Classifications

• • 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
  • C09D133/00—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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
  • C09D133/04—Homopolymers or copolymers of esters
  • C09D133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/08—Processes
  • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
  • C08G18/40—High-molecular-weight compounds
  • C08G18/48—Polyethers
  • C08G18/4825—Polyethers containing two hydroxy groups
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
  • C08G18/72—Polyisocyanates or polyisothiocyanates
  • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
  • C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
  • C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
• • 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
  • C09D133/00—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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
• • 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
  • C09D133/00—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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
  • C09D133/24—Homopolymers or copolymers of amides or imides
• • 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
  • C09D133/00—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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
  • C09D133/24—Homopolymers or copolymers of amides or imides
  • C09D133/26—Homopolymers or copolymers of acrylamide or methacrylamide
• • 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
  • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
  • C09D175/04—Polyurethanes
• • 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
  • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
  • C09D5/002—Priming paints
• • 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
  • C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
  • C09J175/04—Polyurethanes
  • C09J175/08—Polyurethanes from polyethers
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
  • C09K3/00—Materials not provided for elsewhere
  • C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
  • C09K3/00—Materials not provided for elsewhere
  • C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
  • C09K3/1006—Materials in mouldable or extrudable form for sealing or packing joints or covers characterised by the chemical nature of one of its constituents
  • C09K3/1021—Polyurethanes or derivatives thereof
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L2201/00—Properties
  • C08L2201/54—Aqueous solutions or dispersions

Definitions

• the present invention relates to an aqueous primer.
• Patent Document 1 aqueous primer composition for a sealing material containing a self-emulsifying resin having a keto group and / or an aldehyde group and a hydrophilic group.
• a primer obtained from a conventional latex or emulsion has low water resistance. This is thought to be because when the emulsion particles contained in the emulsion or the like are polymer or have a large particle size, they do not penetrate into the adherend such as mortar. Then, this invention aims at provision of the water-system primer which is excellent in water resistance and adhesiveness.
• the present inventor contains an acrylic polymer having an anionic functional group and a cationic functional group, the amount of the acrylic polymer is 15% by mass, and 20 ° C. It was found that an aqueous solution having a viscosity of less than 800 mPa ⁇ s becomes a primer layer excellent in water resistance and adhesion, and the present invention was completed.
• the present invention provides the following 1 to 9.
• An aqueous solution containing an acrylic polymer having an anionic functional group and a cationic functional group The water-based primer whose viscosity when the quantity of the said acrylic polymer is 15 mass% and is 20 degreeC is less than 800 mPa * s. 2.
• the water-based primer of the present invention is excellent in water resistance and adhesiveness.
• the aqueous primer of the present invention is an aqueous solution containing an acrylic polymer having an anionic functional group and a cationic functional group, and the viscosity when the amount of the acrylic polymer is 15% by mass and 20 ° C. is 800 mPas.
• the water-based primer of the present invention is excellent in water resistance and adhesiveness by including an acrylic polymer.
• the aqueous primer of the present invention is an aqueous solution containing an acrylic polymer, the amount of the acrylic polymer is 15% by mass, and the viscosity of the aqueous primer at 20 ° C. is less than 800 mPa ⁇ s.
• the molecular weight of the polymer is small, which indicates that the acrylic polymer can easily penetrate into the adherend (for example, mortar) and / or the above-mentioned anionic functional group and cationic functional group are adhered.
• adherend for example, mortar
• anionic functional group and cationic functional group are adhered.
• the adherend and the primer layer are excellent in water resistance and adhesiveness.
• the anionic functional group and the cationic functional group of the acrylic polymer are associated to form a salt. In this way, the primer layer itself is strengthened and considered to be excellent in water resistance.
• the acrylic polymer contained in the water-based primer of the present invention is an amphoteric polymer having an anionic functional group and a cationic functional group, and its main chain is a (meth) acrylic resin.
• (Meth) acrylic means that it is one or both of acrylic and methacrylic.
• at least 50 mol% of all monomers forming the acrylic polymer are, for example, (meth) acryloyl groups, (meth) acryloylamine groups (derived from so-called (meth) acrylamide monomers) and (meth) acryloyloxy groups.
• One preferred embodiment is a monomer having at least one group selected from the group consisting of: Moreover, it is mentioned as one of the aspects with preferable that the principal chain of an acrylic polymer is a (meth) acrylic resin.
• the anionic functional group can be bonded to the main chain directly or through an organic group.
• the organic group include a hydrocarbon group that may have a hetero atom such as an oxygen atom, a nitrogen atom, or a sulfur atom.
• the hydrocarbon group include an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, an aromatic hydrocarbon group, and a combination thereof.
• the hydrocarbon group may be chain-like or branched, and may have an unsaturated bond.
• the acrylic polymer is mentioned as one of the preferred embodiments having at least an amide group and a sulfonic acid group in the side chain.
• An anionic functional group is superior in water resistance and adhesiveness, and is excellent in affinity to an adherend (for example, mortar), from the viewpoint of sulfonic acid (sulfonic acid group, sulfo group) or a salt thereof (for example, sodium salt, Alkali metal salts such as potassium salts) are preferred.
• the cationic functional group is preferably an amide group from the viewpoint of superior water resistance and adhesiveness.
• an amide group in a broad sense, an amide group
• an amide group is —CONH 2 (narrowly defined amide group), —CONHR (where R is a hydrocarbon group, and a hydrocarbon group is as defined above) or —CONR 2 ( R is a hydrocarbon group, which is the same as defined above.
• the acrylic polymer has —CONH (for example, —CONH—R) or —CON (for example, —CONR 2 ) and sulfonic acid or a salt thereof at one side chain or terminal.
• a group is removed from the cationic functional group and is included in the anionic functional group.
• sulfonic acid or a salt thereof is bonded to R in each of the above formulas (at least one or both of them when there are a plurality of R).
• the combination of the cationic functional group and the anionic functional group is an amide group and a sulfonic acid or a salt thereof from the viewpoint that the resulting primer layer forms a salt that is hardly soluble in water and is superior in water resistance and adhesiveness. Is preferred.
• the molar ratio of the anionic functional group to the cationic functional group possessed by one molecule of the acrylic polymer is 2:98 to 16:84 from the viewpoint that water resistance and adhesion are excellent, and the aqueous primer tends to be an aqueous solution. Is more preferable, and 4:96 to 10:90 is more preferable, and 4:96 to 5:95 is still more preferable.
• the total number of moles of anionic functional group and cationic functional group possessed by one acrylic polymer molecule is superior in water resistance and adhesion, and from the viewpoint that the aqueous primer becomes an aqueous solution and excellent in wettability, one acrylic polymer molecule 3% or more and 100% or less of the total number of moles of the monomers forming the.
• the amount of each group possessed by all monomers used in producing the acrylic polymer is reflected almost as it is in the amount of anionic functional group and cationic functional group possessed by the acrylic polymer. To do. Moreover, the anionic functional group and cationic functional group which an acrylic polymer has are derived from a monomer, and those derived from a polymerization initiator are not included.
• the weight average molecular weight of the acrylic polymer is preferably from 5,000 to 50,000, preferably from 10,000 to 45,000, from the viewpoints of excellent water resistance and adhesion, and the aqueous primer becomes an aqueous solution and excellent wettability. Is more preferably 20,000 to 45,000.
• the aqueous primer of the present invention is an aqueous solution containing an acrylic polymer.
• the acrylic polymer is dissolved in water.
• the viscosity of the water-based primer of the present invention is less than 800 mPa ⁇ s when the amount (solid content) of the acrylic polymer is 15% by mass in the water-based primer of the present invention and 20 ° C., and is water resistant and adhesive. From the viewpoint of being more excellent, it is preferably 200 to 790 mPa ⁇ s, more preferably 300 to 780 mPa ⁇ s.
• the amount of water in the aqueous primer of the present invention is preferably 65 to 95% by mass in the aqueous primer, more preferably 65 to 90% by mass, and even more preferably 70 to 90% by mass. 80 to 90% by mass is particularly preferable.
• the amount of the acrylic polymer (solid content) is preferably 5 to 35% by mass in the water-based primer, more preferably 10 to 35% by mass, from the viewpoint of superior water resistance and adhesion.
• the content is more preferably 10 to 30% by mass, and particularly preferably 10 to 20% by mass.
• the aqueous primer of the present invention is not particularly limited for its production.
• it can be produced by polymerizing (aqueous polymerization) a monomer containing at least a vinyl monomer having an anionic functional group and a vinyl monomer having a cationic functional group in water in the presence of a polymerization initiator.
• vinyl monomers having an anionic functional group are copolymerizable with (meth) acrylic monomers and (meth) acrylic monomers, other than (meth) acrylic monomers These monomers are mentioned.
• the (meth) acrylic monomer includes, for example, CH 2 ⁇ CR— (where R is a hydrogen atom or a methyl group), a (meth) acryloyl group, a (meth) acryloyloxy group.
• the monomer copolymerizable with the (meth) acrylic monomer is, for example, a vinyl functional group such as CH 2 ⁇ CR— (R is a hydrogen atom or a methyl group) in addition to an anionic functional group or a cationic functional group.
• the cationic functional group-containing polymerizable monomer may be a compound having at least one cationic functional group and at least one vinyl polymerizable group.
• the cationic functional group include an amide group (broadly defined amide group).
• the amide group include —CONH 2 (narrow amide group), —CONHR (R is a hydrocarbon group.
• the hydrocarbon group is as defined above), —CONR 2 (R is a hydrocarbon group).
• the hydrocarbon group has the same meaning as described above.
• Examples of —CONR 2 include a dialkylamide group such as a dimethylamide group.
• Examples of the vinyl polymerizable group include a vinyl functional group such as CH 2 ⁇ CR— (R is a hydrogen atom or a methyl group); a (meth) acryloyl group and a (meth) acryloyloxy group.
• the cationic functional group and the vinyl polymerizable group can be bonded by a single bond or through an organic group.
• the organic group is as defined above. Specific examples include alkyl groups having 1 to 10 carbon atoms. When CH 2 ⁇ CR— and an amide group in a broad sense are bonded by a single bond, a (meth) acrylamide monomer can be formed.
• Examples of the cationic functional group-containing polymerizable monomer include (meth) acrylamide monomers. Specific examples include compounds represented by the formula: CH 2 ⁇ CR 1 —CONR 2 2 .
• R 1 is a hydrogen atom or a methyl group
• R 2 is independently a hydrogen atom or a hydrocarbon group.
• the hydrocarbon group is as defined above.
• Specific cationic functional group-containing polymerizable monomers include, for example, (meth) acrylamide (CH 2 ⁇ CR 1 —CONH 2 ); N-monoalkyl (meth) acrylamide; N, N-dialkyl such as dimethylacrylamide. (Meth) acrylamide is mentioned.
• the anionic functional group-containing polymerizable monomer may be a compound having at least one anionic functional group and at least one vinyl polymerizable group.
• anionic functional group sulfonic acid and its salt are mentioned, for example.
• the vinyl polymerizable group has the same meaning as described above.
• the anionic functional group and the vinyl polymerizable group can be bonded by a single bond or through an organic group.
• the organic group is as defined above.
• anionic functional group-containing polymerizable monomer examples include compounds represented by the formula 1: CH 2 ⁇ CR 1 —CONH m — [R 2 — (SO 3 X) a ] n , formula 2: CH 2 ⁇ CR A compound represented by 1 -R 3- (SO 3 X) a is mentioned.
• R 1 is a hydrogen atom or a methyl group
• R 2 is a hydrocarbon group.
• the hydrocarbon group is as defined above.
• m is 0 or 1
• n is 1 or 2
• m + n is 2.
• X is a hydrogen atom or an alkali metal (for example, sodium, potassium), a is 0 or 1, and n is 2, the two R 2 — (SO 3 X) may be the same or different ( However, when n is 2, two a's are not 0 at the same time.)
• the number of —SO 3 X in one molecule can be 1 or 2.
• R 1 is a hydrogen atom or a methyl group
• R 3 is a hydrocarbon group.
• the hydrocarbon group is as defined above.
• X is a hydrogen atom or an alkali metal (for example, sodium, potassium), and a is 1 or 2.
• anionic functional group-containing polymerizable monomer examples include a compound represented by the above formula 1 such as acrylamide t-butylsulfonic acid; methallylsulfonic acid [CH 2 ⁇ C (Me) —CH 2 — Compounds represented by the above formula 2 such as SO 3 H]; and salts thereof (for example, sodium salts).
• the molar ratio between the anionic functional group of the anionic functional group-containing polymerizable monomer and the cationic functional group of the cationic functional group-containing polymerizable monomer is excellent in water resistance and adhesion, and the aqueous primer becomes an aqueous solution. From the viewpoint of excellent wettability to the body, it is preferably 2:98 to 16:84, more preferably 4:96 to 10:90, and further preferably 4:96 to 5:95. preferable.
• a hydrophilic polymerization initiator is mentioned, for example, Specifically, an ammonium persulfate and / or azobis cyanovaleric acid are mentioned, for example.
• the amount of the polymerization initiator can be a conventionally known amount.
• the acrylic polymer can be produced, for example, by adding a (meth) acrylic monomer and a polymerization initiator to water and polymerizing the mixture under stirring at 50 to 80 ° C.
• the obtained aqueous solution can be used as it is as the aqueous primer of the present invention. Water can be removed or added as needed.
• the water-based primer of the present invention can further contain additives as necessary within the range not impairing the object and effects of the present invention, in addition to the above components.
• the aqueous primer of the present invention may be an aqueous primer composition.
• additives include tackifiers, fillers, pigments, antiblocking agents, dispersion stabilizers, thixotropic agents, viscosity modifiers, leveling agents, antigelling agents, light stabilizers, antiaging agents, and antioxidants. UV absorbers, plasticizers, lubricants, antistatic agents, reinforcing materials, flame retardants, catalysts, antifoaming agents, thickeners, dispersants, surfactants, rheology modifiers.
• the amount of the additive is not particularly limited.
• the water-based primer of the present invention can be a completely solvent-free type (a completely organic solvent-free type) or an environment-friendly type.
• the production of the water-based primer of the present invention is not particularly limited.
• it can manufacture by mixing an additive with the aqueous solution manufactured as mentioned above.
• the water-based primer of the present invention can be used as, for example, a sealant (for example, for construction) or an adhesive primer.
• An example of the sealant is a urethane sealant.
• the urethane sealant composition used to form the urethane sealant is not particularly limited.
• a urethane-based sealant composition containing a urethane prepolymer obtained by reacting a polyisocyanate such as polymeric MDI (methylene diisocyanate) with a polyol such as polypropylene glycol can be mentioned.
• the urethane prepolymers can be used alone or in combination of two or more.
• Examples of the member (adhered body) to which the water-based primer of the present invention can be applied include, for example, glass; various metals such as aluminum, anodized aluminum, iron, galvanized steel, copper and stainless steel; and porous materials such as mortar.
• the method for applying the adherend to the aqueous primer of the present invention is not particularly limited.
• coating, immersion, and spray are mentioned.
• a primer drying step can be provided if necessary.
• the drying temperature in the primer drying step can be 5 to 100 ° C.
• the drying method is not particularly limited.
• ⁇ Waterproof crosscut evaluation> A water resistance test was performed by immersing the test specimen prepared as described above in 20 ° C. water for 7 days, and a cross-cut peel test similar to the above was performed using the test specimen after the water resistance test. The results are shown in each table.
• ⁇ Water-resistant cross-cut evaluation criteria> Most preferably, the number of base layers of the primer layer remaining on the test body is 100, that is, the primer layer was not peeled off from the test body at all. If it is 60 or more, it is a practical level.
• Table 1 shows acrylamide as a cationic functional group-containing polymerizable monomer, acrylamide t-butyl sulfonic acid or sodium methallyl sulfonate as an anionic functional group-containing polymerizable monomer, and a polymerization initiator (Table 1 and Table 2 are mainly used in different types of polymerization initiators) in the amounts shown in the table (monomer is mol%, polymerization initiator is parts by mass). The amount of water used in the polymerization was 90 parts by mass with respect to 10 parts by mass of the total amount of monomers.
• a monomer and a polymerization initiator were put in water, radical polymerization was performed for 6 hours while stirring at 70 ° C., and the polymerization was stopped after 6 hours to obtain an aqueous solution containing an acrylic polymer.
• a water-based primer was prepared by adjusting the amount of water so that the amount (concentration) of the acrylic polymer in the aqueous solution obtained was 15% by mass.
• ⁇ Weight average molecular weight of acrylic polymer> The aqueous solution obtained as described above was dried, and the weight average molecular weight of the acrylic polymer obtained after drying was measured in terms of standard polystyrene by gel permeation chromatography (GPC) using tetrahydrofuran (THF) as a solvent. . The results are shown in each table.
• ⁇ Viscosity of water-based primer> The viscosity at 20 ° C. of the water-based primer obtained as described above was measured using a B-type viscometer. The results are shown in each table
• Comparative Example 1 which does not have an anionic functional group and contains a polymer having a viscosity at 20 ° C. of 800 mPa ⁇ s or more, has poor adhesion in the normal state and has water resistance. There was no sex. Comparative Examples 2-4, 6 and 7 containing a polymer having a viscosity at 20 ° C. of 800 mPa ⁇ s or more had poor normal adhesion and water resistance, or poor normal adhesion and no water resistance. It was. Comparative Example 5 containing an acrylic polymer having no cationic functional group was not water resistant. On the other hand, Examples 1 to 16 are excellent in water resistance and adhesiveness.

Landscapes

• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• Engineering & Computer Science (AREA)
• Materials Engineering (AREA)
• Life Sciences & Earth Sciences (AREA)
• Wood Science & Technology (AREA)
• Health & Medical Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Paints Or Removers (AREA)
• Application Of Or Painting With Fluid Materials (AREA)
• Sealing Material Composition (AREA)
• Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Priority Applications (4)

Applications Claiming Priority (2)

Publications (1)

Family

ID=51580305

Family Applications (1)

Country Status (5)

Cited By (1)

Citations (5)

Family Cites Families (1)

• 2014
  • 2014-03-20 WO PCT/JP2014/057903 patent/WO2014148636A1/ja active Application Filing
  • 2014-03-20 KR KR1020157026672A patent/KR101616321B1/ko active IP Right Grant
  • 2014-03-20 CN CN201480017020.8A patent/CN105051130B/zh active Active
  • 2014-03-20 JP JP2014549016A patent/JP5765491B2/ja active Active
• 2015
  • 2015-09-17 PH PH12015502182A patent/PH12015502182A1/en unknown

Patent Citations (5)

Also Published As

Similar Documents

Legal Events