JPH02129281A - Coating composition - Google Patents
Coating compositionInfo
- Publication number
- JPH02129281A JPH02129281A JP28218988A JP28218988A JPH02129281A JP H02129281 A JPH02129281 A JP H02129281A JP 28218988 A JP28218988 A JP 28218988A JP 28218988 A JP28218988 A JP 28218988A JP H02129281 A JPH02129281 A JP H02129281A
- Authority
- JP
- Japan
- Prior art keywords
- spiroguanamine
- oil
- resin
- alkyl
- average
- 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
- 239000008199 coating composition Substances 0.000 title claims description 9
- 229920005989 resin Polymers 0.000 claims abstract description 25
- 239000011347 resin Substances 0.000 claims abstract description 25
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 24
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 24
- 229920000180 alkyd Polymers 0.000 claims abstract description 18
- 239000007787 solid Substances 0.000 claims abstract description 16
- 238000001035 drying Methods 0.000 claims abstract description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000002253 acid Substances 0.000 claims abstract description 7
- 125000005011 alkyl ether group Chemical group 0.000 claims abstract description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 5
- 235000019256 formaldehyde Nutrition 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 1
- 238000000576 coating method Methods 0.000 abstract description 18
- 239000011248 coating agent Substances 0.000 abstract description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 14
- 230000000704 physical effect Effects 0.000 abstract description 10
- 238000006266 etherification reaction Methods 0.000 abstract description 7
- 238000010438 heat treatment Methods 0.000 abstract description 3
- 238000002156 mixing Methods 0.000 abstract description 2
- 238000013329 compounding Methods 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 24
- 239000003921 oil Substances 0.000 description 14
- 235000019198 oils Nutrition 0.000 description 14
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 238000004519 manufacturing process Methods 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 238000004132 cross linking Methods 0.000 description 5
- 230000007423 decrease Effects 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 5
- 239000000194 fatty acid Substances 0.000 description 5
- 229930195729 fatty acid Natural products 0.000 description 5
- 150000004665 fatty acids Chemical class 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 238000007259 addition reaction Methods 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 150000005846 sugar alcohols Polymers 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- GZVHEAJQGPRDLQ-UHFFFAOYSA-N 6-phenyl-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(C=2C=CC=CC=2)=N1 GZVHEAJQGPRDLQ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 229920000877 Melamine resin Polymers 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 239000004640 Melamine resin Substances 0.000 description 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 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 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 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
- 229910017604 nitric acid Inorganic materials 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 150000007519 polyprotic acids Polymers 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000010186 staining Methods 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- 235000010215 titanium dioxide Nutrition 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
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- QBDAFARLDLCWAT-UHFFFAOYSA-N 2,3-dihydropyran-6-one Chemical compound O=C1OCCC=C1 QBDAFARLDLCWAT-UHFFFAOYSA-N 0.000 description 1
- NQBXSWAWVZHKBZ-UHFFFAOYSA-N 2-butoxyethyl acetate Chemical compound CCCCOCCOC(C)=O NQBXSWAWVZHKBZ-UHFFFAOYSA-N 0.000 description 1
- SMNNDVUKAKPGDD-UHFFFAOYSA-N 2-butylbenzoic acid Chemical group CCCCC1=CC=CC=C1C(O)=O SMNNDVUKAKPGDD-UHFFFAOYSA-N 0.000 description 1
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- DUZLHGMYNVZMCO-UHFFFAOYSA-N 6-[2-[3-[2-(4,6-diamino-1,3,5-triazin-2-yl)ethyl]-2,4,8,10-tetraoxaspiro[5.5]undecan-9-yl]ethyl]-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(CCC2OCC3(CO2)COC(CCC=2N=C(N)N=C(N)N=2)OC3)=N1 DUZLHGMYNVZMCO-UHFFFAOYSA-N 0.000 description 1
- XZOYHFBNQHPJRQ-UHFFFAOYSA-N 7-methyloctanoic acid Chemical compound CC(C)CCCCCC(O)=O XZOYHFBNQHPJRQ-UHFFFAOYSA-N 0.000 description 1
- OAOABCKPVCUNKO-UHFFFAOYSA-N 8-methyl Nonanoic acid Chemical compound CC(C)CCCCCCC(O)=O OAOABCKPVCUNKO-UHFFFAOYSA-N 0.000 description 1
- -1 Bengara Chemical compound 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- 229920000298 Cellophane Polymers 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 235000019774 Rice Bran oil Nutrition 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- 235000019485 Safflower oil Nutrition 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 230000005856 abnormality Effects 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 239000005456 alcohol based solvent Substances 0.000 description 1
- 229920003180 amino resin Polymers 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 235000019437 butane-1,3-diol Nutrition 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- IFDVQVHZEKPUSC-UHFFFAOYSA-N cyclohex-3-ene-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCC=CC1C(O)=O IFDVQVHZEKPUSC-UHFFFAOYSA-N 0.000 description 1
- QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000009503 electrostatic coating Methods 0.000 description 1
- 230000004992 fission Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 239000005453 ketone based solvent Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000003550 marker Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000007974 melamines Chemical class 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-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
- 239000002994 raw material Substances 0.000 description 1
- 239000008165 rice bran oil Substances 0.000 description 1
- 239000003813 safflower oil Substances 0.000 description 1
- 235000005713 safflower oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- UFDHBDMSHIXOKF-UHFFFAOYSA-N tetrahydrophthalic acid Natural products OC(=O)C1=C(C(O)=O)CCCC1 UFDHBDMSHIXOKF-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
Abstract
Description
【発明の詳細な説明】 （産業上の利用分野） 本発明は、被覆用組成物に関する。[Detailed description of the invention] (Industrial application field) The present invention relates to coating compositions.
（従来の技術）
近年、自動車、産業機械、鋼製家具、電気製品等の被覆
用塗料に対して、最近、耐水性、物性。(Prior art) In recent years, water resistance and physical properties have been improved for coating paints for automobiles, industrial machinery, steel furniture, electrical appliances, etc.
汚染性、硬度、耐候性等の塗膜性能向上の要求が強い。There is a strong demand for improvements in coating film performance such as stain resistance, hardness, and weather resistance.
アミン樹脂を硬化剤として含有するアミノアルキド型塗
料においては、従来よりアルキルエーテル化メラミン樹
脂、アルキルエーテル化ベンゾグアナミン樹脂等が一般
的に使用されており、これらアミノ樹脂のＨＣＨＯ付加
度、アルキルエーテル化度等をかえて塗膜性能を向上す
る検討がなされてきた。In aminoalkyd-type paints containing amine resins as curing agents, alkyl etherified melamine resins, alkyl etherified benzoguanamine resins, etc. have been commonly used, and the HCHO addition degree and alkyl etherification degree of these amino resins Considerations have been made to improve the coating performance by changing the method.
しかしながらアルキルエーテル化メラミン樹脂では物性
を向上すると硬度、汚染性等が低下し。However, when the physical properties of alkyl etherified melamine resin are improved, hardness, staining resistance, etc. decrease.
又アルキルエーテル化ベンゾグアナミン樹脂では物性、
硬度、汚染性のバランスはとれるが耐候性が低下するた
め、これら塗膜性能をバランスよく向上することが困難
であった。In addition, physical properties of alkyl etherified benzoguanamine resin,
Although hardness and stain resistance can be balanced, weather resistance decreases, making it difficult to improve these coating film performances in a well-balanced manner.
（発明が解決しようとする課題）
本発明は、このような問題点を解決するものでロシ、ア
ミン樹脂としてアルキルエーテル化スピログアナミン樹
脂を使用し、塗膜の物性、硬度。(Problems to be Solved by the Invention) The present invention solves these problems by using an alkyl etherified spiroguanamine resin as an amine resin, and improving the physical properties and hardness of the coating film.
汚染性、耐候性、耐水性等に優れたアミノアルキド型の
被覆用組成物を提供するものである。The present invention provides an aminoalkyd coating composition that has excellent stain resistance, weather resistance, water resistance, and the like.
（！！題を解決するための手段） すなわち２本発明は。(!!Means to solve the problem) In other words, the present invention is as follows.
（Ａ−）アルデヒドを付加し２次いで炭素数４以下のア
ルコールでアルキルエーテル化されたスピログアナミン
樹脂であって、スピログアナミン核１個当り、平均４個
以上の結合ホルムアルデヒド。(A-) A spiroguanamine resin which is added with an aldehyde and then alkyl etherified with an alcohol having 4 or less carbon atoms, in which the average number of formaldehyde bonds is 4 or more per spiroguanamine nucleus.
平均２個以上のアルキルエーテル基を有するアルキルエ
ーテル化スピログアナミン樹脂を５〜６０重量部（固型
分）
並びに
ＣＢ＋ 油長が５０チ以下で水酸基価（固型）５０〜
２５０．酸価（固型）３０以下、数平均分子量が５００
〜６． ＯＯＯである不乾性油あるいは半乾性油変性ア
ルキド樹脂、又はオイルフリーアルキド樹脂９５〜４０
重量部（固型分）
を総量が１００重量部となる量で含有してなる被覆用組
成物に関する。5 to 60 parts by weight (solid content) of alkyl etherified spiroguanamine resin having an average of two or more alkyl ether groups, and CB+ oil length of 50 inches or less and hydroxyl value (solid) of 50 to 50.
250. Acid value (solid) 30 or less, number average molecular weight 500
~6. OOO non-drying oil or semi-drying oil-modified alkyd resin, or oil-free alkyd resin 95-40
parts by weight (solid content) in a total amount of 100 parts by weight.
本発明（Ａ）成分のアルキルエーテル化スピログアナミ
ン樹脂の製造法は既に公知で６夛２反応条件を適宜選ぶ
ことによシ容易に合成できる。The method for producing the alkyl etherified spiroguanamine resin, component (A) of the present invention, is already known and can be easily synthesized by appropriately selecting reaction conditions.
例えば、まずホルムアルデヒド、パラホルムアルデヒド
等のアルデヒドをスピログアナミンに付加したものでア
シ、シかもその結合ホルムアルデヒドの個数がスピログ
アナミン該当シ平均４個以上である。結合ホルムアルデ
ヒドの個数が平均４個未満では樹脂化した場合に該樹脂
を用いた塗料の安定性が非常に低下する。For example, first, an aldehyde such as formaldehyde or paraformaldehyde is added to spiroguanamine, and the number of bound formaldehydes in the spiroguanamine is 4 or more on average. If the number of bound formaldehydes is less than 4 on average, the stability of a coating material using the resin will be greatly reduced when it is converted into a resin.
スピログアナミン核１個当りの結合ホルムアルデヒドの
個数は平均５個以上であることが好ましい。The number of bound formaldehydes per spiroguanamine nucleus is preferably 5 or more on average.
本発明のアルキルエーテル化スピログアナミン樹脂は、
更に上記付加物が炭素数４以下のアルコール（メタノー
ル、エタノール、プロパツール又。The alkyl etherified spiroguanamine resin of the present invention is
Furthermore, the above adduct may be an alcohol having 4 or less carbon atoms (methanol, ethanol, propatool or the like).
イソプロパツール、ブタノール又はイソブタノール）Ｋ
よりアルキルエーテル化されたものでアう。isopropanol, butanol or isobutanol) K
It is more alkyl etherified.
しかもアルキルエーテル化反応により結合されたアルキ
ルエーテル基の個数がスピログアナミン核１個当シ、平
均２個以上である。結合されたアルキルエーテル基の個
数が、スピログアナミン核１個当シ、２個未満では塗料
安定性が劣るとともＫ。Moreover, the number of alkyl ether groups bonded by the alkyl etherification reaction is on average 2 or more per spiroguanamine nucleus. If the number of bonded alkyl ether groups is less than 2 per spiroguanamine nucleus, the stability of the paint will be poor.
耐水性が低下する。Water resistance decreases.
炭素数４以上のアルコールを使用した場合は。If alcohol with carbon number of 4 or more is used.
水溶性または水分散性に劣る。Poor water solubility or water dispersibility.
アルキルエーテル化反応により結合できるアルキルエー
テル基の総数は、スピログアナミン核１個当り、最大で
８個であるが多くの場合、スピログアナミン樹脂は一部
縮合したものであるので。The total number of alkyl ether groups that can be bonded by the alkyl etherification reaction is at most 8 per spiroguanamine nucleus, but in many cases, the spiroguanamine resin is partially condensed.
８個より少ない。Less than 8 pieces.
なお、スピログアナミンｄ、２，４，８．１０−テトラ
オキサスピロ（：５，５］ウンデカン−３，９−ビス（
２−エチルグアナミン）を意味しその構造は下式で示さ
れる。このものは２例えば味の素■展商品名ＣＴＵグア
ナミンとして入手することができる。In addition, spiroguanamine d, 2,4,8.10-tetraoxaspiro(:5,5]undecane-3,9-bis(
2-ethylguanamine), and its structure is shown by the following formula. This product can be obtained, for example, under the trade name CTU Guanamine from Ajinomoto Exhibition.
本発明のアルキルエーテル化スピログアナミン樹脂は、
各種の方法で製造できる。The alkyl etherified spiroguanamine resin of the present invention is
It can be manufactured by various methods.
例えば、スピログアナミン、ホルムアルデヒド。For example, spiroguanamine, formaldehyde.
メタノールを混合してアルカリ性（好ましくけｐＨ９〜
１１）下に加熱して付加反応させ、ついで。Mix methanol to make alkaline (preferably pH 9~
11) Heat to the bottom to cause an addition reaction, and then.
酸性（好ましくけｐＨ２〜５）下に加熱して、縮合およ
びエーテル化反応させる方法、スピログアナミン、ホル
ムアルデヒドおよびメタノール若しくは水を混合し、ア
ルカリ性下にて加熱し付加反応すせ、得られたスピログ
アナミン樹脂を単離し。Spiguanamine obtained by heating under acidic conditions (preferably pH 2 to 5) to conduct condensation and etherification reactions; mixing spiroguanamine, formaldehyde, and methanol or water and heating under alkaline conditions to conduct addition reaction; Isolate the resin.
これにメタノールを加えて、酸性下に加熱反応させる方
法などがある。このような製造法に当つてスピログアナ
ミン１モルに対して、ホルムアルデヒド４〜２０モル、
アルコールを５〜５０モルの割合で使用するのが望まし
い。There is a method in which methanol is added to this and the reaction is heated under acidic conditions. In such a production method, 4 to 20 moles of formaldehyde are added to 1 mole of spiroguanamine,
Preferably, the alcohol is used in a proportion of 5 to 50 moles.
本発明（Ｂ）成分のアルキド樹脂は油長５０チ以下。The alkyd resin of the component (B) of the present invention has an oil length of 50 inches or less.
好壕しくけ４０％以下の不乾性油、又は半乾性油変性ア
ルキド樹脂、あるいけオイルフリーアルキド樹脂である
。Non-drying oil, semi-drying oil-modified alkyd resin, or oil-free alkyd resin with a drying capacity of 40% or less.
油長が５０％を越えると耐候性、硬度、汚染性が低下し
、乾性油を使用すると黄変性、耐薬品性が低下する。If the oil length exceeds 50%, weather resistance, hardness, and stain resistance will decrease, and if a drying oil is used, yellowing and chemical resistance will decrease.
不乾性油としてはヤシ油、パーム油およびこれらの脂肪
酸、又はセカノイソク酸、イソノナン酸。Non-drying oils include coconut oil, palm oil and their fatty acids, or secanoisocyanic acid and isononanoic acid.
パラターシャリブチル安息香酸のモノグリシジルエステ
ル、バーサチック酸モノグリシジルエステル、α−オレ
フィンモノエボキン等の合成脂肪酸が使用でき、半乾性
油としては米ヌカ油、大豆油。Synthetic fatty acids such as monoglycidyl ester of paratertiary butylbenzoic acid, monoglycidyl ester of versatic acid, and α-olefin monoevoquin can be used, and as semi-drying oils, rice bran oil and soybean oil can be used.
サフラワー油、ヒマシ油およびこれらの脂肪酸が使用で
きる。油成分としては不乾性油、半乾性およびこれらの
脂肪酸を併用することもできる。Safflower oil, castor oil and these fatty acids can be used. As the oil component, non-drying oils, semi-drying oils and fatty acids thereof can also be used in combination.
さらに多価アルコールとしては、エチレングリコール、
ジエチレングリコール、フロピレンゲリコール、ジプロ
ピレングリコール、ネオペンチルグリコール、１，３ブ
タンジオール、１，６ヘキサンジオール、シクロヘキサ
ンジメタツール、ビスフェノール人、水添ビスフェノー
ル、ε−カプロラクトン、グリセリン、トリメチロール
プロパン。Furthermore, polyhydric alcohols include ethylene glycol,
Diethylene glycol, propylene gellicol, dipropylene glycol, neopentyl glycol, 1,3 butanediol, 1,6 hexanediol, cyclohexane dimetatool, bisphenol, hydrogenated bisphenol, ε-caprolactone, glycerin, trimethylolpropane.
トリメチロールエタン、ペンタエリスリトール。Trimethylolethane, pentaerythritol.
２．２，４． １．３ベンタンジオール等がある。2.2,4. There are 1.3bentanediol, etc.
多塩基酸としては、フタル酸、マレイン酸、ヘキサハイ
ドロフタル酸、テトラハイドロフタル酸。Examples of polybasic acids include phthalic acid, maleic acid, hexahydrophthalic acid, and tetrahydrophthalic acid.
コハク酸およびこれらの酸無水物、イソフタル酸。Succinic acid and their acid anhydrides, isophthalic acid.
テレフタル酸、アジピン酸、セパシイ酸、トリメリット
酸等がある。Examples include terephthalic acid, adipic acid, sepacic acid, and trimellitic acid.
アルキド樹脂あるいはオイルフリーアルキド樹脂の製造
は公知の方法によ勺行うことができ、油を使用するとき
は、油と多価アルコールをナフテン酸リチウム等のエス
テル交換触媒の存在下２００〜２６０℃で反応させた後
、残りの多価アルコール、多塩基酸を加えて１８０℃〜
２５０℃で反応させる方法、脂肪酸を使用する場合、あ
るいは油成分を使用しない場合は、原料を混合して１８
０〜２５０℃で反応させる方法等がある。Production of alkyd resins or oil-free alkyd resins can be carried out by known methods. When oil is used, the oil and polyhydric alcohol are heated at 200 to 260°C in the presence of a transesterification catalyst such as lithium naphthenate. After reacting, add the remaining polyhydric alcohol and polybasic acid and heat to 180℃~
When reacting at 250℃, using fatty acids, or not using oil components, mix the raw materials and react at 18℃.
There is a method of reacting at 0 to 250°C.
上記油変性アルキド樹脂、あるいはオイルフリーアルキ
ド樹脂の水酸基価（固型）は５０〜２５０好ましくは８
０〜１５０であシ、酸価（固型）は３０以下、好ましく
は５〜２ｏである。The hydroxyl value (solid) of the oil-modified alkyd resin or oil-free alkyd resin is 50 to 250, preferably 8.
The acid value (solid) is 30 or less, preferably 5 to 2 degrees.
さらに数平均分子量は、５００〜６，０００．好ましく
け１，０００〜５，０００である。Furthermore, the number average molecular weight is 500 to 6,000. It is preferably 1,000 to 5,000.
水酸基価（固型）が５０未満では架橋密度が低く、全般
的に塗膜性能が劣り、２５ｏを越えると過度の架橋がお
こり、物性、付着性に劣る。When the hydroxyl value (solid) is less than 50, the crosslinking density is low and the coating performance is poor overall, while when it exceeds 25o, excessive crosslinking occurs and the physical properties and adhesion are poor.
酸価は３０を越えると塗膜の耐水性、塗料安定性が劣る
。さらに数平均分子量が５００未満では架橋分子量が小
さくなシ物性、付着性に劣り。If the acid value exceeds 30, the water resistance and stability of the coating film will be poor. Further, if the number average molecular weight is less than 500, the crosslinking molecular weight is small and the physical properties and adhesion are poor.
６、０００を越えると塗膜の平滑性、塗料安定性に劣る
。If it exceeds 6,000, the smoothness of the coating film and the stability of the coating will be poor.
本発明において（Ａｌ成分のアルキルエーテル化スピロ
グアナミン樹脂及び（Ｂ）成分の油変性アルキドあるい
けオイルフリーアルキド樹脂は、 （Ａｌ／（ＢＩが重
量比（固型分比）で５／９５〜６０／４０．好ましくけ
１５／８５〜４０／６０であり、アルキルエーテル化ス
ピログアナミンが５重量部未満テは架橋密度が低く硬度
、汚染性、耐水性に劣シ。In the present invention, the alkyl etherified spiroguanamine resin as the Al component and the oil-modified alkyd or oil-free alkyd resin as the component (B) have a weight ratio (solid content ratio) of (Al/(BI) of 5/95 to 60. /40. Preferably it is 15/85 to 40/60, and if the alkyl etherified spiroguanamine is less than 5 parts by weight, the crosslinking density is low and the hardness, staining resistance and water resistance are poor.
６０部を越えると過度の架橋がおこり、物性、付着性に
劣る。If it exceeds 60 parts, excessive crosslinking will occur, resulting in poor physical properties and adhesion.
また１本発明の被覆用組成物にけ、パラトルエンスルホ
ン酸、ドデシルベンゼンスルホン酸、リン酸、ジノニル
ナフタレンスルホンＬ ジノニルナフタレンジスルホン
酸、及びこれらのアミンブロック体を酸触媒として添加
してもよい。使用量は本発明の被覆用組成物（固型分）
１００重量部に対し、２重量部以下が好ましい。Furthermore, p-toluenesulfonic acid, dodecylbenzenesulfonic acid, phosphoric acid, dinonylnaphthalenesulfone L, dinonylnaphthalene disulfonic acid, and amine block forms thereof may be added to the coating composition of the present invention as acid catalysts. good. The amount used is the coating composition of the present invention (solid content)
The amount is preferably 2 parts by weight or less per 100 parts by weight.
本発明の被覆用組成物は目的に応じて、チタン白、弁柄
、カーボン等の着色顔料、炭酸カルシウム、硫酸バリウ
ム、タルク等の体質顔料、レベリング剤、顔料分散剤、
沈降防止剤等の添加剤を使用してもよい。Depending on the purpose, the coating composition of the present invention may include coloring pigments such as titanium white, Bengara, and carbon, extender pigments such as calcium carbonate, barium sulfate, and talc, leveling agents, pigment dispersants,
Additives such as anti-settling agents may also be used.
本発明の被覆用組成物の希釈溶剤は、トルエン。The diluting solvent for the coating composition of the present invention is toluene.
キシレン等の芳香族炭化水素系溶剤、メチルエチルケト
ン、メチルイソブチルケトン等のケトン系溶剤、ｎ−ブ
タノール、ｉ−ブタノール等のアルコール系溶剤、酢酸
エチル、酢酸ブチル等のエステル系ｉ剤、ブチルセロソ
ルブ、エチルセロソルブ、ブチルセロソルブアセテート
等の多価アルコール誘導体である溶剤の中から適宜選択
し９組合せて使用することができる。Aromatic hydrocarbon solvents such as xylene, ketone solvents such as methyl ethyl ketone and methyl isobutyl ketone, alcohol solvents such as n-butanol and i-butanol, ester i-agents such as ethyl acetate and butyl acetate, butyl cellosolve, ethyl cellosolve , butyl cellosolve acetate and other polyhydric alcohol derivatives can be appropriately selected and used in combination.
また塗装方法としてはスプレー塗装、ロールコータ−塗
装、ディッピング塗装、静電塗装等の中から適宜選択し
て使用できる。The coating method can be appropriately selected from spray coating, roll coater coating, dipping coating, electrostatic coating, etc.
次に本発明に関する製造例および実施例を示す。Next, production examples and examples related to the present invention will be shown.
以下２部および％はそれぞれ重量部および重量％を示す
。。Below, 2 parts and % indicate parts by weight and % by weight, respectively. .
次に実施例によって本発明を説明する。Next, the present invention will be explained by examples.
（実施例）
〔製造例１〕
かきまぜ機、還流冷却器、温度計のついたフラスコに、
８０％バラホルムアルデヒド（水分子 ２０チ含む）５
６Ｚ５９（１５モル）、メタノール６４０ｇ（２０モル
）、３０％水酸化ナトリウムＺ６９を秤シ取シ、更にス
ピログアナミン４３４．２９（１モル）を加え、還流温
度（８３℃）ｐＨ１０，５で４時間付加反応を行った。(Example) [Production Example 1] In a flask equipped with a stirrer, a reflux condenser, and a thermometer,
80% rose formaldehyde (contains 20 water molecules) 5
6Z59 (15 mol), methanol 640 g (20 mol), and 30% sodium hydroxide Z69 were weighed out, and spiroguanamine 434.29 (1 mol) was added, and the mixture was heated at reflux temperature (83°C) and pH 10.5 for 4 hours. An addition reaction was performed.
その後６２チ硝酸をＺＯ９加えｔ ｐＨを３．５に調
整し、７０℃にテ１０時間、アルキルエーテル化反応を
行り之。反応終了後再び３０チ水酸化ナトリウムで反応
液をアルカリ性（ｐＨ１０，０）にして減圧濃縮を行っ
た。この時の生成量は約６５０ｇであった。この樹脂を
ブチルセロソルブにて希釈し、固型分７５％＋／Ｃ’＋
４整した。粘度はＹ（ガードナ／２５℃）であった。Thereafter, 62% nitric acid was added to ZO9 to adjust the pH to 3.5, and the alkyl etherification reaction was carried out at 70°C for 10 hours. After the reaction was completed, the reaction solution was again made alkaline (pH 10.0) with 30% sodium hydroxide and concentrated under reduced pressure. The amount produced at this time was about 650 g. This resin was diluted with butyl cellosolve and the solid content was 75%+/C'+.
I made 4 adjustments. The viscosity was Y (Gardna/25°C).
〔製造例２〕
製造例１と同様の装置を用い、８０チパラホルムアルデ
ヒド７５０９（１９，５モル）、メタノール８００９（
２５そル）、３０ｃｓ水酸化ナトリウム′２．．６９を
秤り取り、更にスピログアナミン４３４．２９（１モル
）を加え、６０℃に昇温後。[Production Example 2] Using the same apparatus as Production Example 1, 80-chiparaformaldehyde 7509 (19.5 mol), methanol 8009 (
25 solu), 30cs sodium hydroxide'2. ．． 69 was weighed out, spiroguanamine 434.29 (1 mol) was further added, and the temperature was raised to 60°C.
同温度で４時間付加反応を行り九。その後６２％硝酸を
１０９加え、更にメタノールを８００ｇ加え、ｐＨを酸
性（ｐＨ３，ｓ）にし、７０℃にて１０時間アルキルエ
ーテル化反応を行った。反応終了後、３０チ水酸化ナト
リウムで反応液をアルカリ性（ｐＨ１０，０）Ｋした後
、減圧濃縮を行った。この時の生成量は約７２５ｇであ
った。この樹脂をブチルセロソルブにて希釈し固型分７
５％に調整した粘度けＸ（ガードナ／２５℃）でろり九
。Addition reaction was carried out at the same temperature for 4 hours.9. Thereafter, 109 g of 62% nitric acid was added, and further 800 g of methanol was added to make the pH acidic (pH 3, s), and an alkyl etherification reaction was carried out at 70° C. for 10 hours. After the reaction was completed, the reaction solution was made alkaline (pH 10.0) with 30% sodium hydroxide, and then concentrated under reduced pressure. The amount produced at this time was about 725 g. This resin was diluted with butyl cellosolve and the solid content was 7
The viscosity was adjusted to 5% (Gardana/25℃) and the thickness was 9.
以上のようＫして得られたアルキルエーテル化スピログ
アナミン樹脂のスピログアナミン核１個に対する結合ホ
ルムアルデヒドの個数、アルキルエーテル基の個数を分
析した結果を表１に示す。Table 1 shows the results of analysis of the number of formaldehyde bound to one spiroguanamine nucleus and the number of alkyl ether groups in the alkyl etherified spiroguanamine resin obtained by K as described above.
表１
※１）リン酸分解法及びＮＭＲ分析による＊２）ＮＭ凡
分析による
〔実施例１〜４および比較例１〜４〕
裂造例のアルキルエーテル化スピログアナミン樹脂およ
びアルキド樹脂、オイルフリーアルキド樹脂（日立化成
工業株式会社製、商品名、フタルキッドＸ４５０．フタ
ルキッド５ＦＸ１６８−６０）。Table 1 *1) Based on phosphoric acid decomposition method and NMR analysis *2) Based on NM analysis [Examples 1 to 4 and Comparative Examples 1 to 4] Alkyl etherified spiroguanamine resin and alkyd resin of the fission example, oil-free alkyd Resin (manufactured by Hitachi Chemical Co., Ltd., trade name, Phthalkid X450. Phthalkid 5FX168-60).
ｎ−ブタノール変性メラミン樹脂（日立化成工業株式会
社製、商品名、メラン２２１．メラン２２）。n-Butanol-modified melamine resin (manufactured by Hitachi Chemical Co., Ltd., trade name, Melan 221. Melan 22).
アルキルエーテル化ベンゾグアナミン樹脂（日立化成工
業株式会社製、商品名、メラン８１）およびチタン白を
表２に示す配合で混合しロール混練した後シンナー〔組
成：ソルベツソ−１００（エッソスタンダード石油株式
会社製）／キジロール／ブチルセロソルブ／酢酸ブチル
＝５０／３０／１０／１０ （重量比）〕でフォードカ
ッブナ４で２０秒（２０℃）になるよう粘度調整後、膜
厚が３５〜４０μ／ Ｄｒｙになるようにボンデライト
ナ１４４処理鋼板（０，８ｔＸ７０Ｘ１５０閤１日本テ
ストパネル社製）にスプレー塗装し、室温で約２０分間
放置した後に１５０℃×２０分間焼付試料を１５０ｍｇ
秤量しテトラヒドロフラン（和光純薬製、試薬１級）５
ｍ／に溶解後、高速液体クロマトグラフィー（日立製作
新製、モデル６５５人−１１，カラムは日立化成■製、
ゲルパンク几４４０．Ｒ４５０，Ｒ４００Ｍを使用）に
て測定。分子量は標準ポリスチレンを用い上記機器で（
註）
＋１） 光択：６０鏡面面反射率で測定した。Alkyl etherified benzoguanamine resin (manufactured by Hitachi Chemical Co., Ltd., trade name, Melan 81) and titanium white were mixed in the formulation shown in Table 2 and kneaded with a roll, followed by thinner [composition: Solbetsuso-100 (manufactured by Esso Standard Oil Co., Ltd.)] /Kijirol/Butyl cellosolve/Butyl acetate = 50/30/10/10 (weight ratio)] and adjust the viscosity to 20 seconds (20℃) using Ford Cubuna 4, then adjust the film thickness to 35-40μ/Dry. 150 mg of the sample was spray-painted on a Bonderitetona 144 treated steel plate (0.8t x 70 x 150 sheets manufactured by Nippon Test Panel Co., Ltd.), left at room temperature for about 20 minutes, and then baked at 150°C for 20 minutes.
Weigh out tetrahydrofuran (manufactured by Wako Pure Chemical Industries, reagent grade 1) 5
After dissolving in m/, high-performance liquid chromatography (newly manufactured by Hitachi, model 655-11, column manufactured by Hitachi Chemical,
gelpunk 几440. Measured using R450, R400M). The molecular weight was determined using the above equipment using standard polystyrene (
Note) +1) Light selection: Measured at 60 specular reflectance.
（２）鉛筆硬度：三菱鉛筆ユニで判定した。(2) Pencil hardness: Judged with Mitsubishi Pencil Uni.
（３）クロスカット：塗膜面をカッターナイフで１＝の
間隔で１００個のます目を切シ、セロハンテープで引き
はがしたときの残ったまず目の数で判定した。(3) Cross-cutting: 100 squares were cut at intervals of 1 on the coating surface using a cutter knife, and the number of squares remaining when peeled off with cellophane tape was judged.
（４）エリクセン値：エリクセン試験器で測定し念。(4) Erichsen value: Measured with an Erichsen tester.
（５）衝撃値：デュポン式衝撃器１／２’−５００９に
よりセンナメートルで判定した。(5) Impact value: Determined in cennamometers using a DuPont impactor 1/2'-5009.
（６）汚染性：赤、黒マジックで線を引きＲＴｘ２４時
間放置時間放置−メタノール痕跡を判定判定 ○痕跡な
し、△やや痕跡有、×痕跡有シ（７）薬品性：５ｃｓ硫
酸、５チカ性ソーダ水溶液を塗膜に１ ｃｃ滴下し、２
３±１℃、６０〜７０ｅＩＩＲＨの雰囲気下に２４時間
放置後拭きとシ痕跡を判定
判定 Ｏ異常なし、△やや軟化、ツヤ引ケ×ツヤ引ケ、
溶解
（８）耐水性：試験板を潜水に１時間浸漬し、フクレの
度合をＡ、Ｓ、ＴｏＭの判定図で評価（９）二次物性：
試験板を潜水に１時間浸漬後、３０分間Ｒ，Ｔで放冷し
、エリクセンおよび衝撃値を測定した。(6) Contamination: Draw a line with red and black marker RT x 24 hours of standing time - Judgment and determination of methanol traces ○ No trace, △ Slight trace, × Trace (7) Chemical properties: 5cs sulfuric acid, 5tica Drop 1 cc of soda aqueous solution onto the coating film, and
After being left in an atmosphere of 3±1°C and 60~70eIIRH for 24 hours, wipe and scratch marks are judged and judged. 0 No abnormality, △ Slightly softened, Glossy stain x Glossy stain,
Dissolution (8) Water resistance: The test plate was immersed in water for 1 hour, and the degree of blistering was evaluated using the A, S, ToM judgment chart (9) Secondary physical properties:
After immersing the test plate in water for 1 hour, it was allowed to cool at R and T for 30 minutes, and Erichsen and impact values were measured.
αＯ）促進耐候性：サンシャインウエザオメーター（ス
ガ試験機裂）を使用し、ＪＩＳ Ｋ ５４００の条件で
３００，６００時間後の光沢を測定し、光沢保持率を求
めた。αO) Accelerated weather resistance: Using a Sunshine Weather-Ometer (Suga Test Instruments), the gloss was measured after 300,600 hours under the conditions of JIS K 5400, and the gloss retention rate was determined.
（発明の効果）
本発明になる被覆用組成物を使用した塗膜は耐候性、硬
度、汚染性、物性、耐水性にすぐれたものである。(Effects of the Invention) A coating film using the coating composition of the present invention has excellent weather resistance, hardness, stain resistance, physical properties, and water resistance.
Claims (1)
アルコールでアルキルエーテル化されたスピログアナミ
ン樹脂であつてスピログアナミン核１個当り、平均４個
以上の結合ホルムアルデヒド、平均２個以上のアルキル
エーテル基を有するアルキルエーテル化スピログアナミ
ン樹脂を５〜６０重量部（固型分） 並びに （Ｂ）油長が５０％以下で水酸基価（固型）５０〜２５
０、酸価（固型）３０以下、数平均分子量が５００〜６
，０００である不乾性油あるいは半乾性油変性アルキド
樹脂又はオイルフリーアルキド樹脂９５〜４０重量部（
固型分） を総量が１００重量部となる量で含有してなる被覆用組
成物。[Scope of Claims] 1. (A) A spiroguanamine resin to which an aldehyde is added and then alkyl etherified with an alcohol having 4 or less carbon atoms, with an average of 4 or more bound formaldehydes per spiroguanamine nucleus; 5 to 60 parts by weight (solid content) of an alkyl etherified spiroguanamine resin having an average of two or more alkyl ether groups, and (B) an oil length of 50% or less and a hydroxyl value (solid) of 50 to 25.
0, acid value (solid) 30 or less, number average molecular weight 500-6
,000 non-drying oil or semi-drying oil-modified alkyd resin or oil-free alkyd resin 95 to 40 parts by weight (
A coating composition comprising a total of 100 parts by weight of solid matter.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP28218988A JPH02129281A (en) | 1988-11-08 | 1988-11-08 | Coating composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP28218988A JPH02129281A (en) | 1988-11-08 | 1988-11-08 | Coating composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH02129281A true JPH02129281A (en) | 1990-05-17 |
Family
ID=17649233
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP28218988A Pending JPH02129281A (en) | 1988-11-08 | 1988-11-08 | Coating composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH02129281A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8722144B2 (en) | 2002-08-02 | 2014-05-13 | Mitsubishi Heavy Industries, Ltd. | Thermal barrier coating method, masking pin and combustor transition piece |
-
1988
- 1988-11-08 JP JP28218988A patent/JPH02129281A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8722144B2 (en) | 2002-08-02 | 2014-05-13 | Mitsubishi Heavy Industries, Ltd. | Thermal barrier coating method, masking pin and combustor transition piece |
| US9051879B2 (en) | 2002-08-02 | 2015-06-09 | Mitsubishi Heavy Industries, Ltd. | Thermal barrier coating method, masking pin and combustor transition piece |
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