CN106398574B - Polyacrylate pressure-sensitive adhesive and preparation method thereof - Google Patents
Polyacrylate pressure-sensitive adhesive and preparation method thereof Download PDFInfo
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- CN106398574B CN106398574B CN201610804475.5A CN201610804475A CN106398574B CN 106398574 B CN106398574 B CN 106398574B CN 201610804475 A CN201610804475 A CN 201610804475A CN 106398574 B CN106398574 B CN 106398574B
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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
- C08F283/12—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polysiloxanes
- C08F283/124—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polysiloxanes on to polysiloxanes having carbon-to-carbon double bonds
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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
- 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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/20—Adhesives in the form of films or foils characterised by their carriers
- C09J7/22—Plastics; Metallised plastics
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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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/38—Pressure-sensitive adhesives [PSA]
Abstract
The invention discloses a polyacrylate pressure-sensitive adhesive, which is a core-shell double-layer structure consisting of a hyperbranched polysilane core and a polyacrylate shell, wherein the core-shell double-layer structure comprises the following components in percentage by weight: 0.01-5 percent, 95-99.99 percent; and a method for preparing the same. The invention takes hyperbranched polysilane as a core, and the special space three-dimensional network tree structure, larger molecular chain spacing and cavity structure among molecular chains provide excellent air permeability for the pressure-sensitive adhesive; the acrylate molecular chain segment in the pressure sensitive adhesive shell structure provides adhesion performance, and the silicon-containing molecular chain segment in the core structure provides water resistance. The pressure-sensitive adhesive has the advantages of low cost, excellent air permeability and water resistance, environmental friendliness and no toxic or side effect, and can be widely used as a medical adhesive.
Description
Technical Field
The invention relates to the technical field of pressure-sensitive adhesives, in particular to a polyacrylate pressure-sensitive adhesive and a preparation method thereof.
Background
The water-based acrylate pressure-sensitive adhesive has the advantages of environmental friendliness, no toxicity, no VOC (volatile organic compounds) emission, large molecular weight, high solid content, low price and the like, is widely applied to more and more fields, particularly is used as a bond for sticking various medical products such as gauze patches, hemostatic patches, medicine patches and the like to human bodies in the medical field, and has natural advantages.
However, since the molecular weight of the water-based acrylate is large, the molecular chain is seriously entangled, and the movement capability of the molecular chain is very weak, when the water-based acrylate is used as a medical adhesive, the disadvantages of difficult ventilation and difficult water prevention prevent the water-based acrylate from going to a higher end.
Disclosure of Invention
Aiming at the defects of the prior art, the invention provides the polyacrylate pressure-sensitive adhesive which is ingenious in structure, low in cost, easy to ventilate and waterproof.
In order to achieve the above object, the present invention provides the following technical solutions: a polyacrylate pressure-sensitive adhesive is a core-shell double-layer structure composed of a hyperbranched polysilane core and a polyacrylate shell, and the weight percentage of the core-shell double-layer structure is as follows: 0.01-5 percent and 95-99.99 percent.
Furthermore, the terminal group of the hyperbranched polysilane is of a vinyl double bond structure, the molecular weight is 5000-50000 g/mol, and the branching degree is 40-49%.
The preparation method of the polyacrylate pressure-sensitive adhesive is characterized by comprising the following steps: the method comprises the following steps:
⑴, preparing pre-emulsion of hyperbranched polysilane, namely stirring and uniformly mixing deionized water and an emulsifier, adding the hyperbranched polysilane, stirring for 10-60 min, adding a hard monomer for synthesizing polyacrylate, and stirring for 10-60 min;
⑵, preparation of an emulsion of hyperbranched polysilane:
2.1, stirring the deionized water and the emulsifier, condensing and refluxing, and heating to 78-80 ℃;
2.2, adding a first initiator, and heating to 80-85 ℃;
2.3, adding a pre-emulsion accounting for 3-10 wt% of the total amount of the pre-emulsion obtained in the step ⑴, and reacting for 15-45 min;
2.4, adding the remaining ⑴ pre-emulsion and a second initiator within 2-4 hours, and keeping the temperature for 30-60 min;
⑶, preparing the emulsion with the core-shell double-layer structure, namely adding the soft monomer for synthesizing the polyacrylate, the emulsifier and the third initiator into the emulsion in the step 2.4 within 2-4 hours, cooling to below 50 ℃, and adjusting the pH value of the emulsion to 7-8.
Furthermore, the mass ratio of the hard monomer to the soft monomer for synthesizing the polyacrylate is 1: 1-2.
Further, the hard monomer concentration is 60wt% to 85 wt%.
Further, the first initiator and the second initiator respectively account for 0.05wt% -0.5 wt% of the total amount of the pre-emulsion.
Further, in step ⑶, the addition of soft monomer, emulsifier, and third initiator are synchronized.
Further, the hard monomer is one or more of acrylic acid, styrene, methyl methacrylate, methyl acrylate, ethyl methacrylate, butyl methacrylate, isobornyl methacrylate, glycidyl methacrylate and hydroxymethyl acrylamide.
Further, the soft monomer is one or more of ethyl acrylate, butyl acrylate, isooctyl acrylate, hydroxyethyl acrylate, hydroxypropyl acrylate, lauryl methacrylate, n-hexyl methacrylate and alkyl methacrylate.
Compared with the prior art, the invention has the following advantages: the hyperbranched polysilane is taken as a core, and the special three-dimensional network tree structure, the larger molecular chain spacing and the cavity structure among the molecular chains provide excellent air permeability for the pressure-sensitive adhesive; the acrylate molecular chain segment in the pressure sensitive adhesive shell structure provides adhesion performance, and the silicon-containing molecular chain segment in the core structure provides water resistance. The pressure-sensitive adhesive has the advantages of low cost, excellent air permeability and water resistance, environmental friendliness and no toxic or side effect, and can be widely used as a medical adhesive.
1. More than 90% of monomers used by the adhesive are conventional acrylate monomers, so that the cost is low;
2. the pressure-sensitive adhesive with excellent air permeability and waterproof performance can be obtained by extremely low content of the hyperbranched polysilane;
3. the adhesive has simple preparation process, no environmental pollution and no toxic or side effect, and can be widely used as a pressure-sensitive adhesive in the medical field.
Drawings
FIG. 1 is a schematic structural diagram of a spatial molecular repeat group of a hyperbranched polysilane having a spatial three-dimensional network structure used in the present invention.
Detailed Description
The present invention is described in detail below with reference to examples, and the description in this section is only exemplary and explanatory and should not be construed as limiting the scope of the present invention in any way.
A polyacrylate pressure-sensitive adhesive is a core-shell structure which takes hyperbranched polysilane as a core and takes polyacrylate as a shell, the core structure is hyperbranched polysilane with a spatial three-dimensional network tree structure, the molecular chain is long and the space between the hyperbranched polysilane is large, and a nanoscale cavity structure is arranged between molecular chains, so that the air permeability of the adhesive can be effectively improved; the acrylate molecular chain in the shell structure mainly provides the adhesive property, and the silicon-containing molecular chain in the core structure provides the waterproof property. The content of the hyperbranched polysilane in the adhesive is low, but the air permeability and the water resistance of the adhesive can be greatly improved, and the medical acrylate adhesive with low cost and excellent performance is obtained.
Example 1
Weighing 35g of deionized water and 1g of emulsifier SC-09, adding into a pre-emulsification kettle, starting a stirring device, adding 0.02g of hyperbranched polysilane and 99.98g of methyl methacrylate, and stirring for 30 minutes. Adding 50g of deionized water and 1g of emulsifier SC-09 into a reaction kettle, starting a condensation reflux device, stirring and heating to 80 ℃, dissolving 0.8g of initiator ammonium persulfate into 20g of water, adding the mixture into the reaction kettle at one time, heating to 83 ℃, adding 17g of nuclear structure pre-emulsion, and reacting for 30 minutes. 1g of initiator ammonium persulfate is dissolved in 45g of water, and is dripped into the reaction kettle together with the residual nuclear structure pre-emulsion for 3 hours, and the temperature is kept for 30 minutes.
Weighing 60g of isooctyl acrylate and 40g of butyl acrylate, weighing 1g of emulsifier SC-09, and mixing with isooctyl acrylate and butyl acrylate; weighing 1g of initiator ammonium persulfate to be dissolved in 50g of water; and dropwise adding the weighed substances into a reaction kettle for 3 hours. The temperature is raised to 85 ℃ and the temperature is kept for 1 hour. Cooling to 45 deg.C, adding ammonia water to adjust pH to 7.
The pressure-sensitive adhesive with the hyperbranched polysilane as the core and the acrylate core-shell structure prepared in the embodiment 1 is coated on a PET film, and the test contact angle is 113 degrees.
Example 2
Weighing 33g of deionized water and 1g of emulsifier SC-09, adding into a pre-emulsification kettle, starting a stirring device, adding 0.06g of hyperbranched polysilane and 99.94g of methyl methacrylate, and stirring for 30 minutes. Adding 50g of deionized water and 1g of emulsifier SC-09 into a reaction kettle, starting a condensation reflux device, stirring and heating to 80 ℃, dissolving 0.8g of initiator ammonium persulfate in 20g of water, adding into the reaction kettle at one time, and heating to 83 ℃.1g of initiator ammonium persulfate is dissolved in 47g of water, and is dripped into the reaction kettle together with the nuclear structure pre-emulsion for 3 hours, and the temperature is kept for 30 minutes.
Weighing 50g of isooctyl acrylate and 50g of butyl acrylate, weighing 1g of emulsifier SC-09, and mixing with isooctyl acrylate and butyl acrylate; weighing 1g of initiator ammonium persulfate to be dissolved in 50g of water; and dropwise adding the weighed substances into a reaction kettle for 3 hours. The temperature is raised to 85 ℃ and the temperature is kept for 1 hour. Cooling to 50 deg.C, and adding ammonia water to adjust pH to 7.
The pressure-sensitive adhesive with the hyperbranched polysilane as the core and the acrylate core-shell structure prepared in the embodiment 2 is coated on a PET film, and the test contact angle is 127 degrees.
Example 3
38g of deionized water and 1g of emulsifier CO-436 are weighed and added into a pre-emulsification kettle, a stirring device is started, 0.1g of hyperbranched polysilane and 99.9g of styrene are added, and stirring is carried out for 30 minutes. Adding 40g of deionized water and 1g of emulsifier CO-436 into a reaction kettle, starting a condensation reflux device, stirring and heating to 80 ℃, dissolving 0.8g of initiator ammonium persulfate into 12g of water, adding into the reaction kettle at one time, heating to 82 ℃, adding 20g of nuclear structure pre-emulsion, and reacting for 30 minutes. Dissolving 1g of initiator ammonium persulfate in 55g of water, dripping the initiator ammonium persulfate and the residual nuclear structure pre-emulsion into a reaction kettle at the same time, wherein the dripping time is 3 hours, and keeping the temperature for 30 minutes.
Weighing 60g of isooctyl acrylate and 40g of butyl acrylate, weighing 1g of emulsifier CO-436, and mixing with isooctyl acrylate and butyl acrylate; weighing 1g of initiator ammonium persulfate to be dissolved in 55g of water; and dropwise adding the weighed substances into a reaction kettle for 3 hours. The temperature is raised to 85 ℃ and the temperature is kept for 1 hour. Cooling to 45 deg.C, adding ammonia water to adjust pH to 7.
The pressure-sensitive adhesive with the hyperbranched polysilane as the core and the acrylate core-shell structure prepared in the embodiment 3 is coated on a PET film, and the test contact angle is 129 degrees.
Example 4
Weighing 33g of deionized water and 1g of emulsifier SC-09, adding into a pre-emulsification kettle, starting a stirring device, adding 0.1g of hyperbranched polysilane and 99.9g of styrene, and stirring for 30 minutes. Adding 50g of deionized water and 1g of emulsifier SC-09 into a reaction kettle, starting a condensation reflux device, stirring and heating to 80 ℃, dissolving 0.8g of initiator ammonium persulfate in 17g of water, adding into the reaction kettle at one time, and heating to 83 ℃.1g of initiator ammonium persulfate is dissolved in 50g of water, and is dripped into the reaction kettle together with the nuclear structure pre-emulsion for 3 hours, and the temperature is kept for 30 minutes.
Weighing 50g of isooctyl acrylate and 50g of butyl acrylate, weighing 1g of emulsifier SC-09, and mixing with isooctyl acrylate and butyl acrylate; weighing 1g of initiator ammonium persulfate to be dissolved in 50g of water; and dropwise adding the weighed substances into a reaction kettle for 3 hours. The temperature is raised to 85 ℃ and the temperature is kept for 1 hour. Cooling to 50 deg.C, and adding ammonia water to adjust pH to 7.
The pressure-sensitive adhesive with the hyperbranched polysilane as the core and the acrylate core-shell structure prepared in this embodiment 4 is coated on a PET film, and the test contact angle is 135 °.
Example 5
34g of deionized water and 1.2g of emulsifier CO-436 are weighed and added into a pre-emulsification kettle, a stirring device is started, 1g of hyperbranched polysilane and 99g of styrene are added, and stirring is carried out for 30 minutes. Adding 40g of deionized water and 1g of emulsifier CO-436 into a reaction kettle, starting a condensation reflux device, stirring and heating to 80 ℃, dissolving 0.8g of initiator ammonium persulfate into 16g of water, adding the mixture into the reaction kettle at one time, heating to 82 ℃, adding 20g of nuclear structure pre-emulsion, and reacting for 30 minutes. Dissolving 1g of initiator ammonium persulfate in 55g of water, dripping the initiator ammonium persulfate and the residual nuclear structure pre-emulsion into a reaction kettle at the same time, wherein the dripping time is 3 hours, and keeping the temperature for 30 minutes.
Weighing 60g of isooctyl acrylate and 40g of butyl acrylate, weighing 1g of emulsifier CO-436, and mixing with isooctyl acrylate and butyl acrylate; weighing 1g of initiator ammonium persulfate to be dissolved in 55g of water; and dropwise adding the weighed substances into a reaction kettle for 3 hours. The temperature is raised to 85 ℃ and the temperature is kept for 1 hour. Cooling to 45 deg.C, adding ammonia water to adjust pH to 7.
The pressure-sensitive adhesive with the hyperbranched polysilane as the core and the acrylate core-shell structure prepared in the embodiment 5 is coated on a PET film, and the test contact angle is 140 degrees.
Example 6
Weighing 33g of deionized water and 1g of emulsifier CO-436, adding into a pre-emulsification kettle, starting a stirring device, adding 2g of hyperbranched polysilane and 98g of styrene, and stirring for 30 minutes. Adding 50g of deionized water and 1g of emulsifier CO-436 into a reaction kettle, starting a condensation reflux device, stirring and heating to 80 ℃, dissolving 0.8g of initiator ammonium persulfate into 17g of water, adding into the reaction kettle at one time, and heating to 83 ℃.1g of initiator ammonium persulfate is dissolved in 50g of water, and is dripped into the reaction kettle together with the nuclear structure pre-emulsion for 3 hours, and the temperature is kept for 30 minutes.
Weighing 50g of isooctyl acrylate and 50g of butyl acrylate, weighing 1g of emulsifier CO-436, and mixing with isooctyl acrylate and butyl acrylate; weighing 1g of initiator ammonium persulfate to be dissolved in 50g of water; and dropwise adding the weighed substances into a reaction kettle for 3 hours. The temperature is raised to 85 ℃ and the temperature is kept for 1 hour. Cooling to 50 deg.C, and adding ammonia water to adjust pH to 7.
The pressure-sensitive adhesive with the hyperbranched polysilane as the core and the acrylate core-shell structure prepared in this example 6 was coated on a PET film, and the test contact angle was 149 °.
The foregoing is only a preferred embodiment of the present invention, and it should be noted that, for those skilled in the art, various modifications and decorations can be made without departing from the principle of the present invention, and these modifications and decorations should also be regarded as the protection scope of the present invention.
Claims (6)
1. A preparation method of polyacrylate pressure-sensitive adhesive is characterized by comprising the following steps: the method comprises the following steps:
⑴, preparing pre-emulsion of hyperbranched polysilane, namely stirring and uniformly mixing deionized water and an emulsifier, adding the hyperbranched polysilane, stirring for 10-60 min, adding a hard monomer for synthesizing polyacrylate, and stirring for 10-60 min;
⑵, preparation of an emulsion of hyperbranched polysilane:
2.1, stirring the deionized water and the emulsifier, condensing and refluxing, and heating to 78-80 ℃;
2.2, adding a first initiator, and heating to 80-85 ℃;
2.3, adding a pre-emulsion accounting for 3-10 wt% of the total amount of the pre-emulsion obtained in the step ⑴, and reacting for 15-45 min;
2.4, adding the remaining ⑴ pre-emulsion and a second initiator within 2-4 hours, and keeping the temperature for 30-60 min;
⑶, preparing core-shell double-layer emulsion, namely adding a soft monomer for synthesizing polyacrylate, an emulsifier and a third initiator into the emulsion in the step 2.4 within 2-4 hours, cooling to below 50 ℃, and adjusting the pH value of the emulsion to 7-8;
the polyacrylate pressure-sensitive adhesive is a core-shell double-layer structure consisting of a hyperbranched polysilane core and a polyacrylate shell, and the weight percentage of the core-shell double-layer structure is as follows: 1: 99; the terminal group of the hyperbranched polysilane is a vinyl double bond structure, the molecular weight is 5000-50000 g/mol, and the branching degree is 40% -49%;
the soft monomer is the combination of butyl acrylate and isooctyl acrylate;
the structural formula of the hyperbranched polysilane is as follows:
2. the method of claim 1, wherein: the mass ratio of the hard monomer to the soft monomer for synthesizing the polyacrylate is 1: 1-2.
3. The method of claim 1, wherein: hard monomer concentration of 60wt% >, up to
85wt%。
4. The method of claim 1, wherein: the first initiator and the second initiator respectively account for 0.05wt% -0.5 wt% of the total amount of the pre-emulsion.
5. The method of claim 3, wherein the soft monomer, the emulsifier, and the third initiator are added simultaneously in step ⑶.
6. The method of claim 1, wherein: the hard monomer is one or more of acrylic acid, styrene, methyl methacrylate, methyl acrylate, ethyl methacrylate, butyl methacrylate, isobornyl methacrylate, glycidyl methacrylate and hydroxymethyl acrylamide.
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| CN109880014B (en) * | 2019-01-28 | 2021-08-03 | 济南大学 | Preparation of hyperbranched organic silicon-acrylate emulsion and application of hyperbranched organic silicon-acrylate emulsion in artificial board |
| CN111138991A (en) * | 2019-12-30 | 2020-05-12 | 苏州然祺电子科技有限公司 | Waterproof and breathable high-toughness back adhesive film and preparation method thereof |
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| CN106243286A (en) * | 2016-08-01 | 2016-12-21 | 宜兴市德泰纺织浆料有限公司 | A kind of Hyperbranched polysilane is water-and acrylate nucleocapsid structure sizing agent of core and preparation method thereof |
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| CN102161758A (en) * | 2011-01-26 | 2011-08-24 | 大连理工大学 | Preparation method of novel silica gel-based hyperbranched PAMAM (polyamidoamine) chelating resin |
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