. the preparation method of halogen-free flameproof pressure-sensitive adhesive according to claim 2 agent, is characterized in that step 1) gained slurry is accomplished to from preparation the timed interval being added into acrylate pressure sensitive adhesive and is no more than 20 minutes.
4. the preparation method of halogen-free flameproof pressure-sensitive adhesive according to claim 2 agent, it is characterized in that, the solid content of described acrylate pressure sensitive adhesive is 45%, surplus is ethyl acetate, and the solids component of described acrylate pressure sensitive adhesive is formed by the material random copolymerization of following quality percentage composition: 58.3% Isooctyl methacrylate, 6.2% vinylformic acid and 35.5% hydroxyethyl methylacrylate.
5. the preparation method of halogen-free flameproof pressure-sensitive adhesive according to claim 2 agent, it is characterized in that, described ring three phosphonitriles are selected from hexaphenyl ring three phosphonitriles, pregnancy basic ring three phosphonitriles, Hexaethyl ring three phosphonitriles, six propyl group ring three phosphonitriles, six butyl ring three phosphonitriles, six amyl group ring three phosphonitriles, six hexyl ring three phosphonitriles, hexaphenoxycyclotriphosphazene, hexakis-methoxy basic ring three phosphonitriles, six ethoxy basic ring three phosphonitriles, six propoxy-ring three phosphonitriles, six butoxy ring three phosphonitriles, six pentyloxy ring three phosphonitriles, six hexyloxy ring three phosphonitriles or its combinations;
Described solidifying agent is selected from aminoethyl piperazine, isophorone diamine, triethylene tetramine, m-xylene diamine, methylene-bis phenylenediamine or its combination.
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| CN107406732A (en) * | 2015-03-04 | 2017-11-28 | 3M创新有限公司 | Decoration sheet and the pressure-sensitive adhesive composition applied to decoration sheet |
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| CN110204577A (en) * | 2018-07-24 | 2019-09-06 | 潍坊医学院 | A kind of phosphorus nitrile compounds, the composition including the phosphorus nitrile compounds, the fire retardant comprising it and application |
| US20220013875A1 (en) * | 2018-10-23 | 2022-01-13 | Panasonic Intellectual Property Management Co., Ltd. | Battery and protective tape for batteries |
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| JP2016074761A (en) * | 2014-10-02 | 2016-05-12 | 日本カーバイド工業株式会社 | Adhesive and adhesive sheet |
| CN107406732B (en) * | 2015-03-04 | 2023-07-14 | 3M创新有限公司 | Decorative sheet and pressure-sensitive adhesive composition applied to decorative sheet |
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| CN107603531A (en) * | 2017-08-30 | 2018-01-19 | 浙江欧丽数码喷绘材料有限公司 | Fire-retardant positive spray lamp flame-retardant glue of a kind of Weak solvent and preparation method thereof |
| CN110204577A (en) * | 2018-07-24 | 2019-09-06 | 潍坊医学院 | A kind of phosphorus nitrile compounds, the composition including the phosphorus nitrile compounds, the fire retardant comprising it and application |
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| CN110003811A (en) * | 2019-04-17 | 2019-07-12 | 成都纺织高等专科学校 | One kind double faced adhesive tape of ultrathin fire-resistant containing carrier model and preparation method thereof |
| CN114058297A (en) * | 2021-12-23 | 2022-02-18 | 平湖市浙江工业大学新材料研究院 | Preparation method of low-VOC halogen-free flame-retardant pressure-sensitive adhesive |
| CN114058297B (en) * | 2021-12-23 | 2022-12-13 | 平湖市浙江工业大学新材料研究院 | Preparation method of low-VOC halogen-free flame-retardant pressure-sensitive adhesive |
| CN114316858A (en) * | 2022-01-10 | 2022-04-12 | 纳电(深圳)材料科技有限公司 | Flame-retardant glue solution, preparation method and full-flame-retardant PI adhesive tape |
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