CN110951426A - Adhesive composition, use of adhesive composition, method for producing adhesive composition, and method for applying adhesive composition - Google Patents
Adhesive composition, use of adhesive composition, method for producing adhesive composition, and method for applying adhesive composition Download PDFInfo
- Publication number
- CN110951426A CN110951426A CN201910725962.6A CN201910725962A CN110951426A CN 110951426 A CN110951426 A CN 110951426A CN 201910725962 A CN201910725962 A CN 201910725962A CN 110951426 A CN110951426 A CN 110951426A
- Authority
- CN
- China
- Prior art keywords
- adhesive composition
- monomer
- mass
- acrylic
- acrylic polymer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 239000000203 mixture Substances 0.000 title claims abstract description 109
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 92
- 239000000853 adhesive Substances 0.000 title claims abstract description 91
- 238000000034 method Methods 0.000 title claims abstract description 14
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 7
- 239000000178 monomer Substances 0.000 claims abstract description 76
- 229920000058 polyacrylate Polymers 0.000 claims abstract description 56
- 239000004593 Epoxy Substances 0.000 claims abstract description 42
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 39
- 229920000642 polymer Polymers 0.000 claims abstract description 38
- 239000003960 organic solvent Substances 0.000 claims abstract description 34
- 239000004570 mortar (masonry) Substances 0.000 claims abstract description 28
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 27
- 239000000758 substrate Substances 0.000 claims abstract description 19
- 230000009477 glass transition Effects 0.000 claims abstract description 18
- 125000001302 tertiary amino group Chemical group 0.000 claims abstract description 18
- 239000003795 chemical substances by application Substances 0.000 claims description 16
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 12
- 238000002156 mixing Methods 0.000 claims description 12
- 230000003472 neutralizing effect Effects 0.000 claims description 10
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 238000004026 adhesive bonding Methods 0.000 claims description 3
- 239000000463 material Substances 0.000 abstract description 10
- 239000011248 coating agent Substances 0.000 abstract description 9
- 238000000576 coating method Methods 0.000 abstract description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 48
- -1 tertiary amine compound Chemical class 0.000 description 32
- 239000000243 solution Substances 0.000 description 31
- 229920005989 resin Polymers 0.000 description 21
- 239000011347 resin Substances 0.000 description 21
- 150000001875 compounds Chemical class 0.000 description 20
- 230000000052 comparative effect Effects 0.000 description 14
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 12
- 239000007788 liquid Substances 0.000 description 12
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 8
- 239000003921 oil Substances 0.000 description 8
- 235000019198 oils Nutrition 0.000 description 8
- 238000003786 synthesis reaction Methods 0.000 description 8
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
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- 230000000694 effects Effects 0.000 description 6
- 239000003822 epoxy resin Substances 0.000 description 6
- 229920000647 polyepoxide Polymers 0.000 description 6
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 5
- 239000003085 diluting agent Substances 0.000 description 5
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- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 4
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- 235000011054 acetic acid Nutrition 0.000 description 4
- 238000007865 diluting Methods 0.000 description 4
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 4
- 150000002576 ketones Chemical class 0.000 description 4
- 239000004816 latex Substances 0.000 description 4
- 229920000126 latex Polymers 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 4
- 238000012546 transfer Methods 0.000 description 4
- 239000008096 xylene Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 3
- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- 125000002723 alicyclic group Chemical group 0.000 description 3
- 125000003368 amide group Chemical group 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 239000004568 cement Substances 0.000 description 3
- 125000003700 epoxy group Chemical group 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- 238000005227 gel permeation chromatography Methods 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 229920003986 novolac Polymers 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 229920000768 polyamine Polymers 0.000 description 3
- 239000003505 polymerization initiator Substances 0.000 description 3
- 230000000379 polymerizing effect Effects 0.000 description 3
- 239000000523 sample Substances 0.000 description 3
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 3
- GRWFGVWFFZKLTI-IUCAKERBSA-N (-)-α-pinene Chemical compound CC1=CC[C@@H]2C(C)(C)[C@H]1C2 GRWFGVWFFZKLTI-IUCAKERBSA-N 0.000 description 2
- MEBONNVPKOBPEA-UHFFFAOYSA-N 1,1,2-trimethylcyclohexane Chemical compound CC1CCCCC1(C)C MEBONNVPKOBPEA-UHFFFAOYSA-N 0.000 description 2
- QEGNUYASOUJEHD-UHFFFAOYSA-N 1,1-dimethylcyclohexane Chemical compound CC1(C)CCCCC1 QEGNUYASOUJEHD-UHFFFAOYSA-N 0.000 description 2
- AHDSRXYHVZECER-UHFFFAOYSA-N 2,4,6-tris[(dimethylamino)methyl]phenol Chemical compound CN(C)CC1=CC(CN(C)C)=C(O)C(CN(C)C)=C1 AHDSRXYHVZECER-UHFFFAOYSA-N 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- MOYAFQVGZZPNRA-UHFFFAOYSA-N Terpinolene Chemical compound CC(C)=C1CCC(C)=CC1 MOYAFQVGZZPNRA-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- MZVQCMJNVPIDEA-UHFFFAOYSA-N [CH2]CN(CC)CC Chemical group [CH2]CN(CC)CC MZVQCMJNVPIDEA-UHFFFAOYSA-N 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- 238000004873 anchoring Methods 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
- 125000004663 dialkyl amino group Chemical group 0.000 description 2
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- HMBNQNDUEFFFNZ-UHFFFAOYSA-N 4-ethenoxybutan-1-ol Chemical compound OCCCCOC=C HMBNQNDUEFFFNZ-UHFFFAOYSA-N 0.000 description 1
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- 239000005977 Ethylene Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
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- 239000002253 acid Substances 0.000 description 1
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- ARUKYTASOALXFG-UHFFFAOYSA-N cycloheptylcycloheptane Chemical compound C1CCCCCC1C1CCCCCC1 ARUKYTASOALXFG-UHFFFAOYSA-N 0.000 description 1
- CMKBCTPCXZNQKX-UHFFFAOYSA-N cyclohexanethiol Chemical compound SC1CCCCC1 CMKBCTPCXZNQKX-UHFFFAOYSA-N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
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- 238000004090 dissolution Methods 0.000 description 1
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- 229920001971 elastomer Polymers 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- GKIPXFAANLTWBM-UHFFFAOYSA-N epibromohydrin Chemical compound BrCC1CO1 GKIPXFAANLTWBM-UHFFFAOYSA-N 0.000 description 1
- 229920006332 epoxy adhesive Polymers 0.000 description 1
- GLVVKKSPKXTQRB-UHFFFAOYSA-N ethenyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OC=C GLVVKKSPKXTQRB-UHFFFAOYSA-N 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
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- 229960003750 ethyl chloride Drugs 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
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- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 239000005002 finish coating Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 1
- ORTRWBYBJVGVQC-UHFFFAOYSA-N hexadecane-1-thiol Chemical compound CCCCCCCCCCCCCCCCS ORTRWBYBJVGVQC-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 229940087305 limonene Drugs 0.000 description 1
- 235000001510 limonene Nutrition 0.000 description 1
- 239000004850 liquid epoxy resins (LERs) Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 239000010688 mineral lubricating oil Substances 0.000 description 1
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- 150000007522 mineralic acids Chemical class 0.000 description 1
- PJUIMOJAAPLTRJ-UHFFFAOYSA-N monothioglycerol Chemical compound OCC(O)CS PJUIMOJAAPLTRJ-UHFFFAOYSA-N 0.000 description 1
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 1
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- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012875 nonionic emulsifier Substances 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 235000012149 noodles Nutrition 0.000 description 1
- QJAOYSPHSNGHNC-UHFFFAOYSA-N octadecane-1-thiol Chemical compound CCCCCCCCCCCCCCCCCCS QJAOYSPHSNGHNC-UHFFFAOYSA-N 0.000 description 1
- KZCOBXFFBQJQHH-UHFFFAOYSA-N octane-1-thiol Chemical compound CCCCCCCCS KZCOBXFFBQJQHH-UHFFFAOYSA-N 0.000 description 1
- MADOXCFISYCULS-UHFFFAOYSA-N octyl 2-sulfanylacetate Chemical compound CCCCCCCCOC(=O)CS MADOXCFISYCULS-UHFFFAOYSA-N 0.000 description 1
- LWNSNYBMYBWJDN-UHFFFAOYSA-N octyl 3-sulfanylpropanoate Chemical compound CCCCCCCCOC(=O)CCS LWNSNYBMYBWJDN-UHFFFAOYSA-N 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- WRAQQYDMVSCOTE-UHFFFAOYSA-N phenyl prop-2-enoate Chemical compound C=CC(=O)OC1=CC=CC=C1 WRAQQYDMVSCOTE-UHFFFAOYSA-N 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- ZQBVUULQVWCGDQ-UHFFFAOYSA-N propan-1-ol;propan-2-ol Chemical compound CCCO.CC(C)O ZQBVUULQVWCGDQ-UHFFFAOYSA-N 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- GRWFGVWFFZKLTI-UHFFFAOYSA-N rac-alpha-Pinene Natural products CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000012488 sample solution Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229940035024 thioglycerol Drugs 0.000 description 1
- NJRXVEJTAYWCQJ-UHFFFAOYSA-N thiomalic acid Chemical compound OC(=O)CC(S)C(O)=O NJRXVEJTAYWCQJ-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C09J125/00—Adhesives 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 an aromatic carbocyclic ring; Adhesives based on derivatives of such polymers
- C09J125/02—Homopolymers or copolymers of hydrocarbons
- C09J125/04—Homopolymers or copolymers of styrene
- C09J125/08—Copolymers of styrene
- C09J125/14—Copolymers of styrene with unsaturated esters
-
- 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
- C09J133/00—Adhesives 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; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
-
- E—FIXED CONSTRUCTIONS
- E04—BUILDING
- E04F—FINISHING WORK ON BUILDINGS, e.g. STAIRS, FLOORS
- E04F13/00—Coverings or linings, e.g. for walls or ceilings
- E04F13/02—Coverings or linings, e.g. for walls or ceilings of plastic materials hardening after applying, e.g. plaster
- E04F13/04—Bases for plaster
- E04F13/045—Means for fastening plaster-bases to a supporting structure
Landscapes
- Engineering & Computer Science (AREA)
- Architecture (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Civil Engineering (AREA)
- Structural Engineering (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention provides an adhesive composition, an application of the adhesive composition, a manufacturing method and an application method of the adhesive composition. The adhesive composition does not need to be repeatedly coated with a coating material in the process of bonding concrete and mortar, has excellent bonding performance (excellent strength) on various dry, wet and oily substrates, has particularly high universality compared with the prior art, and is suitable for bonding concrete and mortar. The adhesive composition contains an acrylic polymer, an epoxy polymer, a neutralizer, an organic solvent and water, wherein the acrylic polymer is formed by a monomer containing 1-30 mass% of an acrylic monomer with tertiary amino and has a glass transition temperature of-20-50 ℃.
Description
Technical Field
The present invention relates to an adhesive composition (hereinafter, also referred to as an adhesive) used for construction applications, and particularly to an adhesive suitable for use in bonding new concrete or mortar to an existing concrete or mortar foundation (hereinafter, simply referred to as a "foundation").
Background
In general, when new concrete or mortar is applied to a base, the surface of the base is roughened to increase the adhesion area and the anchoring effect. Although this method is expected to have a certain effect in a short period of time, concrete and mortar are not originally adhesive, and therefore, they are eventually peeled off. Therefore, in order to prevent the peeling, a method of coating a primer composition on a substrate in advance and then performing bonding has been proposed.
For example, patent document 1 discloses a primer obtained by mixing an agent a mainly composed of an epoxy resin and a liquid chloroprene polymer and an agent B mainly composed of a polyamide resin. Patent document 2 discloses a primer containing an epoxy resin, a polyamine curing agent, a polysulfide polymer, and a tertiary amine compound. Patent document 3 discloses an adhesive composition for bonding, which comprises an epoxy resin, a water-dispersible polyamine epoxy adduct, a water-curable cement, and a polyolefin resin-based slurry.
Patent document 4 discloses the use of an emulsion adhesive such as an acrylic-styrene resin or an ethylene-vinyl acetate resin. Patent document 5 describes a primer latex containing a copolymer obtained by copolymerizing at least a specific amount of a carboxyl group-containing polymerizable monomer (a), a specific amount of an alkoxysilane group-containing polymerizable monomer (B), a specific amount of an amide group-containing polymerizable monomer (C), and another polymerizable monomer (D) copolymerizable with at least one of the monomers (a) to (C), and discloses the use of the latex in adhering a mortar composition to the surface of a cement cured product.
Further, patent document 6 discloses a method of applying a floor paint material, which comprises applying a primer composition for floor paint containing a bisphenol a type liquid epoxy resin, a terminally aminated acrylonitrile-butadiene copolymer rubber and a solvent to an adherend, drying the primer composition, and applying a finish coating material comprising an epoxy composition.
Documents of the prior art
Patent document
Patent document 1: japanese laid-open patent publication No. 51-053538
Patent document 2: japanese patent laid-open No. 2000-345101
Patent document 3: japanese laid-open patent publication No. 2009-263424
Patent document 4: japanese laid-open patent publication No. 62-206169
Patent document 5: japanese laid-open patent publication No. 2015-098514
Patent document 6: japanese laid-open patent publication No. H02-140276
Disclosure of Invention
Problems to be solved by the invention
In a metal processing plant using a large amount of mineral oil or lubricating oil or in a place such as a food plant using a large amount of vegetable oil, the substrate may be exposed to the oils and fats for a long period of time, and the oils and fats may penetrate into a relatively deep portion of the substrate. Even if the surface of the base is cleaned by sanding or the like, the grease penetrating into the inside cannot be completely removed. The primer described in patent document 1 is proposed to be applied to a substrate impregnated with oil and fat (hereinafter referred to as "oil-wet surface").
On the other hand, there are also cases where the substrate is exposed to water for a long period of time, and the water penetrates into a considerable deep portion of the substrate. Alternatively, in many cases, the deteriorated fragile layer and stain on the substrate surface are washed and removed with high-pressure water before the joint polishing, and in this case, the washing water penetrates into the substrate. The primers described in patent documents 2 to 4 are proposed to be applied to a substrate having water penetrated (hereinafter referred to as wet surface).
The primer for oil-wet surface described in patent document 1 has a problem that it cannot be applied to a wet surface. Further, the primer for wet surface described in patent documents 2 to 4 has a problem that it cannot be applied to an oil-wet surface.
The latex described in patent document 5 is proposed with the object of improving the adhesiveness in water and the adhesiveness at low temperature after the mortar composition is adhered to the surface of the cured cement. However, the latex described in patent document 5 has a problem that it cannot be applied to a greasy finish.
The primer described in patent document 6 is suggested to be applicable to a wet surface and also to an oil-wet surface. However, the primer described in patent document 6 is used in combination with an overcoat material. In addition, it is necessary to apply a primer and a finishing coating material to each of opposite surfaces of an adherend to be adhered, and the applied state is adherend/primer/finishing coating material/primer/adherend. That is, the primer described in patent document 6 plays a role as a primer for a top coating material, and there is a problem that 2 kinds of paints are required for application.
The present invention aims to provide an adhesive composition which does not require repeated application of a cover coating material in the adhesion of concrete or mortar, exhibits excellent adhesion performance (excellent strength) to various dry, wet or oily substrates, has particularly high versatility as compared with conventional compositions, and is suitable for the adhesion of concrete or mortar.
Means for solving the problems
One embodiment of the present invention is made in view of the above-described problems, and relates to an adhesive composition containing a specific acrylic polymer and an epoxy polymer, and further relates to an application of the adhesive composition to a bonding, a method for producing the adhesive composition, and a method for applying the adhesive composition.
(1) A bonding composition for use in the setting of concrete or mortar, comprising an acrylic polymer, an epoxy polymer, a neutralizing agent, an organic solvent and water,
the acrylic polymer is formed from a monomer containing 1 to 30 mass% of an acrylic monomer having a tertiary amino group, and has a glass transition temperature of-20 to 50 ℃.
(2) The adhesive composition according to the item (1), wherein the monomer further contains at least 1 selected from the group consisting of a (meth) acrylic monomer having no hydroxyl group, a monomer having an aromatic ring, and a monomer having a hydroxyl group.
(3) The adhesive composition according to the item (1) or (2), wherein the epoxy polymer is contained in an amount of 5 to 50 parts by mass based on 100 parts by mass of the acrylic polymer.
(4) The bonding composition according to any one of the above (1) to (3), which contains the organic solvent and the water in a total amount of 10 to 60 mass%.
(5) The bonding composition according to any one of (1) to (4), wherein the ratio of the organic solvent to the water is 30 to 90:10 to 70 (mass ratio) of the organic solvent to the water.
(6) An adhesive composition comprising an acrylic polymer, an epoxy polymer, a neutralizing agent, an organic solvent and water, wherein the acrylic polymer is formed from a monomer containing 1 to 30 mass% of an acrylic monomer having a tertiary amino group and has a glass transition temperature of-20 to 50 ℃.
(7) The use according to the above (6), wherein the monomer further contains at least 1 selected from the group consisting of a (meth) acrylic monomer having no hydroxyl group, a monomer having an aromatic ring and a monomer having a hydroxyl group.
(8) The use according to the above (6) or (7), wherein the epoxy polymer is contained in an amount of 5 to 50 parts by mass based on 100 parts by mass of the acrylic polymer.
(9) The use according to any one of the above (6) to (8), wherein the adhesive composition contains the organic solvent and the water in a total amount of 10 to 60 mass%.
(10) The use according to any one of (6) to (9), wherein the ratio of the organic solvent to the water is 30 to 90:10 to 70 (mass ratio) of the organic solvent to the water.
(11) A method for producing the adhesive composition according to any one of the above (1) to (5) or the adhesive composition used in the application according to any one of the above (6) to (10), comprising:
a step of preparing an acrylic polymer solution by mixing an acrylic polymer, a neutralizing agent and an organic solvent, wherein the acrylic polymer is formed from monomers containing 1 to 30 mass% of an acrylic monomer having a tertiary amino group, and has a glass transition temperature of-20 to 50 ℃; and
mixing an epoxy polymer solution containing an epoxy polymer and an organic solvent, the acrylic polymer solution, and water.
(12) A method of applying the composition for adhesive bonding according to any one of the above (1) to (5) to a substrate, followed by applying concrete or mortar thereto.
(13) A method of applying a mixture obtained by mixing the adhesive composition according to any one of the above (1) to (5) in concrete or mortar to a substrate.
ADVANTAGEOUS EFFECTS OF INVENTION
According to the embodiments of the present invention, excellent bonding performance (excellent strength) can be exhibited for various substrates that are dry, wet, or oily, and thus it is not necessary to use different adhesives depending on the substrate. In addition, since it is not necessary to repeatedly apply a cover coating material, the construction becomes simple and the working efficiency is improved.
Detailed Description
As described above, the adhesive composition according to the embodiment of the present invention contains the acrylic polymer, the epoxy polymer, the neutralizer, the organic solvent, and water, and can exhibit excellent adhesion performance to concrete in various states.
< acrylic Polymer >
The acrylic polymer according to the embodiment of the present invention is obtained by polymerizing a monomer containing an acrylic monomer having a tertiary amino group as an essential component. Examples of the acrylic monomer having a tertiary amino group include acrylic monomers having a dialkylamino group. The acrylic polymer is preferably used in a state of an acrylic polymer solution containing a neutralizing agent and an organic solvent, mixed with an epoxy polymer solution described later.
The monomer referred to in the specification and the like means a compound having an ethylenically unsaturated double bond capable of radical polymerization. The acrylic monomer is an abbreviation for a monomer having an acryloyl group and/or a methacryloyl group. Therefore, the monomers referred to in the present specification and the like include acrylic monomers having no tertiary amino group, monomers other than acrylic monomers, and the like, in addition to acrylic monomers having a tertiary amino group.
Examples of the acrylic monomer having no tertiary amino group and the monomer other than the acrylic monomer include (meth) acrylate monomers having no functional group such as a hydroxyl group, monomers having an aromatic ring, monomers having a hydroxyl group, monomers having a carboxyl group, monomers having an amide group, monomers having an epoxy group, monomers having an alicyclic structure, alkoxyesters of (meth) acrylic acid, vinyl esters, and the like. Preferably, 2 or more monomers are used.
It is to be noted that (meth) acrylate means acrylate and/or methacrylate, and (meth) acrylic acid means acrylic acid and/or methacrylic acid.
As the acrylic monomer having a tertiary amino group, known compounds can be used, and examples thereof include dialkylamino esters of (meth) acrylic acid such as dimethylaminoethyl (meth) acrylate, diethylaminoethyl (meth) acrylate, dipropylaminoethyl (meth) acrylate, diisopropylaminoethyl (meth) acrylate, and dibutylaminoethyl (meth) acrylate. In the embodiment of the present invention, it is important that 1 to 30 mass% of the acrylic monomer having a tertiary amino group is contained in 100 mass% of the monomer, and preferably 5 to 20 mass%, in view of the balance between compatibility when the acrylic monomer is mixed with an epoxy polymer solution and diluted with water and adhesion strength between a wet surface and an oil surface as described later.
As the (meth) acrylic monomer having no functional group such as a hydroxyl group, known compounds can be used, and examples thereof include methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, t-butyl (meth) acrylate, isobutyl (meth) acrylate, hexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, n-octyl (meth) acrylate, isooctyl (meth) acrylate, n-nonyl (meth) acrylate, isononyl (meth) acrylate, n-decyl (meth) acrylate, isodecyl (meth) acrylate, n-dodecyl (meth) acrylate, n-tridecyl (meth) acrylate, and n-tetradecyl (meth) acrylate.
As the monomer having an aromatic ring, known compounds can be used, and examples thereof include phenyl acrylate, phenoxyethyl (meth) acrylate, benzyl (meth) acrylate, biphenyl (meth) acrylate, styrene, vinyltoluene, and α -methylstyrene.
Examples of the monomer having a hydroxyl group include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 6-hydroxyhexyl (meth) acrylate, 8-hydroxyoctyl (meth) acrylate, 10-hydroxydecyl (meth) acrylate, 12-hydroxylauryl (meth) acrylate, 4-hydroxymethylcyclohexyl) methyl acrylate, N-methylol (meth) acrylamide, vinyl alcohol, allyl alcohol, 2-hydroxyethyl vinyl ether, and 4-hydroxybutyl vinyl ether.
As the monomer having a carboxyl group, known compounds can be used, and examples thereof include (meth) acrylic acid, (meth) acrylic acid dimer, crotonic acid, maleic anhydride, fumaric acid, citraconic acid, glutaconic acid, itaconic acid, acrylamide N-glycolic acid, and cinnamic acid.
As the monomer having an amide group, known compounds can be used, and examples thereof include (meth) acrylamide, N-methyl (meth) acrylamide, N-dimethyl (meth) acrylamide, N-diethyl (meth) acrylamide, N' -methylenebisacrylamide, N-methylol (meth) acrylamide, N-hydroxyethyl (meth) acrylamide, N-methoxyethyl (meth) acrylamide, N-vinylpyrrolidone, diacetone acrylamide, N-dimethylaminopropyl (meth) acrylamide, and (meth) acryloylmorpholine.
As the monomer having an epoxy group, known compounds can be used, and examples thereof include glycidyl (meth) acrylate, methyl glycidyl (meth) acrylate, and allyl glycidyl ether.
As the monomer having an alicyclic structure, known compounds can be used, and examples thereof include cyclohexyl (meth) acrylate, dicyclopentanyl (meth) acrylate, isobornyl (meth) acrylate, and the like.
As the alkoxy (meth) acrylate, known compounds can be used, and examples thereof include 2-methoxyethyl (meth) acrylate, 2-ethoxyethyl (meth) acrylate, 2-methoxypropyl (meth) acrylate, 3-methoxypropyl (meth) acrylate, 2-methoxybutyl (meth) acrylate, and 4-methoxybutyl (meth) acrylate.
As the vinyl ester, known compounds can be used, and examples thereof include vinyl acetate, vinyl propionate, and vinyl laurate.
In addition, from the viewpoint of maintaining the adhesive strength, it is important to select the type and amount of the monomer in the embodiment of the present invention so that the glass transition temperature (Tg) of the acrylic polymer becomes-20 to 50 ℃, and more preferably 0 to 40 ℃. In the embodiment of the present invention, the glass transition temperature (Tg) of the acrylic polymer can be determined by a Differential Scanning Calorimeter (DSC) as described below.
The acrylic polymer can be produced by polymerizing a monomer in an organic solvent using a polymerization initiator. In the polymerization, a compound having a chain transfer effect may be used in order to adjust the molecular weight.
Examples of the organic solvent include aliphatic hydrocarbons, alicyclic hydrocarbons, aromatic hydrocarbons, esters, alcohols, and ketones.
Examples of the aliphatic hydrocarbon include known compounds such as n-hexane and n-heptane.
Examples of the alicyclic hydrocarbon include known compounds such as cyclopentane, cyclohexane, methylcyclohexane, dimethylcyclohexane, trimethylcyclohexane, ethylcyclohexane, diethylcyclohexane, decahydronaphthalene, bicycloheptane, tricyclodecane, hexahydroindanocyclohexane, cyclooctane, α -pinene, terpinolene, and limonene.
Examples of the aromatic hydrocarbon include known compounds such as toluene, xylene, benzene, solvent naphtha, and the like.
Examples of the ester include known compounds such as ethyl acetate and butyl acetate.
Examples of the alcohol include known compounds such as n-propanol and isopropanol.
Examples of the ketone include known compounds such as acetone, methyl ethyl ketone, methyl isobutyl ketone, and cyclohexanone. Ketones also have chain transfer functions.
The organic solvent in the embodiment of the present invention may be used alone or in combination of 2 or more of the above substances, and the organic solvent may be selected in consideration of the coatability of the adhesive composition.
Examples of the radical polymerization initiator used for producing the acrylic polymer include azo compounds and peroxides. Further, the radical polymerization initiator may be used alone or in combination of 2 or more.
Examples of the azo compound include 2,2 '-azobis (2-methylbutyronitrile) and 2, 2' -azobisisobutyronitrile.
Examples of the peroxide include t-butylperoxy-2-ethylhexanoate, benzoyl peroxide, di-t-butyl peroxide, and 1, 1-bis (t-butylperoxy) -3,3, 5-trimethylcyclohexane.
Examples of the compound having a chain transfer effect include a thiol and a tackifier resin in addition to the ketone organic solvent. The compounds having a chain transfer effect may be used alone or in combination of 2 or more.
Examples of the thiol include known compounds such as mercaptoethanol, thioglycerol, thioglycolic acid, 3-mercaptopropionic acid, thiomalic acid, 2-mercaptoethanesulfonic acid, butanethiol, octanethiol, decanethiol, dodecanethiol, hexadecanethiol, octadecanethiol, cyclohexylthiol, thiophenol, octyl thioglycolate, and octyl 3-mercaptopropionate.
Examples of the tackifier resin include known resins such as rosin-based resins, polymerized rosin-based resins, rosin ester-based resins, polymerized rosin ester-based resins, terpene-phenol-based resins, coumarone indene-based resins, styrene-based resins, xylene-based resins, phenol-based resins, and petroleum-based resins.
Examples of the neutralizing agent for neutralizing the tertiary amino group in the acrylic polymer include inorganic acids such as hydrochloric acid, sulfuric acid, sulfamic acid and nitric acid, organic acids such as phosphoric acid, formic acid, acetic acid, propionic acid and oxalic acid, alkyl halides or aryl halides such as ethyl bromide, butyl bromide, benzyl bromide, methyl chloride, ethyl chloride, benzyl chloride and methyl iodide, inorganic acid esters such as dimethyl sulfate and diethyl sulfate, and epihalohydrins such as epichlorohydrin and epibromohydrin. Organic acids such as formic acid and acetic acid are preferably used.
The amount of the neutralizing agent is preferably 50 to 300%, more preferably 75 to 200% in terms of the number of functional groups relative to the tertiary amino group, from the viewpoints of the ease of diluting the adhesive composition with water, the viscosity, and the reactivity of the acrylic polymer and the epoxy polymer.
< epoxy-based Polymer >
The epoxy polymer used in the embodiment of the present invention is not particularly limited as long as it is a liquid or solid resin having an average of 2 or more epoxy groups per 1 molecule, and may be one obtained by further mixing them. The epoxy polymer is preferably used in a state of an epoxy polymer solution containing an epoxy polymer and an organic solvent, mixed with the acrylic polymer solution.
Examples of the epoxy polymer include: polyglycidyl ethers obtained by reacting epichlorohydrin with polyhydric alcohols such as bisphenol a, bisphenol F, bisphenol AD, catechol, and resorcinol; glycidyl ether esters obtained by reacting hydroxycarboxylic acids such as p-hydroxybenzoic acid with epichlorohydrin; polyglycidyl esters obtained by reacting epichlorohydrin with polycarboxylic acids such as phthalic acid and terephthalic acid; and phenol novolac type epoxy resins, cresol novolac type epoxy resins, epoxidized polyolefins, alicyclic epoxy resins, urethane-modified epoxy resins, and the like, but are not limited thereto.
As the organic solvent used in the epoxy polymer solution, the solvents exemplified in the case of the acrylic polymer can be cited.
< composition for adhesive bonding >
The adhesive composition according to the embodiment of the present invention can be prepared by mixing the acrylic polymer solution and the epoxy polymer solution and diluting the mixture with water. By diluting with water, newly-built concrete or the like can be firmly set even on a wet surface. The adhesive composition according to the embodiment of the present invention preferably contains 5 to 50 parts by mass of the epoxy polymer, more preferably 15 to 25 parts by mass, based on 100 parts by mass of the acrylic polymer.
The content of the organic solvent and water is not particularly limited, but the amount is preferably adjusted so that the viscosity of the adhesive composition at 25 ℃ becomes 100 to 2000mPa · s when the nonvolatile content is adjusted to 30 mass%, and more preferably adjusted so that the viscosity becomes 200 to 800mPa · s. In order to obtain an adhesive composition having such a viscosity, it is preferable that the total amount of the organic solvent and water is 10 to 60 mass%, and the ratio of the organic solvent to the water is preferably 30 to 90:10 to 70 (mass ratio).
The coating property of the adhesive composition satisfying such non-volatile components and viscosity is improved. The viscosity was measured after mixing the acrylic polymer solution, the epoxy polymer solution and water for 60 minutes and starting rotation at 12rpm for 1 minute at 25 ℃ using a BL type viscometer using a #3 spindle.
The adhesive composition according to the embodiment of the present invention may further contain a flame retardant aid, a heat resistant stabilizer, a weather resistant stabilizer, an anti-aging agent, an ultraviolet absorber, a leveling agent, an antistatic agent, a slipping agent, an anti-blocking agent, an antifogging agent, a lubricant, a dye, a wax, an emulsion, a magnetic substance, a dielectric property adjuster, or the like as optional components.
The bonding composition according to the embodiment of the present invention can be used when a new concrete or a new mortar is applied by coating the composition on an existing concrete or an existing mortar. The adhesive composition can be applied by a known application method such as brush, spatula, roller, or spray. The thickness of the adhesive composition is preferably about 10 to 200 μm in consideration of the balance between the cost and the adhesive performance.
Further, a concrete or the like containing the adhesive composition obtained by mixing the adhesive composition according to the embodiment of the present invention in a new concrete or a new mortar may be applied to an existing concrete or an existing mortar. The spliced and bonded material can be used for various purposes such as columns, walls and floors of buildings, outdoor paved roads, foundations (ground), tunnels, and bridges.
Examples
Specific examples of the embodiments of the present invention will be described below together with comparative examples, but the embodiments of the present invention are not limited to the examples described below. In the following examples and comparative examples, "part" and "%" represent "part by mass" and "% by mass", respectively.
The monomers, polymerization initiators and organic solvents used in the present example are listed below.
< monomer >
DM: dimethylaminoethyl (meth) acrylate
DE: diethylaminoethyl (meth) acrylate
St: styrene (meth) acrylic acid ester
2 EHA: 2-ethylhexyl acrylate
2 HEA: 2-hydroxyethyl acrylate
< polymerization initiator >
AIBN: azobisisobutyronitrile
< organic solvent >
EC: ethylene cellosolve
BC: butyl cellosolve
IPA: isopropanol (I-propanol)
< determination of non-volatile component >
About 1g of the sample solution was weighed in a metal container, oven-dried at 150 ℃ for 20 minutes, and the residue was weighed to calculate the residual ratio as a nonvolatile component (nonvolatile component concentration).
< determination of molecular weight (Mw) >)
The mass average molecular weight (Mw) was determined by Gel Permeation Chromatography (GPC). As a measuring device, GPC "HPC-8020" manufactured by Tosoh corporation was used. The chromatographic column used was a column obtained by connecting 2 pieces of SuperHM-M and SuperHM-L, manufactured by Tosoh corporation in series. The assay was performed at 40 ℃ using Tetrahydrofuran (THF) as solvent (eluent). The mass average molecular weight (Mw) is a value converted to polystyrene.
< determination of glass transition temperature (Tg) >
The glass transition temperature (Tg) is determined from a measurement performed using a Differential Scanning Calorimeter (DSC). For the measurement, "SSC 5200Disk Station" (manufactured by Seiko technologies) was connected to RobotDSC (differential scanning calorimeter, "RDC 220" manufactured by Seiko technologies).
The acrylic polymer solutions prepared in the respective synthesis examples were applied to a polyester releasable film substrate and dried, and the dried product was used as a measurement sample. 10mg of the measurement sample was placed in the differential scanning calorimeter described above, held at a temperature of 100 ℃ for 5 minutes, and then quenched to-120 ℃ using liquid nitrogen. Then, the temperature was raised at a rate of 10 ℃ per minute to 200 ℃ for DSC measurement. The glass transition temperature (Tg) (unit:. degree. C.) was determined from the obtained DSC chart.
[ Synthesis example 1]
An acrylic polymer having a mass-average molecular weight (Mw) of 15000 and a glass transition temperature of 20 ℃ was prepared by polymerizing 48 parts of St, 22 parts of 2EHA, 20 parts of 2HEA and 10 parts of DM with AIBN in 50 parts of BC, and 15 parts of BC, 40 parts of EC and 40 parts of IPA were added as a diluting solvent, and 5 parts of acetic acid was added as a neutralizing agent to prepare an acrylic polymer solution having a nonvolatile content of 40% (a 1). The acrylic polymer solution [ a1] contained 65 parts of BC, 40 parts of EC, 40 parts of IPA, and 5 parts of acetic acid with respect to about 100 parts of the acrylic polymer.
[ Synthesis examples 2 to 9, 13 to 16]
Solutions [ A2] to [ A9] and [ A13] to [ A16] containing an acrylic polymer having a mass average molecular weight (Mw) of 15000 and a glass transition temperature of-25 to 55 ℃ and having a nonvolatile content of 40% were prepared in the same manner as in Synthesis example 1, except that the kind and amount of the monomer, the kind and amount of the neutralizer and the amount of the organic solvent were changed as shown in Table 1.
[ Synthesis examples 10 to 11]
Acrylic polymer solutions [ A10] and [ A11] having mass average molecular weights (Mw) of 30000 and 7500 and containing 40% nonvolatile components were prepared in the same manner as in Synthesis example 1, except that the amount of AIBN was changed.
[ Synthesis example 12]
A solution containing an acrylic polymer having a mass average molecular weight (Mw) of 15000 and a glass transition temperature of 20 ℃ and having a nonvolatile content of 40% was prepared in the same manner as in synthesis example 1, except that 30 parts of BC was used as a solvent in polymerization and 40 parts of EC, 40 parts of IPA, and 35 parts of water were used as a diluent [ a12 ].
The acrylic polymer solution [ a12] and the acrylic polymer solution [ a1] are synthetic examples in which the compositions of the solvents for the acrylic polymers having the same dissolution components, glass transition temperatures, and mass average molecular weights are different.
[ Table 1]
＊, the numbers in the table are parts by mass, wherein the blank column means "0".
[ example 1]
An adhesive composition was prepared by adding 20 parts (containing about 14 parts of the epoxy polymer) of an ethyl cellosolve solution containing about 70% of a nonvolatile component of a bisphenol A type liquid epoxy polymer (JER828, manufactured by Mitsubishi chemical corporation, epoxy equivalent 184-194) as an epoxy polymer solution [ B1] and 60 parts of water as a diluent to 100 parts (containing about 40 parts of the acrylic polymer) of the acrylic polymer solution described in synthetic example 1, and sufficiently stirring them. The non-volatile content of the adhesive composition was 30%.
The joint strength of the concrete on the dry side, wet side and oil side was evaluated by the method described below.
[ examples 2 to 11]
An adhesive composition containing 30% of nonvolatile components was prepared in the same manner as in example 1, except that the acrylic polymer solution was changed as shown in table 2, and the composition was evaluated in the same manner.
[ examples 12 to 14]
An adhesive composition containing 30% of nonvolatile components was obtained in the same manner as in example 1, except that the diluent was changed as shown in table 2, and the evaluation was performed in the same manner.
[ examples 15 to 16]
An adhesive composition having a nonvolatile content of 30% was prepared in the same manner as in example 1 except that an ethyl cellosolve solution having a nonvolatile content of about 70% of a bisphenol a type solid epoxy polymer (ER1002, manufactured by mitsubishi chemical corporation, epoxy equivalent 600 to 700) as the epoxy polymer solution [ B2] was used in example 15 and an ethyl cellosolve solution having a nonvolatile content of about 70% of a phenol novolac type liquid epoxy polymer (JER154, manufactured by mitsubishi chemical corporation, epoxy equivalent 176 to 180) was used in example 16, instead of [ B1], and evaluations were performed in the same manner as in example 1.
[ examples 17 to 18]
An adhesive composition containing 30% of nonvolatile components was prepared in the same manner as in example 1, except that the amount of the epoxy polymer solution [ B1] and the amount of the diluent were changed as shown in table 2, and the composition was evaluated in the same manner.
[ comparative examples 1 to 5]
An adhesive composition having a nonvolatile content of 30% was prepared in the same manner as in example 1, except that the acrylic polymer solution and the diluent were changed as shown in table 2, and the composition was evaluated in the same manner.
Comparative example 6
100 parts of a bisphenol A liquid epoxy polymer (JER828, manufactured by Mitsubishi chemical corporation), 90 parts of chloroprene rubber, 10 parts of nonylphenol, 20 parts of a xylene resin, and 20 parts of methyl isobutyl ketone were mixed to prepare a1 st liquid. Further, 120 parts of a polyamide-amine resin (Luckamide TD-984, manufactured by DIC Co., Ltd.), 5 parts of 2,4, 6-tris (dimethylaminomethyl) phenol, 5 parts of zinc oxide, 50 parts of heavy calcium carbonate powder, 20 parts of a xylene resin (NIKANOL Y-100, manufactured by FUDOW Co., Ltd.), 25 parts of dioctyl phthalate and 25 parts of toluene were mixed to prepare a2 nd liquid. The 1 st liquid and the 2 nd liquid were mixed to prepare an adhesive composition, and the composition was evaluated in the same manner as in examples.
Comparative example 7
An adhesive composition was prepared by mixing 100 parts of a bisphenol a type liquid epoxy polymer (JER828, manufactured by mitsubishi chemical corporation), 6 parts of a modified aliphatic polyamine resin (Luckamide WH-614), 10 parts of a liquid polysulfide (Thiokol LP-3, manufactured by toyo corporation) and 1 part of 2,4, 6-tris (dimethylaminomethyl) phenol, and evaluated in the same manner as in examples.
Comparative example 8
An adhesive composition having a nonvolatile content of about 46% was prepared by emulsion-polymerizing 396 parts by mass of Methyl Methacrylate (MMA), 577 parts by mass of 2-ethylhexyl acrylate (2-EHA), 20 parts by mass of methacrylic acid (MAA), 2 parts by mass of acrylamide (AAm), and 5 parts by mass of γ -methacryloxypropyltrimethoxysilane using ammonium peroxodisulfate in the presence of a nonionic emulsifier, adjusting the pH to 8 with ammonia water, and evaluated in the same manner as in examples.
[ evaluation of Strength ]
For a surface of 300mm × 300mm of a concrete slab of 300mm × 300mm × 60mm, a fragile portion of the surface was removed by a frosting treatment as a dry concrete base.
< dry side >
The adhesive composition was applied in a solution state to 150g/m using a brush2On the aforementioned dry concrete substrate. After drying at 20 ℃ for 1 hour, mortar was applied in a thickness of 10mm using a metal spatula, the sample thus obtained was cured at 20 ℃ for 28 days, the surface of the mortar was sufficiently polished with #80 sandpaper, a 40mm × 40mm steel jig was bonded with an epoxy adhesive, after the adhesive was cured, a cut reaching the concrete slab was cut around the steel jig with a diamond cutter, and the adhesion was measured with a building adhesion tester and evaluated according to the following criteria.
A: the concrete or mortar was broken in the entire area, and the interface of the adhesive composition between the concrete and mortar was not peeled off and was not broken by aggregation, and the adhesive composition was satisfactory
B: the exposure of the interface between the concrete and the adhesive composition is less than 5%, which is the lower limit of practical use
C: the exposure of the interface between the concrete and the adhesive composition is 5% or more, or the adhesive composition layer is coagulated and broken, so that the concrete and the adhesive composition layer cannot be practically used
< wet surface >
The dry concrete base was immersed in water for 48 hours, the surface was wiped with a cloth, and the adhesive composition was applied and then mortar was applied in the same manner as in the case of < dry surface > to evaluate.
< oil-wet noodle >
The dry concrete base was immersed in an oil (vegetable oil: animal oil: 1 (mass ratio)) for 48 hours, the surface was wiped with a cloth, and the adhesive composition was applied and then the mortar was applied in the same manner as in the case of < dry surface > to evaluate.
[ Table 2]
＊, the numbers in the table are parts by mass, wherein the blank column means "0".
As is clear from table 2, the adhesive composition of the present example exhibited excellent adhesive properties on the dry side, the wet side, and the oil side.
On the other hand, it is found that in the adhesive composition of comparative example 1, when the amount of the acrylic monomer having a tertiary amino group is small (0.5 mass%), the compatibility with water is lowered and the adhesiveness on the wet surface is poor; in the adhesive composition of comparative example 2, when the amount of the acrylic monomer having a tertiary amino group is large (40 mass%), compatibility with oil is lowered and adhesiveness on an oil-wet surface is poor. Furthermore, it is also found that in the adhesive composition of comparative example 3, when the glass transition temperature of the acrylic polymer is low (Tg: -25 ℃), the adhesive composition has low elasticity, and therefore, the adhesive performance is poor on any of the dry surface, the wet surface and the oil-wet surface; in the adhesive composition of comparative example 4, when the glass transition temperature of the acrylic polymer is high (Tg:55 ℃), the adhesive composition has low viscosity, and thus the adhesive performance is poor on any of the dry surface, the wet surface and the oil-wet surface. Further, it is also found that the adhesive composition of comparative example 5 has low wettability to a wet surface and weak anchorage to concrete because the adhesive composition contains no water, and thus has poor adhesiveness; the adhesive composition of comparative example 6 contains a resin having a low affinity for water, and therefore, the adhesive composition has low wettability to a wet surface and weak anchoring properties to concrete, and therefore, has poor adhesiveness; the adhesive composition of comparative example 7 has a low compatibility with oil and a poor adhesion to an oil-wet surface because of its improved affinity for water; the adhesive composition of comparative example 8 has low affinity with oil, and therefore has low wettability to an oil-wet surface and poor anchorage to concrete, and therefore has poor adhesiveness.
Industrial applicability
The adhesive composition according to the embodiment of the present invention can be used for bonding and beating concrete or mortar, and can also be used as a primer for repairing floors, roofs, balconies, outer walls, and the like.
Claims (13)
1. A bonding composition for use in the setting of concrete or mortar, comprising an acrylic polymer, an epoxy polymer, a neutralizing agent, an organic solvent and water,
the acrylic polymer is formed from a monomer containing 1 to 30 mass% of an acrylic monomer having a tertiary amino group, and has a glass transition temperature of-20 to 50 ℃.
2. The bonding composition according to claim 1, wherein the monomer further contains at least 1 selected from the group consisting of a (meth) acrylic monomer having no hydroxyl group, a monomer having an aromatic ring, and a monomer having a hydroxyl group.
3. The bonding composition according to claim 1 or 2, wherein the epoxy polymer is contained in an amount of 5 to 50 parts by mass based on 100 parts by mass of the acrylic polymer.
4. The bonding composition according to claim 1 or 2, which contains the organic solvent and the water in a total amount of 10 to 60 mass%.
5. The bonding composition according to claim 1 or 2, wherein the ratio of the organic solvent to the water is 30 to 90:10 to 70 by mass.
6. An adhesive composition for use in the joint application of concrete or mortar,
the adhesive composition contains an acrylic polymer, an epoxy polymer, a neutralizer, an organic solvent and water,
the acrylic polymer is formed from a monomer containing 1 to 30 mass% of an acrylic monomer having a tertiary amino group, and has a glass transition temperature of-20 to 50 ℃.
7. The use according to claim 6, the monomer further containing at least 1 selected from the group consisting of a (meth) acrylic monomer having no hydroxyl group, a monomer having an aromatic ring, and a monomer having a hydroxyl group.
8. The use according to claim 6 or 7, wherein the epoxy polymer is contained in an amount of 5 to 50 parts by mass based on 100 parts by mass of the acrylic polymer in the adhesive composition.
9. The use according to claim 6 or 7, wherein the adhesive composition contains 10 to 60 mass% of the organic solvent and the water in total.
10. The use according to claim 6 or 7, wherein the ratio of the organic solvent to the water is 30-90: 10-70 by mass.
11. A method for producing a composition for adhesive bonding,
a method for producing the adhesive composition according to claim 1 or 2 or the adhesive composition used in the application according to claim 6 or 7, comprising:
a step of preparing an acrylic polymer solution by mixing an acrylic polymer, a neutralizing agent and an organic solvent, wherein the acrylic polymer is formed from monomers containing 1 to 30 mass% of an acrylic monomer having a tertiary amino group, and has a glass transition temperature of-20 to 50 ℃; and
and a step of mixing an epoxy polymer solution containing an epoxy polymer and an organic solvent, the acrylic polymer solution, and water.
12. A method of applying the adhesive composition according to claim 1 or 2 to a substrate, followed by applying concrete or mortar thereto.
13. A method of applying a mixture obtained by mixing the adhesive composition according to claim 1 or 2 in concrete or mortar to a substrate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910725962.6A CN110951426B (en) | 2019-08-07 | 2019-08-07 | Adhesive composition, use of adhesive composition, method for producing adhesive composition, and method for applying adhesive composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910725962.6A CN110951426B (en) | 2019-08-07 | 2019-08-07 | Adhesive composition, use of adhesive composition, method for producing adhesive composition, and method for applying adhesive composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN110951426A true CN110951426A (en) | 2020-04-03 |
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| JPH09118798A (en) * | 1995-10-24 | 1997-05-06 | Dainippon Ink & Chem Inc | Water-base cross-linkable resin composition, its production, and material obtained by using the same |
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