JPH04104055A - Paint film for time discoloration - Google Patents
Paint film for time discolorationInfo
- Publication number
- JPH04104055A JPH04104055A JP22324090A JP22324090A JPH04104055A JP H04104055 A JPH04104055 A JP H04104055A JP 22324090 A JP22324090 A JP 22324090A JP 22324090 A JP22324090 A JP 22324090A JP H04104055 A JPH04104055 A JP H04104055A
- Authority
- JP
- Japan
- Prior art keywords
- resin
- group
- solid
- groups
- acid
- 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.)
- Pending
Links
- 238000002845 discoloration Methods 0.000 title claims description 6
- 239000003973 paint Substances 0.000 title abstract description 9
- 229920005989 resin Polymers 0.000 claims abstract description 53
- 239000011347 resin Substances 0.000 claims abstract description 53
- 239000007787 solid Substances 0.000 claims abstract description 22
- 239000011230 binding agent Substances 0.000 claims abstract description 18
- 239000000843 powder Substances 0.000 claims abstract description 18
- 239000003495 polar organic solvent Substances 0.000 claims abstract description 14
- 150000003951 lactams Chemical group 0.000 claims abstract description 11
- 230000002378 acidificating effect Effects 0.000 claims abstract description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Chemical group CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000002245 particle Substances 0.000 claims abstract description 7
- 230000000737 periodic effect Effects 0.000 claims abstract description 7
- 125000003172 aldehyde group Chemical group 0.000 claims abstract description 6
- 125000003368 amide group Chemical group 0.000 claims abstract description 6
- 125000004185 ester group Chemical group 0.000 claims abstract description 6
- 125000000468 ketone group Chemical group 0.000 claims abstract description 6
- 150000007524 organic acids Chemical class 0.000 claims abstract description 5
- 235000005985 organic acids Nutrition 0.000 claims abstract description 5
- 150000002989 phenols Chemical class 0.000 claims abstract description 5
- 150000003460 sulfonic acids Chemical class 0.000 claims abstract description 5
- 125000000686 lactone group Chemical group 0.000 claims abstract 3
- 238000000576 coating method Methods 0.000 claims description 32
- 239000011248 coating agent Substances 0.000 claims description 28
- 150000004679 hydroxides Chemical class 0.000 claims description 11
- 239000000126 substance Substances 0.000 claims description 11
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims description 4
- 239000004925 Acrylic resin Substances 0.000 claims description 4
- 229920001971 elastomer Polymers 0.000 claims description 4
- 229920001225 polyester resin Polymers 0.000 claims description 4
- 239000004645 polyester resin Substances 0.000 claims description 4
- 239000005060 rubber Substances 0.000 claims description 4
- 229920000178 Acrylic resin Polymers 0.000 claims 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 claims description 3
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 3
- 229920000180 alkyd Polymers 0.000 claims description 3
- 229920002678 cellulose Polymers 0.000 claims description 3
- 239000001913 cellulose Substances 0.000 claims description 3
- 230000002209 hydrophobic effect Effects 0.000 claims description 3
- 229920006122 polyamide resin Polymers 0.000 claims description 3
- 229920005672 polyolefin resin Polymers 0.000 claims description 3
- 229920005990 polystyrene resin Polymers 0.000 claims description 3
- 229920002689 polyvinyl acetate Polymers 0.000 claims description 3
- 239000011118 polyvinyl acetate Substances 0.000 claims description 3
- 229920002803 thermoplastic polyurethane Polymers 0.000 claims 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 claims description 3
- 229910052726 zirconium Inorganic materials 0.000 claims description 3
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 2
- 229910052782 aluminium Inorganic materials 0.000 claims description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 2
- 229910052796 boron Inorganic materials 0.000 claims description 2
- 229910052738 indium Inorganic materials 0.000 claims description 2
- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 claims description 2
- 229910052706 scandium Inorganic materials 0.000 claims description 2
- SIXSYDAISGFNSX-UHFFFAOYSA-N scandium atom Chemical compound [Sc] SIXSYDAISGFNSX-UHFFFAOYSA-N 0.000 claims description 2
- 229910052710 silicon Inorganic materials 0.000 claims description 2
- 239000010703 silicon Substances 0.000 claims description 2
- 229910052718 tin Inorganic materials 0.000 claims description 2
- 229910052719 titanium Inorganic materials 0.000 claims description 2
- 239000010936 titanium Substances 0.000 claims description 2
- 239000005062 Polybutadiene Substances 0.000 claims 1
- 229920002857 polybutadiene Polymers 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract description 3
- 238000011179 visual inspection Methods 0.000 abstract description 3
- 239000000463 material Substances 0.000 abstract 3
- 238000004040 coloring Methods 0.000 abstract 2
- 125000001033 ether group Chemical group 0.000 abstract 1
- 238000010030 laminating Methods 0.000 abstract 1
- 239000011973 solid acid Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical group O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- -1 aromatics Substances 0.000 description 31
- 239000010408 film Substances 0.000 description 24
- 239000002253 acid Substances 0.000 description 13
- 239000002904 solvent Substances 0.000 description 13
- 239000000975 dye Substances 0.000 description 12
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 11
- 150000002596 lactones Chemical group 0.000 description 11
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 239000000049 pigment Substances 0.000 description 9
- WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical compound C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical group C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 5
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 4
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- 241000722921 Tulipa gesneriana Species 0.000 description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Natural products OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 4
- 239000003086 colorant Substances 0.000 description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 4
- 125000005647 linker group Chemical group 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- 235000021110 pickles Nutrition 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 3
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 240000002390 Pandanus odoratissimus Species 0.000 description 3
- 235000005311 Pandanus odoratissimus Nutrition 0.000 description 3
- FMRLDPWIRHBCCC-UHFFFAOYSA-L Zinc carbonate Chemical compound [Zn+2].[O-]C([O-])=O FMRLDPWIRHBCCC-UHFFFAOYSA-L 0.000 description 3
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 3
- 230000032683 aging Effects 0.000 description 3
- 239000002386 air freshener Substances 0.000 description 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
- 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 3
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 3
- FWQHNLCNFPYBCA-UHFFFAOYSA-N fluoran Chemical compound C12=CC=CC=C2OC2=CC=CC=C2C11OC(=O)C2=CC=CC=C21 FWQHNLCNFPYBCA-UHFFFAOYSA-N 0.000 description 3
- 238000007646 gravure printing Methods 0.000 description 3
- LHGVFZTZFXWLCP-UHFFFAOYSA-N guaiacol Chemical compound COC1=CC=CC=C1O LHGVFZTZFXWLCP-UHFFFAOYSA-N 0.000 description 3
- 238000007639 printing Methods 0.000 description 3
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 3
- 238000007650 screen-printing Methods 0.000 description 3
- 239000000377 silicon dioxide Substances 0.000 description 3
- 239000011667 zinc carbonate Substances 0.000 description 3
- 229910000010 zinc carbonate Inorganic materials 0.000 description 3
- 235000004416 zinc carbonate Nutrition 0.000 description 3
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 2
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 2
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- HSJKGGMUJITCBW-UHFFFAOYSA-N 3-hydroxybutanal Chemical compound CC(O)CC=O HSJKGGMUJITCBW-UHFFFAOYSA-N 0.000 description 2
- BTXXTMOWISPQSJ-UHFFFAOYSA-N 4,4,4-trifluorobutan-2-one Chemical compound CC(=O)CC(F)(F)F BTXXTMOWISPQSJ-UHFFFAOYSA-N 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- HCFAJYNVAYBARA-UHFFFAOYSA-N 4-heptanone Chemical compound CCCC(=O)CCC HCFAJYNVAYBARA-UHFFFAOYSA-N 0.000 description 2
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 description 2
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 2
- ZCTQGTTXIYCGGC-UHFFFAOYSA-N Benzyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OCC1=CC=CC=C1 ZCTQGTTXIYCGGC-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- 229940090898 Desensitizer Drugs 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 2
- ATHHXGZTWNVVOU-UHFFFAOYSA-N N-methylformamide Chemical compound CNC=O ATHHXGZTWNVVOU-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 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
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- 239000006096 absorbing agent Substances 0.000 description 2
- 150000001242 acetic acid derivatives Chemical class 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 2
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- 235000010233 benzoic acid Nutrition 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
- NMJJFJNHVMGPGM-UHFFFAOYSA-N butyl formate Chemical compound CCCCOC=O NMJJFJNHVMGPGM-UHFFFAOYSA-N 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 239000012461 cellulose resin Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- 239000002781 deodorant agent Substances 0.000 description 2
- 230000001877 deodorizing effect Effects 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 2
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 2
- 238000007865 diluting Methods 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
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- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 description 2
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- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 description 2
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- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
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- 239000012046 mixed solvent Substances 0.000 description 2
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 description 2
- NUJGJRNETVAIRJ-UHFFFAOYSA-N octanal Chemical compound CCCCCCCC=O NUJGJRNETVAIRJ-UHFFFAOYSA-N 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- ZRSNZINYAWTAHE-UHFFFAOYSA-N p-methoxybenzaldehyde Chemical compound COC1=CC=C(C=O)C=C1 ZRSNZINYAWTAHE-UHFFFAOYSA-N 0.000 description 2
- XNLICIUVMPYHGG-UHFFFAOYSA-N pentan-2-one Chemical compound CCCC(C)=O XNLICIUVMPYHGG-UHFFFAOYSA-N 0.000 description 2
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
- LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxyacetic acid Chemical compound OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 150000003585 thioureas Chemical class 0.000 description 2
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- KMPQYAYAQWNLME-UHFFFAOYSA-N undecanal Chemical compound CCCCCCCCCCC=O KMPQYAYAQWNLME-UHFFFAOYSA-N 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
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- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 238000000059 patterning Methods 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- HPUOAJPGWQQRNT-UHFFFAOYSA-N pentoxybenzene Chemical compound CCCCCOC1=CC=CC=C1 HPUOAJPGWQQRNT-UHFFFAOYSA-N 0.000 description 1
- DLRJIFUOBPOJNS-UHFFFAOYSA-N phenetole Chemical compound CCOC1=CC=CC=C1 DLRJIFUOBPOJNS-UHFFFAOYSA-N 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 229940049953 phenylacetate Drugs 0.000 description 1
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 description 1
- 229940067107 phenylethyl alcohol Drugs 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 238000005554 pickling Methods 0.000 description 1
- 229920002006 poly(N-vinylimidazole) polymer Polymers 0.000 description 1
- 229920006267 polyester film Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 150000003097 polyterpenes Chemical class 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- LZFIOSVZIQOVFW-UHFFFAOYSA-N propyl 2-hydroxybenzoate Chemical compound CCCOC(=O)C1=CC=CC=C1O LZFIOSVZIQOVFW-UHFFFAOYSA-N 0.000 description 1
- 229940090181 propyl acetate Drugs 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 229940079877 pyrogallol Drugs 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- HYXGAEYDKFCVMU-UHFFFAOYSA-N scandium oxide Chemical compound O=[Sc]O[Sc]=O HYXGAEYDKFCVMU-UHFFFAOYSA-N 0.000 description 1
- LQPWUWOODZHKKW-UHFFFAOYSA-K scandium(3+);trihydroxide Chemical compound [OH-].[OH-].[OH-].[Sc+3] LQPWUWOODZHKKW-UHFFFAOYSA-K 0.000 description 1
- 239000004208 shellac Substances 0.000 description 1
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
- 229940113147 shellac Drugs 0.000 description 1
- 235000013874 shellac Nutrition 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- XUXNAKZDHHEHPC-UHFFFAOYSA-M sodium bromate Chemical class [Na+].[O-]Br(=O)=O XUXNAKZDHHEHPC-UHFFFAOYSA-M 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 125000003638 stannyl group Chemical group [H][Sn]([H])([H])* 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000003900 succinic acid esters Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 150000003899 tartaric acid esters Chemical class 0.000 description 1
- 229940116411 terpineol Drugs 0.000 description 1
- 229960000790 thymol Drugs 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- CVNKFOIOZXAFBO-UHFFFAOYSA-J tin(4+);tetrahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[Sn+4] CVNKFOIOZXAFBO-UHFFFAOYSA-J 0.000 description 1
- LLZRNZOLAXHGLL-UHFFFAOYSA-J titanic acid Chemical compound O[Ti](O)(O)O LLZRNZOLAXHGLL-UHFFFAOYSA-J 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 1
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical compound OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 1
- KJIOQYGWTQBHNH-UHFFFAOYSA-N undecanol Chemical compound CCCCCCCCCCCO KJIOQYGWTQBHNH-UHFFFAOYSA-N 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- 150000003739 xylenols Chemical class 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
本発明は、芳香側、防閑剤、殺菌剤、防虫剤、悪臭マス
キング剤等のiiJ敵性物質の経時と;囲気温度との兼
ね合いによる減量の程度、または悪臭、溶剤臭などの臭
い吸収または分解効力の経時減少の程度、及び発酵状態
、乾燥状態など経時と雰囲気温度との兼ね合いによって
変化し7ている程度などが変色具合いの判定によって評
価されることを必要とする製品、例えば上記物質を有す
る成型品(シート、フィルムを含む)、印刷物(紙製品
、金属製品、プラスチック製品を含む)、ベレット、粉
体及び経時によって色の変化のする各種製品等に広く利
用されるものであり、製品の価値を倍加するものである
。The present invention deals with the aging of iiJ hostile substances such as aromatics, antifungal agents, disinfectants, insect repellents, and malodor masking agents; Products that need to be evaluated by determining the degree of discoloration, such as the degree of decrease in potency over time and the degree of change due to the balance of aging and atmospheric temperature such as fermentation state and drying state, for example, products containing the above substances. It is widely used for molded products (including sheets and films), printed matter (including paper products, metal products, and plastic products), pellets, powders, and various products that change color over time. It doubles the value.
従来、揮散性物質等の経時指示組成物としては、例えば
、特開昭62−163965号および特開昭63−60
901号公報によるとラクトン環を有する電子供与性呈
色性有機化合物と顕色剤ならびに減感剤とを組み合わせ
たものが発表されている。上記の呈色性有機化合物はラ
クトン環が開(と発色し、ラクトン環が閉しると無色に
なるものである。上記の顕色剤は、呈色化合物のラクト
ン環を開環させる作用のあるもので、上記の減感剤は、
閉環させる作用のあるものである。上記の組み合わせは
、揮散性の減感側が揮散して無色から有色に変化するこ
とにより経時状況を知らせるものである。また、これに
関連するものとしては特開昭62−281802号、特
開昭62−235562号、特開昭62−179640
号がある。Conventionally, time-indicating compositions such as volatile substances are disclosed in, for example, JP-A-62-163965 and JP-A-63-60.
According to Publication No. 901, a combination of an electron-donating color-forming organic compound having a lactone ring, a color developer, and a desensitizer is disclosed. The above color-forming organic compound develops color when the lactone ring opens, and becomes colorless when the lactone ring closes. Some of the desensitizers mentioned above are
It has a ring-closing effect. In the above combination, the volatile desensitized side evaporates and changes from colorless to colored, thereby informing the status over time. Also, related to this are JP-A-62-281802, JP-A-62-235562, and JP-A-62-179640.
There is a number.
これらの諸欠点を改善するために、本発明は、周期律表
の第3〜4族元素の酸化物または水酸化物が粒子表面に
存在している粉体、固体フェノール類、固体を機酸類お
よび固体を機スルホン酸類よりなる群から選ばれた少な
くとも一つの固体酸性’s質とラクトン環またはラクタ
ム環を有している変色性色素およびバインダー樹脂とを
主成分とする塗膜の上に、水酸基、アルデヒド基、アミ
ド基、エーテル結合基、ケトン基、およびエステル基よ
りなる群から選ばれた少なくとも一つの原子団を有する
極性有機溶剤とバインダー樹脂とを主成分とする塗膜が
重ねて形成されているように構成されている。
本発明にいう周期律表の第3〜4族元素の酸化物または
水酸化物が粒子表面に存在している粉体としては、粉体
自体が上記の酸化物または水酸化物からなるものの他に
、無41!l粉体やプラスチックス粉体の表面に上記酸
化物または水酸化物を付着させたもの、もしくは上記の
酸化物または水酸化物を主成分として無機粉体やプラス
チック粉体中に含むものがあり、これらの粉体を混合し
て用いてもよい0周期律表の第3〜4族元素の酸化物ま
たは水酸化物としては、特にホウ素、アルミニウム ス
カンジウム、インジウム、ケイ素、チタニウム、ジルコ
ニウムおよびスズの単独または2種以上の混合物の酸化
物または水酸化物が好ましく、酸化物の例としては、ア
ルミナ、酸化スカンジウム、酸化インジウム、ノリ力、
チタニア、ジルコニア、酸化スズ等が王なものであり、
また水酸化物の例としては、水酸化アルミニウム、アル
ミナゲル、アルミナ水和物、水酸化スカンジウム、水酸
化インジウム、ノリ力水和物、シリカゲル、水酸化チタ
ニウム、およびスタニル化合物、ナタニル化合物、水酸
化ジルコニウム、ジルコニル化合物、水酸化スズ等があ
る。また、粉体の水分含有量(よ小さいものが本発明に
おいて有利に用いられる。
また、固体フェノール類としてはフェニルフェノール、
オキノアセトフエノン、ノクロヘキノルフェノール、ビ
フェノール、ビスフェノール八、ビスフェノールF、t
−ブチルフェノール、ジー−ブチルフェノール、ジ−t
−ブチルフレソール、ドブノルフェノール、2,2−メ
チレンビス(4−メチル6−1−ブチルフェノール)
、4.4−ジヒドロキシジフェニルスルホン、ビフェノ
ール、ビカテコール、ナフトール、ヒドロキノン、ヒド
ロキノンモノメチルエーテル、クロルフェノール、カテ
コール、ピロガロール、アミンフェノール、フロムフェ
ノール、チモール、メチルカテコール、エチルカテコー
ル、イソプロピルカテコール、(−ブチルカテコール、
レゾルノン、p−ヒドロキシ安息861エステルなどが
用いられる。
固体有機酸類としては安息香酸、p−ヒドロキソ安息香
酸、p−ヒドロキシ安息香酸エステル、サリチル酸、コ
ハク酸、ゲルタール酸、アジピン酸、ゼハチン酸、マレ
イン酸、フマル酸、リンゴ酸、マロン酸、フタル酸、イ
ソフタル酸、テレフタル酸、ケイ皮酸、クロル安息香酸
、トルイル酸、アビエチン酸、水素添加アビエチン酸、
グリコール酸、フェニル酢酸、フェノオキシ酢酸、没食
子酸、トリメット酸、とロメリット酸、ナフタレンジカ
ルボン酸、アントラセンカルボン酸、ビフェニルジカル
ボン酸、ジフェノール酸などが用いられる。
固体有119スルホン酸類としてはp−トルエンスルホ
ン酸、ナフタリンスルホン酸、ベンゼンスルホン酸、−
一ヘンゼンジスルホン酸などが用いられる。
以上の固体酸性物質は一種または二種以上の混合物とし
て用いられる。
ラクトン環またはラクタム環を有している変色性色素と
は、例えばフルオラン系色素、トリフェニルメタンフタ
リド系色素、ラクタム系色素などがある。フルオラン系
色素としては、2−N N−ジヘンジルアミノー〇−ジ
エチルアミノフルオラン、2−(2−クロロアニリノ)
−6−シエチルアミノフルオラン、1.3−ジメチル−
6−シエチルアミノフルオラン、6ジエチルアミノーヘ
ンゾCa)−フルオラン、2−7ニリノー3−メチル−
6−N−エチル−N−テトラハイドロフルフリルアミノ
フルオラン、2−(2−クロロアニリノ)−6−シブチ
ルアミノフルオラン、3−シクロヘキシルメチルアミノ
−6〜メチル−7−アニリツフルオラン、3−エチル−
イソブチルアミノ−6−メチル−7アニリノフルオラン
、3−ジメチルアミン−5,6−ヘンゾフルオラン、3
−ジエチルアミン−7−メチルアミノフルオラン、3−
ジエチルアミン−7−フェニルアミノフルオラン、3−
ジエチルアミノ−7−(N−メチル−N−フェニルアミ
ノフルオラン、3−ジエチルアミン−6−メチル−7−
フェニルアミノフルオラン、3ジエチルアミノ−7−ジ
ヘンジルアミノフルオラン、2−(N−フェニル−N−
メチルアミノ)−6−(N−ρ−トリルN−エチルアミ
ノ)フルオラン、3−(4−ジエチルアミノ−2=エト
キシフエニル)−3−(1−エチル−2−メチルインド
ール−3−イル)−4−アザフタリド、3−(4−ジエ
チルアミノフェニル−3−エトキノフェニル)−3−(
1エチル−2−メチルインドール−3−イル)フタリド
、3゜3−ビス(1−n−ブチル−2−メチルインドー
ル−3−イル)フタリド、3.3−ビス(1−n−ブチ
ル−2−メチルインドール−3−イル)フタリド等があ
り、トリフェニルメタンフタリド系色素としては、クリ
スタイルバイオレットラクトン、マラカイトグリーンラ
クトン等があり、さらにラクタム系色素としては、3.
6−ビス(ジエチルアミノ)フルオラン−T−アニリノ
ラクタム、3,6−ビス(ジエチルアミノ)フルオラン
−γ−(4′−二トロ)−アニリノラクタム、2− C
3,6ビスジエチルアミノー9−(o−クロロアニリノ
)キサンチル〕ヘンシイツクアンノドラクタム、o −
タミンラクタム等がある。
バインダー樹脂としては、特に限定されないが例えば、
親水性樹脂では、ポリビニルアルコール系樹脂、セルロ
ース系樹脂、デンプン、アクリル酸系樹脂、変性酢酸ビ
ニル系樹脂、ポリエチレングリコール系樹脂、ポリビニ
ルピロリドン系樹脂、ポリビニルイミダゾール系樹脂等
があり、疎水性樹脂では(メタ)アクリル系樹脂、ポリ
エステル系樹脂、アルキッド系樹脂、ポリ塩化ビニール
系樹脂、ポリ酢酸ビニール系樹脂、ポリスチレン系樹脂
、塩化ゴム系樹脂、ポリオレフィン系樹脂、ポリブタシ
ュン系樹脂、ゴム系樹脂、ポリアミド系樹脂、エポキノ
系樹脂、メラミン系樹脂、尿素系樹脂、フェノール系樹
脂、ウレタン系樹脂、ポリテルペン系1d Mu、クマ
ロンインデン系樹脂、ロジン系樹脂、アンバー系樹脂、
シェラツク系樹脂、バルサム系樹脂、繊維素誘導体系樹
脂等がある。
疎水性樹脂のうち特に(メタ)アクリル系樹脂、ポリエ
ステル系樹脂、アルキッド系樹脂、ポリ酢酸ビニル系樹
脂、ポリスチレン系樹脂、ポリオレフィン系樹脂、ポリ
ブタジェノ系樹脂、ゴム系樹脂、ポリアミド系樹脂、ウ
レタン系樹脂、ロジン系樹脂、繊維素誘導体系樹脂等は
、空気中の湿気の影響を受けにくいので本発明に適して
いるといい得る。
水酸基、アルデヒド基、アミド基、エーテル結合基、ケ
トン基、エステル基よりなる群から選ばれた少なくとも
一つの原子団を有する極性有機熔荊の代表的なものを次
に示す。
水酸基を有する溶剤としてはプロパツール、ブタノール
、ペンタノール、ヘキサノール、ヘプタツール、オクタ
ツール、ノナノール、デカノール、ウンデカノール、ド
デカノール、ベンジルアルコール、フェニルエチルアル
コール、シクロヘキサノール、シクロペンタノール、テ
レピネオール、エチレングリコール、プロピレングリコ
ール、トリメチレングリコール、ブチレングリコール、
ペンタメチレングリコール、ヘキンレングリコール、オ
クチレングリコール、グリセリン、フェノール、クレゾ
ール、キシレノールのほか、エーテルアルコール、エス
テルアルコール、ケトアルコール、メチルセロソルブ、
エチルセロソルブ、プロピルセロソルブ、ブチルセロソ
ルブ、ヘキシルセロソルブ、フェニルセロソルブ、ヘン
シルセロソルブ、ジエチレングリコール、メチルカルピ
トール、エチルカルピトール、ブチルカルピトール、ト
リエチレングリコール、トリエチレングリコールモノメ
チルエーテル、ジプロピレングリコール、ジエチレング
リコールジメチルエーテル、トリプロピレングリコール
モノメチルエーテル、ジアセトンアルコール、グリセリ
ン−γ−モノクロロヒドリン、L2.6−ヘキサントリ
オール等があり、アルデヒド基を有する溶剤としては、
アルドール、ヘプチルアルデヒド、オクチルアルデヒド
、ウンデシルアルデヒド、シトラール、ヒドロキシント
ロ7ラール、ベンズアルデヒド、アニスアルデヒド、フ
ェニルプロピルアルデヒド等がある。アミド基(ここで
はイミド基も含む)を有する溶剤としては、ホルムアミ
ド、アセタミド、N−メチルホルムアミド、N、N−ジ
メチルホルムアミド、N、N−ジエチルホルムアミド、
NN−ジメチルアセトアミド、NN、 N’ N’−テ
トラメチル尿素、2−ピロリドン、N−メチルピロリド
ン、ε−カプロラクタム等がある。
またエーテル結合基を有する溶剤としては、ジプロピル
エーテル、ジブチルエーテル、シアミルエーテル、ジフ
ェニルエーテル、アニソール、フエネトール、ブチルフ
ェニルエーテル、アミルフェニルエーテル、メトキント
ルエン、ヘンシルエチルエーテル、ジフェニルエーテル
、ジフェニルエーテル、グアヤコール、ジメトキシヘン
ゼン、ジオキソラン、ジオキサン、ジメトキノエタン、
ジエトキ、ノエタン、ジブロポキンエタン、ジブトキン
エタン、オルツギ酸エステル、ジエチレングリコールジ
メチルエーテル、ジエチレングリコールジエチルエーテ
ル、ジエチレングリコールジブチルエーテル、ジプロピ
レングリコールエーテル、グリセリンエーテル、アセタ
ール、ケタール等があり、ケトン基を有する溶剤として
はアセトン、メチルエチルケトン、メチルプロピルケト
ン、ジエチルケトン、ヘキサノン、メチルイソブチルケ
トン、メチルペンチルケトン、ジプロピルケトン、ジイ
ソブチルケトン、ジイソアミルケトン、アセチルアセト
ン、メシチルオキシド、ホロン、イソホロン、ノクロペ
ンタノン、ンクロヘキサノン、アセトフェノン、アセト
酢酸エチル等がある。またエステル基を有する溶剤とし
ては、ギ酸エチル、ギ酸プロピル、ギ酸ブチル、ギ酸ペ
ンチル、酢酸エチル、酢酸プロピル、酢酸ブチル、酢酸
アミル、酢酸3−メトキシブチル、酢酸2−エチルブチ
ル、酢酸2−エチルヘキシル、酢酸シクロヘキシル、酢
酸フェニル、酢酸ヘンシルのばかプロピオン酸エステル
、醋酸エステル、イソ吉草酸エステルのような脂肪酸エ
ステルあるいはこれらに対応する安息香酸エステル、ト
ルイル酸エステル、ケイ皮酸エチル、アビエチン酸エス
テル、シュウ酸エステル、マロン酸エステル、コハク酸
エステル、ゲルタール酸エステル、アジピン酸エステル
、ピメリン酸エステル、セハチル酸エステル、アゼライ
ン酸エステル、フマール酸エステル、リンゴ酸エステル
、マレイン酸エステル、イタコン酸エステル、クエン酸
エステル、クエン酸エーテルエステル、グリコール酸エ
ステル、乳酸エステル、酒石酸エステル、フタル酸ノエ
ステル、グリコール(モノ、ジ)エステル、グリセリン
(モノ、ン、トリ)エステル、ペンタエリスリトール(
モノ、ジ、トリ、テトラ)エステル、トリメチロールプ
ロパンエステル、炭酸エチレン、炭酸プロピレン、炭酸
ジメチル、炭酸ジエチル、炭酸ジプロピル、炭酸ジフェ
ニル、ブチロラクトン、カプロラクトン、サリチル酸メ
チル、サリチル酸プロピル、サリチル酸ブチル、サリチ
ル酸ベンジル、セロソルブアセテート類、カルピトール
アセテート類、リン酸エステル類等がある。
塗膜を載置する塗布手段としては、種々の方法が用いら
れるが、例えば、ロールコーティング、リバースコーテ
ィング、グラビアコーティング等のコート法、スクリー
ン印刷、グラビア印刷、凸版印刷、オフセント印刷など
の印刷法、スピナーコート法、スプレーコート法、デイ
、ピング法、ハケ塗り法等がよく用いられる。特に、パ
ターン化を行うには印刷法がを利である。
塗膜の形成方法の一例としては、周期律表の第3〜4族
元素の酸化物または水酸化物が粒子表面に存在している
粉体、固体フェノール類、固体有機酸類および固体有機
スルホン酸類よりなる群から選ばれた少なくとも一つの
酸性物質とラクトン環またはラクタム環を有している変
色性色素およびバインダー樹脂とを主成分とする混合物
に必要に応じて適当な希釈用溶剤を加えた変色性インキ
を作製し、前記のいずれかの塗布手段を用いて基板に塗
布した後、乾燥して、充分に発色させた塗膜を作る。一
方、水酸基、アルデヒド基、アミド基、エーテル結合基
、ケトン基、エステル基よりなる群から選ばれた少なく
とも一つの原子団を有する極性有機溶剤とバインダー樹
脂とを主成分とする混合物に必要に応し適当な稀釈用溶
剤を加えたインキを作製しておき、前記の発色した塗膜
の上に重ねて塗布する。この塗布によって、後者のイン
キの極性有機溶剤が下の層に浸透して、さきに発色した
色を消色させるのである。その後、消色した色が、上記
塗膜を有する製品の使用に際して極性有機溶剤が揮散す
るとともに発色してくるのである。
また、極性有機溶剤の沸点や蒸気圧の相違、バインダー
樹脂の種類(分子量・置換基の種類と数等)、膜厚の程
度、固体酸性物質の種類、製品の保存状況等を勘案する
ことによって、最終塗膜形成後から経時発色が起るまで
の時間、日月を加減することができる。もちろん、これ
が使用される環境、特に温度によって経時発色する時間
が変化する。また必要に応してインキ中に、分散剤、消
泡剤、体質顔料、染顔料、紫外線吸収剤、酸化防止剤、
界面活性剤、炭酸亜鉛、チオ尿素化合物等を加えてもよ
く、特に、耐光性を向上させるために、紫外線吸収剤、
酸化防止剤、炭酸亜鉛、チオ尿素化合物を混入するとよ
い。
変色性色素を有する塗膜のバインダー樹脂の溶剤に対す
る溶解性がその上に重ねて塗布する極性を機溶剤を有す
る塗膜のバインダー樹脂の溶剤に対する溶解性と違うも
のを選択しておくと、塗膜を重ねた際に変色性色素を有
する塗膜のバインダー樹脂の再溶解が少なくなるので、
より安定した塗膜が得られる。
また、変色性色素を有する塗膜に、周期律表の第3〜4
族元素の酸化物または水酸化物が粒子表面に存在してい
る粉体があると、この粒子表面に変色性色素を保持して
いる場合が多いので極性有機溶剤とバインダー樹脂とを
主成分とするインキ層を重ねて載置した場合に色濃度が
減少する等の好ましくない影響がでにくい。In order to improve these drawbacks, the present invention aims to convert powders, solid phenols, and solids in which oxides or hydroxides of Group 3 to 4 elements of the periodic table are present on the particle surface into organic acids. and a solid acidic substance selected from the group consisting of organic sulfonic acids, a color-changing dye having a lactone ring or a lactam ring, and a binder resin. A coating film mainly composed of a polar organic solvent and a binder resin having at least one atomic group selected from the group consisting of a hydroxyl group, an aldehyde group, an amide group, an ether bonding group, a ketone group, and an ester group is formed by overlapping each other. It is configured as shown. Powders in which oxides or hydroxides of Group 3 to 4 elements of the periodic table are present on the particle surface as used in the present invention include those in which the powder itself is made of the above-mentioned oxides or hydroxides. ni, no 41! There are powders and plastic powders with the above oxides or hydroxides attached to the surface, or inorganic powders and plastic powders containing the above oxides or hydroxides as a main component. The oxides or hydroxides of Group 3 to 4 elements of the periodic table, which may be used in combination with these powders, include boron, aluminum, scandium, indium, silicon, titanium, zirconium, and tin. Oxides or hydroxides used alone or as a mixture of two or more are preferred, and examples of oxides include alumina, scandium oxide, indium oxide, glue,
Titania, zirconia, tin oxide, etc. are the king ones,
Examples of hydroxides include aluminum hydroxide, alumina gel, alumina hydrate, scandium hydroxide, indium hydroxide, hydroxide, silica gel, titanium hydroxide, and stannyl compounds, natanyl compounds, and hydroxide. Examples include zirconium, zirconyl compounds, and tin hydroxide. In addition, the moisture content of the powder (smaller ones are advantageously used in the present invention. In addition, solid phenols include phenylphenol,
Oquinoacetophenone, nochlohequinolphenol, biphenol, bisphenol 8, bisphenol F, t
-butylphenol, di-butylphenol, di-t
-Butylfuresol, dobnorphenol, 2,2-methylenebis(4-methyl6-1-butylphenol)
, 4.4-dihydroxydiphenylsulfone, biphenol, bicatechol, naphthol, hydroquinone, hydroquinone monomethyl ether, chlorophenol, catechol, pyrogallol, aminephenol, fromphenol, thymol, methylcatechol, ethylcatechol, isopropylcatechol, (-butylcatechol,
Resolunone, p-hydroxybenzo 861 ester, etc. are used. Solid organic acids include benzoic acid, p-hydroxybenzoic acid, p-hydroxybenzoic acid ester, salicylic acid, succinic acid, geltaric acid, adipic acid, zehatic acid, maleic acid, fumaric acid, malic acid, malonic acid, phthalic acid, Isophthalic acid, terephthalic acid, cinnamic acid, chlorbenzoic acid, toluic acid, abietic acid, hydrogenated abietic acid,
Glycolic acid, phenylacetic acid, phenoxyacetic acid, gallic acid, trimetic acid, romellitic acid, naphthalenedicarboxylic acid, anthracenecarboxylic acid, biphenyldicarboxylic acid, diphenolic acid, and the like are used. Solid 119 sulfonic acids include p-toluenesulfonic acid, naphthalenesulfonic acid, benzenesulfonic acid, -
Monohenzendisulfonic acid and the like are used. The above solid acidic substances may be used alone or as a mixture of two or more. Examples of color-changing dyes having a lactone ring or lactam ring include fluoran dyes, triphenylmethanephthalide dyes, and lactam dyes. Examples of fluoran dyes include 2-N N-dihendylamino-〇-diethylaminofluoran, 2-(2-chloroanilino)
-6-ethylaminofluorane, 1,3-dimethyl-
6-ethylaminofluorane, 6-diethylaminofluorane, 2-7nilino-3-methyl-
6-N-Ethyl-N-tetrahydrofurfurylaminofluorane, 2-(2-chloroanilino)-6-sibutylaminofluorane, 3-cyclohexylmethylamino-6-methyl-7-anilite fluorane, 3- Ethyl
Isobutylamino-6-methyl-7anilinofluorane, 3-dimethylamine-5,6-henzofluorane, 3
-diethylamine-7-methylaminofluorane, 3-
Diethylamine-7-phenylaminofluorane, 3-
Diethylamino-7-(N-methyl-N-phenylaminofluorane, 3-diethylamine-6-methyl-7-
Phenylaminofluorane, 3-diethylamino-7-dihendylaminofluorane, 2-(N-phenyl-N-
methylamino)-6-(N-ρ-tolylN-ethylamino)fluoran, 3-(4-diethylamino-2=ethoxyphenyl)-3-(1-ethyl-2-methylindol-3-yl)- 4-Azaphthalide, 3-(4-diethylaminophenyl-3-ethoquinophenyl)-3-(
1 ethyl-2-methylindol-3-yl) phthalide, 3゜3-bis(1-n-butyl-2-methylindol-3-yl) phthalide, 3.3-bis(1-n-butyl-2 -methylindol-3-yl) phthalide, triphenylmethane phthalide pigments include crystal violet lactone, malachite green lactone, etc., and lactam pigments include 3.
6-bis(diethylamino)fluoran-T-anilinolactam, 3,6-bis(diethylamino)fluoran-γ-(4′-nitro)-anilinolactam, 2-C
3,6bisdiethylamino-9-(o-chloroanilino)xanthyl]hensitukuannodolactam, o
There are tamin lactams, etc. Binder resins are not particularly limited, but include, for example:
Hydrophilic resins include polyvinyl alcohol resins, cellulose resins, starches, acrylic acid resins, modified vinyl acetate resins, polyethylene glycol resins, polyvinylpyrrolidone resins, and polyvinylimidazole resins, while hydrophobic resins include ( Meta) acrylic resin, polyester resin, alkyd resin, polyvinyl chloride resin, polyvinyl acetate resin, polystyrene resin, chlorinated rubber resin, polyolefin resin, polybutashene resin, rubber resin, polyamide resin , epochino resin, melamine resin, urea resin, phenol resin, urethane resin, polyterpene 1d Mu, coumaron indene resin, rosin resin, amber resin,
There are shellac resins, balsam resins, cellulose derivative resins, etc. Among hydrophobic resins, especially (meth)acrylic resins, polyester resins, alkyd resins, polyvinyl acetate resins, polystyrene resins, polyolefin resins, polybutadieno resins, rubber resins, polyamide resins, and urethane resins. , rosin-based resins, cellulose derivative-based resins, etc. are suitable for the present invention because they are less susceptible to the effects of moisture in the air. Typical polar organic sludges having at least one atomic group selected from the group consisting of hydroxyl group, aldehyde group, amide group, ether bonding group, ketone group, and ester group are shown below. Solvents with hydroxyl groups include propatool, butanol, pentanol, hexanol, heptatool, octatool, nonanol, decanol, undecanol, dodecanol, benzyl alcohol, phenylethyl alcohol, cyclohexanol, cyclopentanol, terpineol, ethylene glycol, propylene. glycol, trimethylene glycol, butylene glycol,
In addition to pentamethylene glycol, hequinlene glycol, octylene glycol, glycerin, phenol, cresol, xylenol, ether alcohol, ester alcohol, keto alcohol, methyl cellosolve,
Ethyl cellosolve, propyl cellosolve, butyl cellosolve, hexyl cellosolve, phenyl cellosolve, hensyl cellosolve, diethylene glycol, methyl carpitol, ethyl carpitol, butyl carpitol, triethylene glycol, triethylene glycol monomethyl ether, dipropylene glycol, diethylene glycol dimethyl ether, Examples of solvents with aldehyde groups include propylene glycol monomethyl ether, diacetone alcohol, glycerin-γ-monochlorohydrin, and L2.6-hexanetriol.
Examples include aldol, heptylaldehyde, octylaldehyde, undecylaldehyde, citral, hydroxyntro7ral, benzaldehyde, anisaldehyde, and phenylpropylaldehyde. Examples of the solvent having an amide group (here, imide group is also included) include formamide, acetamide, N-methylformamide, N,N-dimethylformamide, N,N-diethylformamide,
Examples include NN-dimethylacetamide, NN, N'N'-tetramethylurea, 2-pyrrolidone, N-methylpyrrolidone, and ε-caprolactam. Further, examples of the solvent having an ether bonding group include dipropyl ether, dibutyl ether, cyamyl ether, diphenyl ether, anisole, phenetol, butylphenyl ether, amyl phenyl ether, methquintoluene, hensyl ethyl ether, diphenyl ether, diphenyl ether, guaiacol, Dimethoxyhenzene, dioxolane, dioxane, dimethoquinoethane,
Diethoxy, noethane, dibropoquinethane, dibutquinethane, orthoformic acid ester, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dibutyl ether, dipropylene glycol ether, glycerin ether, acetal, ketal, etc., and examples of solvents having a ketone group include acetone, Methyl ethyl ketone, methyl propyl ketone, diethyl ketone, hexanone, methyl isobutyl ketone, methyl pentyl ketone, dipropyl ketone, diisobutyl ketone, diisoamyl ketone, acetylacetone, mesityl oxide, holon, isophorone, noclopentanone, nclohexanone, acetophenone, ethyl acetoacetate etc. Examples of solvents having ester groups include ethyl formate, propyl formate, butyl formate, pentyl formate, ethyl acetate, propyl acetate, butyl acetate, amyl acetate, 3-methoxybutyl acetate, 2-ethylbutyl acetate, 2-ethylhexyl acetate, and acetic acid. Fatty acid esters such as cyclohexyl, phenyl acetate, hensyl acetate, propionate ester, acetate ester, isovalerate ester, or corresponding benzoate ester, toluate ester, ethyl cinnamate, abietate ester, oxalate ester , malonic acid ester, succinic acid ester, geltaric acid ester, adipic acid ester, pimelic acid ester, cehacylic acid ester, azelaic acid ester, fumaric acid ester, malic acid ester, maleic acid ester, itaconic acid ester, citric acid ester, citric acid ester Acid ether esters, glycolic acid esters, lactic acid esters, tartaric acid esters, phthalic acid noesters, glycol (mono, di) esters, glycerin (mono, n, tri) esters, pentaerythritol (
Mono, di, tri, tetra) esters, trimethylolpropane esters, ethylene carbonate, propylene carbonate, dimethyl carbonate, diethyl carbonate, dipropyl carbonate, diphenyl carbonate, butyrolactone, caprolactone, methyl salicylate, propyl salicylate, butyl salicylate, benzyl salicylate, cellosolve These include acetates, carpitol acetates, phosphoric acid esters, etc. Various methods are used as the coating means for placing the coating film, and examples include coating methods such as roll coating, reverse coating, and gravure coating; printing methods such as screen printing, gravure printing, letterpress printing, and offset printing; Spinner coating methods, spray coating methods, day coating methods, brush coating methods, etc. are often used. In particular, printing methods are useful for patterning. Examples of methods for forming coating films include powders in which oxides or hydroxides of Group 3 to 4 elements of the periodic table are present on the particle surface, solid phenols, solid organic acids, and solid organic sulfonic acids. Discoloration by adding an appropriate diluting solvent as necessary to a mixture whose main components are at least one acidic substance selected from the group consisting of a color-changing dye having a lactone ring or a lactam ring, and a binder resin. A color ink is prepared, applied to a substrate using any of the above-mentioned coating means, and then dried to form a coating film with sufficient color development. On the other hand, if necessary, a mixture mainly composed of a polar organic solvent having at least one atomic group selected from the group consisting of a hydroxyl group, an aldehyde group, an amide group, an ether bonding group, a ketone group, and an ester group and a binder resin can be used. An ink is prepared by adding an appropriate diluting solvent and applied over the colored coating film. Through this application, the polar organic solvent of the latter ink penetrates into the underlying layer, erasing the previously developed color. Thereafter, the faded color develops as the polar organic solvent evaporates when the product having the coating film is used. In addition, by taking into account differences in boiling point and vapor pressure of polar organic solvents, type of binder resin (molecular weight, type and number of substituents, etc.), film thickness, type of solid acidic substance, storage conditions of the product, etc. It is possible to adjust the time period from the final coating film formation to the time when color development occurs over time. Of course, the time it takes for the color to develop over time changes depending on the environment in which it is used, especially the temperature. In addition, if necessary, dispersants, antifoaming agents, extender pigments, dyes and pigments, ultraviolet absorbers, antioxidants,
Surfactants, zinc carbonate, thiourea compounds, etc. may be added, and in particular, to improve light resistance, ultraviolet absorbers,
It is recommended to mix in antioxidants, zinc carbonate, and thiourea compounds. If the solubility of the binder resin in the solvent of the coating film containing a color-changing pigment is different from the solubility of the binder resin in the solvent of the coating film containing a organic solvent, it is possible to When the films are stacked, the binder resin of the paint film containing the color-changing pigment is less likely to be redissolved.
A more stable coating film can be obtained. In addition, coating films containing color-changing pigments are
When there is a powder in which oxides or hydroxides of group elements exist on the particle surface, the particle surface often retains color-changing pigments, so it is preferable to use a powder containing a polar organic solvent and a binder resin as the main components. When two ink layers are placed one on top of the other, undesirable effects such as a decrease in color density are less likely to occur.
本発明ではまず、ラクトン環またはラクタム環を有する
変色性色素及び固体酸性物質がバインダー樹脂で固定化
され、ラクトン環またはラクタム環が固体酸性物質で開
環されて発色した塗膜を形成させるのである。
次にその上に極性有機溶剤とバインダーからなる塗膜を
重ねることによって、極性有機溶剤が下の塗膜に浸透し
て変色性色素のラクトン環またはラクタム環を閉環させ
て無色化するという反応が起る。そして経時と雰囲気温
度との兼ね合いで塗膜から極性を機溶剤が徐々に揮散し
てラクトン環またはラクタム環が開環して発色して全反
応が完結する。In the present invention, first, a color-changing dye having a lactone ring or a lactam ring and a solid acidic substance are fixed with a binder resin, and the lactone ring or lactam ring is opened with the solid acidic substance to form a colored coating film. . Next, by layering a coating film made of a polar organic solvent and a binder on top of the coating, a reaction occurs in which the polar organic solvent penetrates into the underlying coating film and closes the lactone or lactam ring of the color-changing dye, resulting in colorlessness. It happens. The polar organic solvent gradually evaporates from the coating film depending on the time and ambient temperature, the lactone ring or lactam ring opens, color develops, and the entire reaction is completed.
尖施貫土
平均分子量95.000、酸価0のメタアクリレート樹
脂(30g)と、変色性色素として6−ジエチルアミノ
ベンゾ(a)−フルオラン(8g)およびメチルエチル
ケトン(140g)を充分混合した後、比表面積200
±25ボ/gのシリカ微粉末(20g)およびビスフェ
ノールA(2g)を加えて充分混合して均一な赤色イン
キを作製しておく。
一方間様にして、変色性色素として3−(4−ジエナル
アミノフェニル)−3−(1−エチル−2−メチルイン
ドール−3−イル)フタリドを用いて青色インキを作製
しておく。
グラビア印刷法により、裏にタックシールの付いた上質
紙カードラヘルに、まず赤色インキを用いてハラの花模
様を印刷し乾燥させて発色させ、さらに青色インキを用
いて、ハラの茎と葉の模様を印刷し乾燥させて発色させ
た。この操作で目視により花と茎・葉の見当合わせが容
易にでき美しい花柄が完成する。
次に、平均分子量25,000、酸価10,5のメタア
リリレート樹脂(60g)を高沸点芳香族炭化水素溶剤
(240g)に溶解させた後これを2分割して、−半に
ジプロピレングリコール(15g)を加えてインキAを
作製し、他の一半に2−ピロリドン(10g>を加えて
インキBを作製しておく、そしてスクリーン印刷法で、
インキAを上記の赤色ハラ花模様のうえに重ね刷り、−
旦乾燥させて消色し、次にインキBを上記の青色の茎、
葉模欅の上に重ね刷りして再び乾燥させて消色させた。
この方法では消色の仕方で容易に印刷状態を知ることが
できるので、経時品質の安定した製品をうることが容易
である。
このようにして得られたタックシール付きラベルを脱臭
割入りボンクスに貼付して室内の床に置いたところ、本
島の脱臭効果の半波する22日後に青色の茎と葉が発色
し、はとんど効果のなくなる48日後には、赤色のハラ
の花模様が発色して完全に咲き終わり、本脱臭剤の効果
が消失することを示すので交換時期のきたことを容易に
認知しうので大変便利である。
災隻旦l
平均分子量Is、 000〜20,000、ガラス転移
温度67°Cのポリエステル樹脂60gと比表面積30
0±3Onf/gのシリカ微粉末<10g)及びトルエ
ンとメチルエチルケトンの比が8:2の混合溶剤(24
0g)とを混合し撹t4’した後、2−アニリノ−3−
メチル・6−N−エチルN〜テトラヒドロフルフ+Jル
アミノフルオラン(10g)を加えて充分混合して均一
な単色インキを作製し、グラビア印刷法で「食べごろJ
の文字をポリエステルフィルムソートに印刷して乾燥さ
せて発色させ目視で文字の形状・濃度が容易に検査でき
るようにする0次に平均分子1360.000、酸価1
のメタアクリレート樹脂(60g)とブチルカルビート
ル(20g>及びトルエン(240g)とをよく混合し
て、文字の上層にバーコーティングして乾燥して、文字
を消失させその消色状態により製品の品質保証を検査し
た後、ポリエチレンフィルム類のカバーフィルムを重ね
て、ブチルカルピトールの揮散を防いだ経時変色塗膜を
有するシートを作製した。
このシートを漬物を漬けた樽に貼付け、カバーコートを
はずして放置したところ、漬物がうまく漬かる時間の2
5°Cの雰囲気中で、18時間後に「食べごろJの文字
がはっきりと現われてきた。この場合特に漬物の漬かり
具合いは、温度と時間の兼ね合いでもあるので、大変便
利に用いられる。
裏施孤ユ
エチルセルロース樹脂(100g)と高沸点炭化水素系
溶剤とエチルセロソルブが2:1の混合溶剤とをよく練
肉して、次にρ−ヒドロキン安息香酸(lOg)とクリ
スタイルバイオレットラクトン(40g)とを加えてさ
らに練肉して、青色インキを作製し、淡いピンクの花の
チューリップの図柄のあるカレンダーの花の部分にスク
リーン印刷法で印刷し、乾燥して青色発色させて花の見
当・形状及び青色の濃度を目視で検査して青色の花のチ
ューリップの図柄にした。一方、ヒドロキシプロピルセ
ルロース樹脂(60g)とイソプロピルアルコール(4
40g)とジエチレングリコール(log)とブチルカ
ルピトール(10g)および2−ピロリドン(10g)
とを充分混合して、チューリップ図柄の上にロールコー
ティングして、乾燥して青色を消色させて淡いピンク色
の花のチューリップ図柄にし、ポリエチレンフィルムの
カバーコートをした。カレンダー使用時にカバーコート
を除去して使用したところ日々とともにチューリップの
花が淡いピンクから淡いバイオレット、淡いブルー、濃
いブルーへと変わっていき、カレンダーの意匠効果を高
められた。
1隻貫土
分子量70.000、酸価3.5のメタアクリレート樹
脂(200g)と比表面積130土25rrf/gのシ
リカ微粉末150g、炭酸亜鉛(3g)と、高沸点炭化
水素溶剤(500g)及び3,3−ビス(1−n−ブチ
ル−2メチル−インドール−3−イル)フタリド(10
0g)とを充分混合して赤色インキを作製し、室内芳香
剤入りのプラス千ンク成形品の上に水玉模様をスクリー
ン印刷した後、乾燥して赤色発色させ、目視で形状、赤
色濃度を検査した0次に分子量65,000、酸価3の
アクリレート樹脂(300g)とジプロピレングリコー
ル(100g) 。
2.4−ジビドロキシベンゾフエノン(13g)及びト
ルエンとを充分混合して、水玉模様の上に劉は塗りして
赤色を消色させた。芳香剤の香りが薄くなるにつれて水
玉が赤くなり、真っ赤になった時には、香りが弱くなっ
ており、室内芳香剤入リブラスチック成形品の交換時期
が明確に示された。After thoroughly mixing a methacrylate resin (30 g) with an average molecular weight of 95.000 and an acid value of 0, 6-diethylaminobenzo(a)-fluoran (8 g) as a discoloring dye and methyl ethyl ketone (140 g), surface area 200
Fine silica powder (20 g) of ±25 vol/g and bisphenol A (2 g) are added and thoroughly mixed to prepare a uniform red ink. Meanwhile, a blue ink was prepared using 3-(4-dienalaminophenyl)-3-(1-ethyl-2-methylindol-3-yl)phthalide as a color-changing dye. Using the gravure printing method, red ink is used to first print a hala flower pattern on a high-quality paper card with a tack sticker on the back, and the hala flower pattern is dried and colored. The pattern was printed, dried, and colored. This operation makes it easy to visually align the flowers, stems, and leaves, creating a beautiful floral pattern. Next, a methallyrylate resin (60 g) with an average molecular weight of 25,000 and an acid value of 10.5 was dissolved in a high-boiling aromatic hydrocarbon solvent (240 g), and this was divided into two parts. Ink A was prepared by adding glycol (15 g), and ink B was prepared by adding 2-pyrrolidone (10 g) to the other half, and by screen printing,
Overprint ink A on the red flower pattern above, -
After drying and erasing the color, apply ink B to the blue stems above.
I overprinted it on top of the leaf-shaped zelkova, dried it again, and erased the color. With this method, the printing condition can be easily determined by the way the color fades, so it is easy to obtain products with stable quality over time. When the label with the tack sticker obtained in this way was attached to deodorizing Bonks and placed on the floor indoors, the stems and leaves turned blue after 22 days, when the deodorizing effect of the main island reached half the time. After 48 days, when the deodorant's effectiveness wears off, the red hala flower pattern will develop and completely bloom, indicating that the deodorant's effectiveness has disappeared, making it easy to recognize that it is time to replace it. It's convenient. 60g of polyester resin with an average molecular weight Is of 000-20,000, a glass transition temperature of 67°C, and a specific surface area of 30
0±3Onf/g of silica fine powder <10g) and a mixed solvent of toluene and methyl ethyl ketone in a ratio of 8:2 (24
0g) and stirred for t4', then 2-anilino-3-
Methyl 6-N-ethyl N~tetrahydrofurf + J fluoraminofluorane (10 g) was added and thoroughly mixed to create a uniform monochromatic ink, which was printed using the gravure printing method.
The characters are printed on a polyester film sort and dried to develop color so that the shape and density of the characters can be easily inspected visually.The average molecular weight is 1360.000 and the acid value is 1.
Mix well methacrylate resin (60g), butylcarbitol (20g) and toluene (240g), coat the top layer of the letters with a bar and dry.The letters disappear and the quality of the product is determined by the decolored state. After inspecting the guarantee, a cover film of polyethylene film was layered to create a sheet with a coating that changes color over time to prevent volatilization of butylcarpitol.This sheet was attached to the barrel in which the pickles were pickled, and the cover coat was removed. When I left it for a while, it took about 2 hours for the pickles to pickle properly.
After 18 hours in an atmosphere of 5°C, the letter "J" clearly appears.In this case, the degree of pickling of pickles is a balance between temperature and time, so it is very useful. Yuethyl cellulose resin (100 g), a high boiling point hydrocarbon solvent, and a mixed solvent of 2:1 ethyl cellosolve were thoroughly kneaded, and then ρ-hydroquine benzoic acid (lOg) and crystalline violet lactone (40 g) were kneaded. and further knead it to create blue ink, which is printed on the flower part of a calendar with a pattern of pale pink tulips using screen printing, and dried to develop a blue color to create the register and shape of the flowers. A pattern of blue flower tulips was created by visually inspecting the concentration of blue color and blue color.Meanwhile, hydroxypropyl cellulose resin (60 g) and isopropyl alcohol (4
40g) and diethylene glycol (log) and butylcarpitol (10g) and 2-pyrrolidone (10g)
The mixture was thoroughly mixed and roll coated onto the tulip pattern, dried to erase the blue color to form a pale pink flower tulip pattern, and covered with polyethylene film. When the cover coat was removed when using the calendar, the tulip flowers changed from pale pink to pale violet, pale blue, and dark blue over time, enhancing the design effect of the calendar. One vessel contains methacrylate resin (200g) with a soil molecular weight of 70.000 and an acid value of 3.5, 150g of silica fine powder with a specific surface area of 130 soil and 25rrf/g, zinc carbonate (3g), and a high boiling point hydrocarbon solvent (500g). and 3,3-bis(1-n-butyl-2methyl-indol-3-yl)phthalide (10
0g) to make a red ink, screen print a polka dot pattern on a plus thousand molded product containing room air freshener, dry it to develop a red color, and visually inspect the shape and red density. Acrylate resin (300g) with a molecular weight of 65,000 and an acid value of 3 and dipropylene glycol (100g). 2.4-Dividroxybenzophenone (13 g) and toluene were thoroughly mixed and applied over the polka dot pattern to erase the red color. As the scent of the air freshener fades, the polka dots turn red, and when they turn bright red, the scent has weakened, clearly indicating that it is time to replace the room air freshener-containing plastic molded product.
変色性色素を有する!!!膜を塗布した後から極性有機
溶剤を有する塗膜を塗布する前まで塗膜は発色しており
、その形状、厚み、濃度、塗布ムラなどを目視などで容
易に識別できるために、形態による判断ができ、経時信
鎖性も良く、また変色する色を多色にする際に必要な見
当合わせをすることも容易になったので香料、薬剤、食
品その他の経時変化を効果的に、手軽に表示できその利
用範囲は工業製品、日曜雑貨、農業用品その他に及び本
発明の効果は産業上域に絶大なものであるといいうる。
特許出願人 日本写真印刷株式会社Contains color-changing pigment! ! ! The paint film is colored from after the film is applied until before the paint film containing the polar organic solvent is applied, and its shape, thickness, density, coating unevenness, etc. can be easily identified by visual inspection. It has good reliability over time, and it is also easy to make the necessary registration when changing discolored colors to multiple colors, making it easy and effective to detect changes over time in fragrances, drugs, foods, and other substances. The display can be applied to industrial products, household goods, agricultural supplies, etc., and the effects of the present invention can be said to be tremendous in the industrial field. Patent applicant Nissha Printing Co., Ltd.
Claims (1)
が粒子表面に存在している粉体、固体フェノール類、固
体有機酸類および固体有機スルホン酸類よりなる群から
選ばれた少なくとも一つの固体酸性物質とラクトン環ま
たはラクタム環を有している変色性色素およびバインダ
ー樹脂とを主成分とする塗膜の上に、水酸基、アルデヒ
ド基、アミド基、エーテル結合基、ケトン基、およびエ
ステル基よりなる群から選ばれた少なくとも一つの原子
団を有する極性有機溶剤とバインダー樹脂とを主成分と
する塗膜が重ねて形成されていることを特徴とする経時
変色用塗膜。 2、周期律表の第3〜4族元素がホウ素、アルミニウム
、スカンジウム、インジウム、ケイ素、チタニウム、ジ
ルコニウムおよびスズよりなる群からえらばれた少なく
とも一つの元素である特許請求の範囲第1項記載の経時
変色用塗膜。 3、バインダー樹脂が(メタ)アクリル系樹脂、ポリエ
ステル系樹脂、アルキッド系樹脂、ポリ酢酸ビニール系
樹脂、ポリスチレン系樹脂、ポリオレフィン系樹脂、ポ
リブタジエン系樹脂、ゴム系樹脂、ポリアミド系樹脂、
ウレタン系樹脂、ロジン系樹脂、繊維素誘導体系樹脂よ
りなる群からえらばれた少なくとも一つの疎水性樹脂で
ある特許請求の範囲第1項記載の経時変色用塗膜。[Scope of Claims] 1. Consists of powder, solid phenols, solid organic acids, and solid organic sulfonic acids in which oxides or hydroxides of Group 3 to 4 elements of the periodic table are present on the particle surface. A hydroxyl group, an aldehyde group, an amide group, or an ether bond is formed on a coating film mainly consisting of at least one solid acidic substance selected from the group consisting of a color-changing dye having a lactone ring or a lactam ring, and a binder resin. Discoloration over time, characterized in that a coating film mainly composed of a binder resin and a polar organic solvent having at least one atomic group selected from the group consisting of a radical, a ketone group, and an ester group is formed. coating film. 2. The element according to claim 1, wherein the element of Groups 3 to 4 of the periodic table is at least one element selected from the group consisting of boron, aluminum, scandium, indium, silicon, titanium, zirconium, and tin. Coating film for discoloration over time. 3. The binder resin is (meth)acrylic resin, polyester resin, alkyd resin, polyvinyl acetate resin, polystyrene resin, polyolefin resin, polybutadiene resin, rubber resin, polyamide resin,
The coating film for discoloration over time according to claim 1, which is at least one hydrophobic resin selected from the group consisting of urethane resin, rosin resin, and cellulose derivative resin.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP22324090A JPH04104055A (en) | 1990-08-23 | 1990-08-23 | Paint film for time discoloration |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP22324090A JPH04104055A (en) | 1990-08-23 | 1990-08-23 | Paint film for time discoloration |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH04104055A true JPH04104055A (en) | 1992-04-06 |
Family
ID=16794998
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP22324090A Pending JPH04104055A (en) | 1990-08-23 | 1990-08-23 | Paint film for time discoloration |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH04104055A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2020049841A (en) * | 2018-09-27 | 2020-04-02 | 大日本印刷株式会社 | Thermal transfer sheet |
JP2020118510A (en) * | 2019-01-22 | 2020-08-06 | 株式会社サクラクレパス | Composition for color change indicator over time and color change indicator over time using the same |
JP2021035772A (en) * | 2020-10-30 | 2021-03-04 | 大日本印刷株式会社 | Printed matter and manufacturing method of printed matter |
-
1990
- 1990-08-23 JP JP22324090A patent/JPH04104055A/en active Pending
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2020049841A (en) * | 2018-09-27 | 2020-04-02 | 大日本印刷株式会社 | Thermal transfer sheet |
JP2020118510A (en) * | 2019-01-22 | 2020-08-06 | 株式会社サクラクレパス | Composition for color change indicator over time and color change indicator over time using the same |
JP2021035772A (en) * | 2020-10-30 | 2021-03-04 | 大日本印刷株式会社 | Printed matter and manufacturing method of printed matter |
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