WO2022118676A1 - 粘着剤組成物および粘着テープ - Google Patents
粘着剤組成物および粘着テープ Download PDFInfo
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- WO2022118676A1 WO2022118676A1 PCT/JP2021/042591 JP2021042591W WO2022118676A1 WO 2022118676 A1 WO2022118676 A1 WO 2022118676A1 JP 2021042591 W JP2021042591 W JP 2021042591W WO 2022118676 A1 WO2022118676 A1 WO 2022118676A1
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- WIPO (PCT)
- Prior art keywords
- pressure
- glucan
- sensitive adhesive
- weight
- resin
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 57
- 239000000853 adhesive Substances 0.000 title claims abstract description 25
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 25
- 239000002390 adhesive tape Substances 0.000 title claims abstract description 19
- 239000011347 resin Substances 0.000 claims abstract description 91
- 229920005989 resin Polymers 0.000 claims abstract description 91
- 229920002498 Beta-glucan Polymers 0.000 claims abstract description 81
- 150000003505 terpenes Chemical class 0.000 claims abstract description 61
- 235000007586 terpenes Nutrition 0.000 claims abstract description 61
- 125000002252 acyl group Chemical group 0.000 claims abstract description 11
- 239000012790 adhesive layer Substances 0.000 claims abstract description 8
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 76
- 125000001931 aliphatic group Chemical group 0.000 claims description 25
- 125000004432 carbon atom Chemical group C* 0.000 claims description 24
- 150000004678 hydrides Chemical class 0.000 claims description 8
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 33
- 230000015572 biosynthetic process Effects 0.000 description 18
- 238000003786 synthesis reaction Methods 0.000 description 18
- 239000010410 layer Substances 0.000 description 16
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 239000007787 solid Substances 0.000 description 10
- 239000000463 material Substances 0.000 description 9
- 125000000217 alkyl group Chemical group 0.000 description 8
- 150000002430 hydrocarbons Chemical group 0.000 description 8
- 235000010724 Wisteria floribunda Nutrition 0.000 description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 239000006185 dispersion Substances 0.000 description 5
- 239000012943 hotmelt Substances 0.000 description 5
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
- 125000000400 lauroyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 230000003287 optical effect Effects 0.000 description 4
- 239000003208 petroleum Substances 0.000 description 4
- 239000002798 polar solvent Substances 0.000 description 4
- -1 undecylic Chemical group 0.000 description 4
- RNHWYOLIEJIAMV-UHFFFAOYSA-N 1-chlorotetradecane Chemical compound CCCCCCCCCCCCCCCl RNHWYOLIEJIAMV-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- UNSAJINGUOTTRA-UHFFFAOYSA-N 3-(3-bromophenyl)prop-2-yn-1-ol Chemical compound OCC#CC1=CC=CC(Br)=C1 UNSAJINGUOTTRA-UHFFFAOYSA-N 0.000 description 3
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 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 3
- 230000000996 additive effect Effects 0.000 description 3
- 125000003342 alkenyl group Chemical group 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 230000001965 increasing effect Effects 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 125000001419 myristoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 125000002801 octanoyl group Chemical group C(CCCCCCC)(=O)* 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 125000001312 palmitoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 229910001220 stainless steel Inorganic materials 0.000 description 3
- 239000010935 stainless steel Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 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 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
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 238000001157 Fourier transform infrared spectrum Methods 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 150000003855 acyl compounds Chemical class 0.000 description 2
- 150000001334 alicyclic compounds Chemical group 0.000 description 2
- 150000001491 aromatic compounds Chemical group 0.000 description 2
- 229920005601 base polymer Polymers 0.000 description 2
- 125000004063 butyryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 2
- 125000001402 nonanoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 2
- 229920006395 saturated elastomer Chemical group 0.000 description 2
- 125000003696 stearoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- WTARULDDTDQWMU-RKDXNWHRSA-N (+)-β-pinene Chemical compound C1[C@H]2C(C)(C)[C@@H]1CCC2=C WTARULDDTDQWMU-RKDXNWHRSA-N 0.000 description 1
- WTARULDDTDQWMU-IUCAKERBSA-N (-)-Nopinene Natural products C1[C@@H]2C(C)(C)[C@H]1CCC2=C WTARULDDTDQWMU-IUCAKERBSA-N 0.000 description 1
- MLQBTMWHIOYKKC-KTKRTIGZSA-N (z)-octadec-9-enoyl chloride Chemical compound CCCCCCCC\C=C/CCCCCCCC(Cl)=O MLQBTMWHIOYKKC-KTKRTIGZSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- WTARULDDTDQWMU-UHFFFAOYSA-N Pseudopinene Natural products C1C2C(C)(C)C1CCC2=C WTARULDDTDQWMU-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- XCPQUQHBVVXMRQ-UHFFFAOYSA-N alpha-Fenchene Natural products C1CC2C(=C)CC1C2(C)C XCPQUQHBVVXMRQ-UHFFFAOYSA-N 0.000 description 1
- MVNCAPSFBDBCGF-UHFFFAOYSA-N alpha-pinene Natural products CC1=CCC23C1CC2C3(C)C MVNCAPSFBDBCGF-UHFFFAOYSA-N 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 1
- 229930006722 beta-pinene Natural products 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- DVECBJCOGJRVPX-UHFFFAOYSA-N butyryl chloride Chemical compound CCCC(Cl)=O DVECBJCOGJRVPX-UHFFFAOYSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000003074 decanoyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(*)=O 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- NQGIJDNPUZEBRU-UHFFFAOYSA-N dodecanoyl chloride Chemical compound CCCCCCCCCCCC(Cl)=O NQGIJDNPUZEBRU-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- LCWMKIHBLJLORW-UHFFFAOYSA-N gamma-carene Natural products C1CC(=C)CC2C(C)(C)C21 LCWMKIHBLJLORW-UHFFFAOYSA-N 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000000268 heptanoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- ARBOVOVUTSQWSS-UHFFFAOYSA-N hexadecanoyl chloride Chemical compound CCCCCCCCCCCCCCCC(Cl)=O ARBOVOVUTSQWSS-UHFFFAOYSA-N 0.000 description 1
- 125000003104 hexanoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 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
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000007498 myristoylation Effects 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- REEZZSHJLXOIHL-UHFFFAOYSA-N octanoyl chloride Chemical compound CCCCCCCC(Cl)=O REEZZSHJLXOIHL-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 150000003097 polyterpenes Chemical class 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- GRWFGVWFFZKLTI-UHFFFAOYSA-N rac-alpha-Pinene Natural products CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 125000003774 valeryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/08—Macromolecular additives
-
- 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
- C09J105/00—Adhesives based on polysaccharides or on their derivatives, not provided for in groups C09J101/00 or C09J103/00
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0024—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Glucans; (beta-1,3)-D-Glucans, e.g. paramylon, coriolan, sclerotan, pachyman, callose, scleroglucan, schizophyllan, laminaran, lentinan or curdlan; (beta-1,6)-D-Glucans, e.g. pustulan; (beta-1,4)-D-Glucans; (beta-1,3)(beta-1,4)-D-Glucans, e.g. lichenan; Derivatives thereof
-
- 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
- C09J193/00—Adhesives based on natural resins; Adhesives based on derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
-
- 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
- C09J2405/00—Presence of polysaccharides
Definitions
- the present invention relates to an adhesive composition and an adhesive tape.
- a pressure-sensitive adhesive composition containing a ⁇ -1,3-glucan derivative in which an acyl group is introduced into ⁇ -1,3-glucan is known (see, for example, Patent Document 1 below). Since the ⁇ -1,3-glucan derivative is a polysaccharide derived from a living organism, the pressure-sensitive adhesive described in Patent Document 1 has a smaller environmental load than the conventional pressure-sensitive adhesive made from petroleum.
- the pressure-sensitive adhesive composition used for optical applications that require transparency is required to have higher adhesive strength, and at the same time, the pressure-sensitive adhesive composition is required to have excellent transparency.
- Patent Document 1 has a problem that the above-mentioned requirements cannot be satisfied.
- the present invention provides a pressure-sensitive adhesive composition and a pressure-sensitive adhesive tape having high adhesive strength and excellent transparency.
- the present invention (1) includes a pressure-sensitive adhesive composition containing a ⁇ -1,3-glucan derivative in which an acyl group is introduced into ⁇ -1,3-glucan and a terpene-based resin.
- the pressure-sensitive adhesive composition according to (1) wherein the terpene-based resin is at least one selected from the group consisting of a terpene resin, a hydride of the terpene resin, and a phenol-modified terpene resin. Including things.
- the pressure-sensitive adhesive composition according to item 1 is included.
- the present invention (5) includes an adhesive tape provided with an adhesive layer comprising the adhesive composition according to any one of (1) to (4).
- the pressure-sensitive adhesive composition and pressure-sensitive adhesive tape of the present invention have high adhesive strength and excellent transparency.
- FIG. 1 is a cross-sectional view of an embodiment of the adhesive tape of the present invention.
- FIG. 2 is a cross-sectional view of another embodiment of the adhesive tape.
- FIG. 3 is a cross-sectional view of another embodiment of the adhesive tape.
- the pressure-sensitive adhesive composition of the present invention contains a ⁇ -1,3-glucan derivative and a terpene-based resin.
- the ⁇ -1,3-glucan derivative is the base polymer in the pressure-sensitive adhesive composition.
- the ⁇ -1,3-glucan derivative is a partially acyl compound in which a part of the hydroxyl group in glucose contained in ⁇ -1,3-glucan is acylated with an acyl group. That is, the ⁇ -1,3-glucan derivative is an acyl compound in which an acyl group is introduced into ⁇ -1,3-glucan.
- the acyl group is represented by RCO-.
- R include hydrocarbon groups.
- the hydrocarbon group include an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, and an aromatic hydrocarbon group, and preferably an aliphatic hydrocarbon group.
- Examples of the aliphatic hydrocarbon group include a saturated aliphatic hydrocarbon group and an unsaturated aliphatic hydrocarbon group, and preferably a saturated aliphatic hydrocarbon group, that is, an alkyl group.
- Examples of the alkyl group include a linear alkyl group and a branched alkyl group, preferably a linear alkyl group.
- the alkyl group has, for example, 3 or more carbon atoms and, for example, 18 or less carbon atoms.
- linear alkyl group examples include propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecylic, dodecyl, tridecylic, tetradecyl, pentadecyl, hexadecyl, heptadecyl, and octadecyl.
- unsaturated aliphatic hydrocarbon group examples include an alkenyl group having 3 or more carbon atoms, preferably 5 or more carbon atoms, and 18 or less carbon atoms.
- alkenyl group examples include heptadecenyl.
- the carbon number of the aliphatic hydrocarbon group is preferably 6 or more, more preferably 8 or more, and preferably 14 or less.
- the adhesive strength can be sufficiently improved.
- the adhesive strength can be sufficiently improved and the transparency is excellent.
- acyl group examples include butanoyl (R in RCO is C 3 H 7 example), pentanoyl (R in RCO is C 4 H 9 example), and hexanoyl (R in RCO is C 5 H 11 example).
- Heptanoyl (R in RCO is an example of C 6 H 13 ), Octanoyl (R in RCO is an example of C 7 H 15 ), Nonanoyl (R in RCO is an example of C 8 H 17 ), Decanoyl (R in RCO is an example of C 8 H 17) 9 H 19 example), lauroyl (ie dodecanoyl) (R in RCO is C 11 H 23 example), myristoyl (ie tetradecanoyl) (R in RCO is C 13 H 27 example), palmitoyl (ie hexadeca) Noil) (R in RCO is an example of C 15 H 31 ), stearoyl (ie, octadecanoyl) (R in RCO is an example of C 17 H 35 ), ole oil (R in RCO is an example of C 17 H 33 ), And nonadecanoyle (an example where R in RCO is C 18 H 37 ).
- Preferred examples
- ⁇ -1,3-glucan derivatives are described in, for example, Japanese Patent Application Laid-Open No. 2018-154723.
- the proportion of the ⁇ -1,3-glucan derivative in the solid content of the pressure-sensitive adhesive composition is, for example, 50% by weight or more, preferably 60% by weight or more, more preferably 70% by weight or more, and for example. It is 99% by weight or less, preferably 90% by weight or less, and more preferably 80% by weight or less.
- ⁇ -1,3-glucan derivatives are identified by 1 H-NMR spectrum and FT-IR spectrum. Details of the identification are described in JP-A-2018-154723.
- the terpene resin is a tackifier. That is, the terpene-based resin is a component that enhances the adhesive strength of the pressure-sensitive adhesive composition.
- the pressure-sensitive adhesive composition of the present invention contains a terpene-based resin as a pressure-sensitive adhesive.
- the terpene-based resin can improve the adhesive strength of the pressure-sensitive adhesive composition and suppress the decrease in transparency.
- terpene-based resin examples include terpene resin, terpene resin hydride, aromatic-modified terpene resin, phenol-modified terpene resin, and phenol-modified terpene resin hydride. These can be used alone or in combination.
- the terpene-based resin preferably, at least one selected from the group consisting of a terpene resin, a hydride of the terpene resin, and a phenol-modified terpene resin is selected from the viewpoint of further increasing the adhesive strength and further enhancing the transparency.
- the terpene-based resin is more preferably a phenol-modified terpene resin, a terpene resin, or a hydride of a terpene resin, and more preferably a terpene resin.
- the phenol-modified terpene resin may be referred to as a terpene phenol resin.
- terpene-based resin from the viewpoint of a large ratio of reusable resources, terpene resin and hydride of terpene resin are also preferable.
- the terpene resin include ⁇ -pinene polymer, ⁇ -pinene polymer, and dipentene polymer.
- the terpene resin may be referred to as a polyterpene resin.
- the weight portion of the terpene resin with respect to 100 parts by weight of the ⁇ -1,3-glucan derivative is, for example, 5 parts by weight or more, preferably 10 parts by weight or more, and for example, 150 parts by weight or less, preferably 100 parts by weight. By weight or less, more preferably 80 parts by weight or less, still more preferably 60 parts by weight or less, and particularly preferably 40 parts by weight or less.
- weight portion of the terpene resin with respect to 100 parts by weight of the ⁇ -1,3-glucan derivative is equal to or higher than the above lower limit, it is possible to suppress an increase in the viscosity of the solution (described later) of the pressure-sensitive adhesive composition, and by extension, the pressure-sensitive adhesive.
- the weight portion of the terpene resin with respect to 100 parts by weight of the ⁇ -1,3-glucan derivative is equal to or less than the above upper limit, the terpene resin can be suppressed from bleeding out from the pressure-sensitive adhesive layer in a high temperature environment, and further.
- the adhesive strength is further increased and the transparency is further enhanced.
- the terpene-based resin in the pressure-sensitive adhesive composition is identified by 1 H-NMR spectrum, FT-IR spectrum, gel permeation chromatography, and / or mass spectrometry.
- the pressure-sensitive adhesive composition may contain an additive in an appropriate ratio.
- Additives include, for example, other base polymers (acrylic resins), other tackifiers (rosin resins and petroleum resins), viscosity modifiers, leveling agents, plasticizers, fillers, stabilizers, preservatives. , And anti-aging agents.
- a ⁇ -1,3-glucan derivative, a terpene-based resin, and an additive are mixed and mixed. Further, it is also possible to prepare a solution containing the pressure-sensitive adhesive composition by dissolving each of the above-mentioned components in an organic solvent.
- the solution may be referred to as a "solution of the pressure-sensitive adhesive composition".
- the organic solvent include a low-polarity solvent and a high-polarity solvent.
- Examples of the low-polarity solvent include aromatic compounds, alicyclic compounds, and saturated chain hydrocarbon compounds.
- Examples of the aromatic compound include toluene.
- Examples of the alicyclic compound include cyclohexane and methylcyclohexane.
- Saturated chain hydrocarbon compounds include, for example, pentane, hexane, and heptane.
- Examples of the highly polar solvent include ketones, esters, and alcohols.
- Examples of the ketone include methyl ethyl ketone.
- Examples of the ester include ethyl acetate.
- Examples of the alcohol include methanol and ethanol.
- organic solvents can be used alone or in combination. Preferred are the single use of the low polar solvent and the combination of the low polar solvent and the high polar solvent.
- aqueous dispersion of adhesive composition it is also possible to prepare an aqueous dispersion containing the pressure-sensitive adhesive composition by dispersing the ⁇ -1,3-glucan derivative and the terpene-based resin in water using an emulsifier and / or a dispersant.
- the aqueous dispersion may be referred to as "aqueous dispersion of adhesive composition”.
- the proportion of the solid content in the solution of the pressure-sensitive adhesive composition or the aqueous dispersion of the pressure-sensitive adhesive composition is, for example, 1% by weight or more, preferably 10% by weight or more, and for example, 50% by weight or less, preferably 50% by weight or less. , 40% by weight or less.
- hot melt resin having a pressure-sensitive adhesive composition
- a hot melt resin having a pressure-sensitive adhesive composition by mixing a ⁇ -1,3-glucan derivative and a terpene resin using a kneader or the like.
- the hot melt resin of the pressure-sensitive adhesive composition may be simply referred to as "hot melt resin”.
- a solution of the pressure-sensitive adhesive composition or an aqueous dispersion of the pressure-sensitive adhesive composition is applied to the surface of the base material sheet 2 and then dried by heating to form the pressure-sensitive adhesive layer 3. do.
- the hot melt resin described above is hot melt coated on the surface of the base sheet 2 and then cooled to form the pressure-sensitive adhesive layer 3.
- the pressure-sensitive adhesive tape 1 having the base material sheet 2 and the pressure-sensitive adhesive layer 3 can be manufactured.
- Examples of the material of the base material sheet 2 include resin.
- Examples of the resin include polyester.
- the thickness of the base sheet 2 is 0.5 ⁇ m or more, and is, for example, 900 ⁇ m or less.
- the thickness of the pressure-sensitive adhesive layer 3 is, for example, 1 ⁇ m or more, and is, for example, 1000 ⁇ m or less.
- the thickness of the adhesive tape 1 is, for example, 2 ⁇ m or more, and is, for example, 1100 ⁇ m or less.
- the adhesive tape 1 can also include a base sheet 2 and an adhesive layer 3 arranged on each of the front surface and the back surface thereof.
- FIG. 3 it is also possible to obtain a base material-less type adhesive tape 1 having only the pressure-sensitive adhesive layer 3 without using the base material sheet 2.
- the adhesive tape 1 is composed of only the adhesive layer 3.
- the adhesive strength of the pressure-sensitive adhesive layer 3 to the stainless steel plate at 23 ° C. and 50% RH is, for example, 1N / 20 mm or more, preferably 2N / 20 mm or more, more preferably 3N / 20 mm or more, and for example, 20N. / 20 mm or less.
- the method for measuring the adhesive force of the pressure-sensitive adhesive layer 3 on the stainless steel plate will be described in detail later in Examples.
- the haze of the pressure-sensitive adhesive layer 3 is, for example, 20% or less, preferably 10% or less, more preferably 5.0% or less, still more preferably 2.0% or less, and particularly preferably 1.0% or less. Most preferably, it is 0.5% or less.
- the method for measuring the haze of the pressure-sensitive adhesive layer 3 will be described in detail in a later example.
- a small haze means good transparency. If the haze of the pressure-sensitive adhesive layer 3 is not more than the above-mentioned upper limit, it is suitably used for optical applications. Optical applications include, for example, transparent protective films.
- This pressure-sensitive adhesive composition contains a terpene-based resin as an essential pressure-sensitive adhesive. Therefore, the pressure-sensitive adhesive composition and the pressure-sensitive adhesive tape have high adhesive strength and excellent transparency. Therefore, the pressure-sensitive adhesive composition and the pressure-sensitive adhesive tape are suitably used for optical applications including a transparent protective film.
- the pressure-sensitive adhesive composition contains a rosin-based resin as an essential pressure-sensitive adhesive, haze increases. Therefore, transparency is reduced. Further, when the pressure-sensitive adhesive composition contains a petroleum-based resin as an essential pressure-sensitive adhesive, the pressure-sensitive adhesiveness is not sufficiently improved, the haze is increased, and the transparency is lowered.
- Modification example of adhesive tape In the modified example, the same members and processes as in one embodiment are designated by the same reference numerals, and detailed description thereof will be omitted. Further, the modified example can exhibit the same action and effect as that of one embodiment, except for special mention. Further, one embodiment and a modification thereof can be appropriately combined.
- the adhesive tape 1 of the modified example further includes a release sheet 4 arranged on the surface of the adhesive layer 3.
- Synthesis example 1 [Synthesis of myristoylated ⁇ -1,3-glucan (R (aliphatic hydrocarbon group) has 13 carbon atoms in RCO)]
- R aliphatic hydrocarbon group
- RCO aliphatic hydrocarbon group
- a reaction vessel equipped with a cooling tube, nitrogen introduction tube, thermometer and stirrer 13.3 g of ⁇ -1,3-glucan (Euglena Co., Ltd .: glucose part is 82.03 mmol) and dehydrated pyridine (Fuji Film Wako Pure Chemical Industries, Ltd.) (Co., Ltd.) 1000 mL was added, and the mixture was stirred in a nitrogen atmosphere at a temperature of 92 ° C. for 0.5 hours.
- Synthesis example 2 [Synthesis of palmitoylated ⁇ -1,3-glucan (R (aliphatic hydrocarbon group) has 15 carbon atoms in RCO)] The same treatment as in Synthesis Example 1 was performed to obtain palmitoylated ⁇ -1,3-glucan. However, 133.05 mL (492.2 mmol) of myristyl chloride was changed to 150.21 mL (492.2 mmol: Fuji Film Wako Co., Ltd.) of palmitoyl chloride. That is, palmitoylated ⁇ -1,3-glucan is a ⁇ -1,3-glucan derivative obtained by introducing palmitoyl into ⁇ -1,3-glucan.
- Synthesis example 3 [Synthesis of lauroylated ⁇ -1,3-glucan (R (aliphatic hydrocarbon group) has 11 carbon atoms in RCO)] The same treatment as in Synthesis Example 1 was performed to obtain lauroylated ⁇ -1,3-glucan. However, myristoyl chloride 133.05 mL (492.2 mmol) was changed to lauroyl chloride 113.81 mL (492.2 mmol: Fuji Film Wako Co., Ltd.). That is, the lauroylated ⁇ -1,3-glucan is a ⁇ -1,3-glucan derivative in which lauroyl is introduced into ⁇ -1,3-glucan.
- Synthesis example 4 [Synthesis of octanoylated ⁇ -1,3-glucan (R (aliphatic hydrocarbon group) has 7 carbon atoms in RCO)] The same treatment as in Synthesis Example 1 was performed to obtain octanoylated ⁇ -1,3-glucan. However, myristoyl chloride 133.05 mL (492.2 mmol) was changed to octanoyl chloride 84.18 mL (492.2 mmol: Fuji Film Wako Co., Ltd.). That is, the octanoylated ⁇ -1,3-glucan is a ⁇ -1,3-glucan derivative in which octanoyl is introduced into ⁇ -1,3-glucan.
- Synthesis example 5 Synthesis of butanoylated ⁇ -1,3-glucan (R (aliphatic hydrocarbon group) has 3 carbon atoms in RCO)] The same treatment as in Synthesis Example 1 was performed to obtain butanoylated ⁇ -1,3-glucan. However, myristoyl chloride 133.05 mL (492.2 mmol) was changed to butanoyl chloride 50.98 mL (492.2 mmol: Fuji Film Wako Co., Ltd.). That is, the butanoylated ⁇ -1,3-glucan is a ⁇ -1,3-glucan derivative obtained by introducing butanoyl into ⁇ -1,3-glucan.
- Synthesis example 6 [Synthesis of oleoylated ⁇ -1,3-glucan (R (aliphatic hydrocarbon group) has 17 carbon atoms in RCO)] Treatment was carried out in the same manner as in Synthesis Example 1 to obtain oleoilized ⁇ -1,3-glucan. However, 133.05 mL (492.2 mmol) of myristyl chloride was changed to 162.38 mL (492.2 mmol: Fuji Film Wako Co., Ltd.) of oleoyl chloride. That is, the oleoylated ⁇ -1,3-glucan is a ⁇ -1,3-glucan derivative obtained by introducing oleoil into ⁇ -1,3-glucan.
- Example 1 A toluene solution of myristoylated ⁇ -1,3-glucan (solid content concentration: 10% by weight) was prepared.
- a toluene solution of the pressure-sensitive adhesive composition was applied to the surface of a polyester base material (Toray Industries, Inc .: Lumirer S-10, thickness 25 ⁇ m) as the base material sheet 2, and the temperature was 50 ° C. The mixture was further dried at 120 ° C. for 5 minutes. As a result, the pressure-sensitive adhesive tape 1 provided with the base material sheet 2 and the pressure-sensitive adhesive layer 3 having a thickness of 50 ⁇ m was manufactured.
- Examples 2 to 4 Comparative Example 1 and Comparative Example 2
- the pressure-sensitive adhesive composition and the pressure-sensitive adhesive tape 1 were produced in the same manner as in Example 1.
- the types of tackifiers were changed as follows. The changes are also shown in Table 1.
- Example 2 YS Polystar T-130 (Yasuhara Chemical Co., Ltd., phenol-modified terpene resin) was used instead of YS resin TO-125 (aromatically modified terpene resin).
- Example 3 YS resin PX-1250 (Yasuhara Chemical Co., Ltd., terpene resin) was used instead of YS resin TO-125 (aromatically modified terpene resin).
- Example 4 YS resin P-130 (Yasuhara Chemical Co., Ltd., a hydride of terpene resin) was used instead of YS resin TO-125 (aromatically modified terpene resin).
- Example 5 to 9 The pressure-sensitive adhesive composition and the pressure-sensitive adhesive tape 1 were produced in the same manner as in Example 3. However, the type of carbon number of R (aliphatic hydrocarbon group) of the acyl (RCO) introduced into the ⁇ -1,3-glucan derivative was changed as follows. The changes are also shown in Table 2.
- Example 5 instead of myritoylated ⁇ -1,3-glucan (R (aliphatic hydrocarbon group) in RCO has 13 carbon atoms), butanoylated ⁇ -1,3-glucan (R (fat in RCO)). A group hydrocarbon group) having 3) carbon atoms was used.
- Example 6 instead of myritoylated ⁇ -1,3-glucan (the carbon number of R (aliphatic hydrocarbon group) in RCO is 13), octanoylated ⁇ -1,3-glucan (R (fat) in RCO) is used. A group hydrocarbon group) having 7 carbon atoms was used.
- Example 7 instead of myritoylated ⁇ -1,3-glucan (the carbon number of R (aliphatic hydrocarbon group) in RCO is 13), lauroylated ⁇ -1,3-glucan (R (fat in RCO)). The group hydrocarbon group) had 11 carbon atoms).
- Example 8 palmitoylated ⁇ -1,3-glucan (R (fat) in RCO) is replaced with myristoylated ⁇ -1,3-glucan (13 carbon atoms of R (aliphatic hydrocarbon group) in RCO).
- the group hydrocarbon group) had 15 carbon atoms).
- Example 9 instead of myritoylated ⁇ -1,3-glucan (the carbon number of R (aliphatic hydrocarbon group) in RCO is 13), oleoylated ⁇ -1,3-glucan (R in RCO). An aliphatic hydrocarbon group) having 17 carbon atoms was used.
- Example 10 to 16 The pressure-sensitive adhesive composition and the pressure-sensitive adhesive tape 1 were produced in the same manner as in Example 3. However, the weight portion of YS resin PX-1250 with respect to 100 parts by weight of myristoylated ⁇ -1,3-glucan was changed as follows. The changes are also shown in Table 3.
- Example 10 the weight part of YS resin PX-1250 with respect to 100 parts by weight of myristoylated ⁇ -1,3-glucan was changed from 30 parts by weight to 5 parts by weight.
- Example 11 the weight part of YS resin PX-1250 with respect to 100 parts by weight of myristoylated ⁇ -1,3-glucan was changed from 30 parts by weight to 10 parts by weight.
- Example 12 the weight part of YS resin PX-1250 with respect to 100 parts by weight of myristoylated ⁇ -1,3-glucan was changed from 30 parts by weight to 50 parts by weight.
- Example 13 the weight part of YS resin PX-1250 with respect to 100 parts by weight of myristoylated ⁇ -1,3-glucan was changed from 30 parts by weight to 70 parts by weight.
- Example 14 the weight part of YS resin PX-1250 with respect to 100 parts by weight of myristoylated ⁇ -1,3-glucan was changed from 30 parts by weight to 90 parts by weight.
- Example 15 the weight part of YS resin PX-1250 with respect to 100 parts by weight of myristoylated ⁇ -1,3-glucan was changed from 30 parts by weight to 120 parts by weight.
- Example 16 the weight part of YS resin PX-1250 with respect to 100 parts by weight of myristoylated ⁇ -1,3-glucan was changed from 30 parts by weight to 150 parts by weight.
- Example 3 is described in any of Tables 1 to 3 for easy comparison with other Examples.
- the adhesive tape 1 was cut into a size of 20 mm in width and 70 mm in length to prepare a sample.
- the adhesive layer 3 of the sample was crimped by reciprocating a 2 kg roller on a stainless steel plate in an environment of 23 ° C. and 50% RH. Further, it was left in the same environment for 30 minutes. After that, the precision universal testing machine Autograph AG-IS (Shimadzu Corporation) measured the peeling force (N / 20 mm) when peeling at a peeling speed of 300 mm / min and a peeling angle of 180 °, and "adhesive strength". was obtained. Adhesive strength was measured in an environment of 23 ° C. ⁇ 50% RH.
- the adhesive tape 1 was cut into a size of 50 mm width ⁇ 50 mm length to prepare a sample.
- the haze value (H1) of the sample was measured according to JIS K 7136: 2000 using a "haze meter HM150" manufactured by Murakami Color Technology Research Institute.
- the pressure-sensitive adhesive composition is used as a material for the pressure-sensitive adhesive layer of the pressure-sensitive adhesive tape.
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Abstract
Description
本発明の粘着剤組成物は、β-1,3-グルカン誘導体と、テルペン系樹脂とを含有する。
β-1,3-グルカン誘導体は、粘着剤組成物におけるベースポリマーである。β-1,3-グルカン誘導体は、β-1,3-グルカンに含まれるグルコース中のヒドロキシル基の一部がアシル基でアシル化された部分アシル化合物である。つまり、β-1,3-グルカン誘導体は、β-1,3-グルカンにアシル基を導入したアシル化合物である。
テルペン系樹脂は、粘着付与剤である。つまり、テルペン系樹脂は、粘着剤組成物の粘着力を高める成分である。本発明の粘着剤組成物は、粘着付与剤としてテルペン系樹脂を含有する。テルペン系樹脂は、粘着剤組成物の粘着力を向上できながら、透明性の低下を抑制できる。
粘着剤組成物は、添加剤を適宜の割合で含有してもよい。添加剤としては、例えば、他のベースポリマー(アクリル系樹脂)、他の粘着付与剤(ロジン系樹脂および石油系樹脂)、粘度調整剤、レベリング剤、可塑剤、充填剤、安定剤、防腐剤、および、老化防止剤が挙げられる。
23℃、50%RHにおける粘着剤層3のステンレス板に対する粘着力は、例えば、1N/20mm以上、好ましくは、2N/20mm以上、より好ましくは、3N/20mm以上であり、また、例えば、20N/20mm以下である。粘着剤層3のステンレス板に対する粘着力の測定方法は、後の実施例で詳述する。
この粘着剤組成物では、テルペン系樹脂を必須の粘着付与剤として含有する。そのため、粘着剤組成物および粘着テープは、粘着力が高く、透明性に優れる。そのため、粘着剤組成物および粘着テープは、透明保護フィルムを含む光学用途に好適に用いられる。
変形例において、一実施形態と同様の部材および工程については、同一の参照符号を付し、その詳細な説明を省略する。また、変形例は、特記する以外、一実施形態と同様の作用効果を奏することができる。さらに、一実施形態およびその変形例を適宜組み合わせることができる。
[ミリストイル化β-1,3-グルカン(RCOにおけるR(脂肪族炭化水素基)の炭素数が13)の合成]
冷却管、窒素導入管、温度計および攪拌機を備えた反応容器にβ-1,3-グルカン13.3g(ユーグレナ(株):グルコース部が82.03mmol)と、脱水ピリジン(富士フィルム和光純薬(株))1000mLとを加え、温度92℃の窒素雰囲気下で0.5時間撹拌した。ミリストイルクロリド133.05mL(492.2mmol:富士フィルム和光(株))をピリジン溶液に加えた後に92℃に加熱し、1時間撹拌した。これにより、反応混合液を調製した。
[パルミトイル化β-1,3-グルカン(RCOにおけるR(脂肪族炭化水素基)の炭素数が15)の合成]
合成例1と同様に処理してパルミトイル化β-1,3-グルカンを得た。但し、ミリストイルクロリド133.05mL(492.2mmol)をパルミトイルクロリド150.21mL(492.2mmol:富士フィルム和光(株))に変更した。つまり、パルミトイル化β-1,3-グルカンは、β-1,3-グルカンにパルミトイルを導入したβ-1,3-グルカン誘導体である。
[ラウロイル化β-1,3-グルカン(RCOにおけるR(脂肪族炭化水素基)の炭素数が11)の合成]
合成例1と同様に処理してラウロイル化β-1,3-グルカンを得た。但し、ミリストイルクロリド133.05mL(492.2mmol)をラウロイルクロリド113.81mL(492.2mmol:富士フィルム和光(株))に変更した。つまり、ラウロイル化β-1,3-グルカンは、β-1,3-グルカンにラウロイルを導入したβ-1,3-グルカン誘導体である。
[オクタノイル化β-1,3-グルカン(RCOにおけるR(脂肪族炭化水素基)の炭素数が7)の合成]
合成例1と同様に処理してオクタノイル化β-1,3-グルカンを得た。但し、ミリストイルクロリド133.05mL(492.2mmol)をオクタノイルクロリド84.18mL(492.2mmol:富士フィルム和光(株))に変更した。つまり、オクタノイル化β-1,3-グルカンは、β-1,3-グルカンにオクタノイルを導入したβ-1,3-グルカン誘導体である。
[ブタノイル化β-1,3-グルカン(RCOにおけるR(脂肪族炭化水素基)の炭素数が3)の合成]
合成例1と同様に処理してブタノイル化β-1,3-グルカンを得た。但し、ミリストイルクロリド133.05mL(492.2mmol)をブタノイルクロリド50.98mL(492.2mmol:富士フィルム和光(株))に変更した。つまり、ブタノイル化β-1,3-グルカンは、β-1,3-グルカンにブタノイルを導入したβ-1,3-グルカン誘導体である。
[オレオイル化β-1,3-グルカン(RCOにおけるR(脂肪族炭化水素基)の炭素数が17)の合成]
合成例1と同様に処理してオレオイル化β-1,3-グルカンを得た。但し、ミリストイルクロリド133.05mL(492.2mmol)をオレオイルクロリド162.38mL(492.2mmol:富士フィルム和光(株))に変更した。つまり、オレオイル化β-1,3-グルカンは、β-1,3-グルカンにオレオイルを導入したβ-1,3-グルカン誘導体である。
ミリストイル化β-1,3-グルカンのトルエン溶液(固形分濃度が10重量%)を調製した。
実施例1と同様にして、粘着剤組成物および粘着テープ1を製造した。但し、粘着付与剤の種類を以下の通りに変更した。変更内容を表1にも併せて示す。
実施例3と同様にして、粘着剤組成物および粘着テープ1を製造した。但し、β-1,3-グルカン誘導体に導入されたアシル(RCO)のR(脂肪族炭化水素基)の炭素数の種類を以下の通りに変更した。変更内容を表2にも併せて示す。
実施例3と同様にして、粘着剤組成物および粘着テープ1を製造した。但し、ミリストイル化β-1,3-グルカン100重量部に対するYSレジン PX-1250の重量部を以下の通りに変更した。変更内容を表3にも併せて示す。
各実施例および比較例の粘着剤層について下記事項を評価した。それらの結果を表1から表3に示す。なお、実施例3は、他の実施例と容易に対比するために、表1から表3のいずれにも記載した。
粘着テープ1を、幅20mm、長さ70mmのサイズにカットして、サンプルを作製した。
粘着テープ1を50mm幅×50mm長さのサイズにカットして、サンプルを調製した。
H3=H1-H2
3 粘着剤層
Claims (5)
- β-1,3-グルカンにアシル基を導入したβ-1,3-グルカン誘導体と、
テルペン系樹脂とを含有する、粘着剤組成物。 - 前記テルペン系樹脂が、前記テルペン系樹脂が、テルペン樹脂、テルペン樹脂の水素化物、および、フェノール変性テルペン樹脂からなる群から選択される少なくとも1つである、請求項1に記載の粘着剤組成物。
- 前記アシル基は、RCO-で示され、
前記Rが、炭素数8以上、14以下の脂肪族炭化水素基である、請求項1または2に記載の粘着剤組成物。 - 前記β-1,3-グルカン誘導体100重量部に対する前記テルペン系樹脂の重量部が、10重量部以上、100重量部以下である、請求項1から3のいずれか一項に記載の粘着剤組成物。
- 請求項1から4のいずれか一項に記載の粘着剤組成物からなる粘着剤層を備える、粘着テープ。
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CN202180080641.0A CN116529335A (zh) | 2020-12-01 | 2021-11-19 | 粘合剂组合物和粘合带 |
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JP2013032450A (ja) * | 2011-08-02 | 2013-02-14 | Kaneka Corp | 粘着剤組成物 |
JP2013194108A (ja) * | 2012-03-19 | 2013-09-30 | Toyo Ink Sc Holdings Co Ltd | 感圧式接着剤および積層体 |
WO2014136765A1 (ja) * | 2013-03-05 | 2014-09-12 | 日東電工株式会社 | 粘着剤層、粘着テープ、及び、両面粘着テープ |
WO2016027767A1 (ja) * | 2014-08-20 | 2016-02-25 | 株式会社クラレ | アクリル系粘着剤組成物及び粘着製品 |
JP2016524002A (ja) * | 2013-05-23 | 2016-08-12 | ボスティック,インコーポレイテッド | 低融点ポリプロピレンホモポリマーを基剤とするホットメルト接着剤 |
JP2018154723A (ja) | 2017-03-17 | 2018-10-04 | 国立研究開発法人産業技術総合研究所 | 接着剤および粘着剤 |
JP2020176202A (ja) * | 2019-04-18 | 2020-10-29 | 東洋インキScホールディングス株式会社 | 溶剤型粘着剤組成物および粘着シート |
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- 2021-11-19 WO PCT/JP2021/042591 patent/WO2022118676A1/ja active Application Filing
- 2021-11-19 EP EP21900431.4A patent/EP4257649A4/en active Pending
- 2021-11-19 CN CN202180080641.0A patent/CN116529335A/zh active Pending
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JP2013032450A (ja) * | 2011-08-02 | 2013-02-14 | Kaneka Corp | 粘着剤組成物 |
JP2013194108A (ja) * | 2012-03-19 | 2013-09-30 | Toyo Ink Sc Holdings Co Ltd | 感圧式接着剤および積層体 |
WO2014136765A1 (ja) * | 2013-03-05 | 2014-09-12 | 日東電工株式会社 | 粘着剤層、粘着テープ、及び、両面粘着テープ |
JP2016524002A (ja) * | 2013-05-23 | 2016-08-12 | ボスティック,インコーポレイテッド | 低融点ポリプロピレンホモポリマーを基剤とするホットメルト接着剤 |
WO2016027767A1 (ja) * | 2014-08-20 | 2016-02-25 | 株式会社クラレ | アクリル系粘着剤組成物及び粘着製品 |
JP2018154723A (ja) | 2017-03-17 | 2018-10-04 | 国立研究開発法人産業技術総合研究所 | 接着剤および粘着剤 |
JP2020176202A (ja) * | 2019-04-18 | 2020-10-29 | 東洋インキScホールディングス株式会社 | 溶剤型粘着剤組成物および粘着シート |
Non-Patent Citations (1)
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EP4257649A1 (en) | 2023-10-11 |
US20240010883A1 (en) | 2024-01-11 |
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