JPH02121204A - Insulating paint composition - Google Patents
Insulating paint compositionInfo
- Publication number
- JPH02121204A JPH02121204A JP27426788A JP27426788A JPH02121204A JP H02121204 A JPH02121204 A JP H02121204A JP 27426788 A JP27426788 A JP 27426788A JP 27426788 A JP27426788 A JP 27426788A JP H02121204 A JPH02121204 A JP H02121204A
- Authority
- JP
- Japan
- Prior art keywords
- solvent
- polyester resin
- chelating agent
- groups
- agent
- 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
- 239000003973 paint Substances 0.000 title claims abstract description 6
- 239000000203 mixture Substances 0.000 title claims description 4
- 239000002738 chelating agent Substances 0.000 claims abstract description 23
- 229920001225 polyester resin Polymers 0.000 claims abstract description 21
- 239000004645 polyester resin Substances 0.000 claims abstract description 21
- 239000002904 solvent Substances 0.000 claims abstract description 20
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 18
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 17
- 229910052751 metal Inorganic materials 0.000 claims abstract description 14
- 239000002184 metal Substances 0.000 claims abstract description 14
- 238000009835 boiling Methods 0.000 claims abstract description 8
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims abstract description 5
- 239000008199 coating composition Substances 0.000 claims description 20
- 150000004703 alkoxides Chemical class 0.000 claims description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 238000009413 insulation Methods 0.000 claims 1
- 239000011248 coating agent Substances 0.000 abstract description 11
- 238000000576 coating method Methods 0.000 abstract description 11
- 150000007519 polyprotic acids Polymers 0.000 abstract description 6
- 230000000694 effects Effects 0.000 abstract description 4
- 150000002148 esters Chemical class 0.000 abstract description 4
- 150000005846 sugar alcohols Polymers 0.000 abstract description 4
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 235000012054 meals Nutrition 0.000 abstract 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 10
- 229930003836 cresol Natural products 0.000 description 10
- 238000003756 stirring Methods 0.000 description 10
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 7
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 6
- YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 description 6
- 229920005989 resin Polymers 0.000 description 6
- 239000011347 resin Substances 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 4
- 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 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- BSDOQSMQCZQLDV-UHFFFAOYSA-N butan-1-olate;zirconium(4+) Chemical compound [Zr+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] BSDOQSMQCZQLDV-UHFFFAOYSA-N 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- 238000005187 foaming Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- BPXVHIRIPLPOPT-UHFFFAOYSA-N 1,3,5-tris(2-hydroxyethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound OCCN1C(=O)N(CCO)C(=O)N(CCO)C1=O BPXVHIRIPLPOPT-UHFFFAOYSA-N 0.000 description 2
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- WRQNANDWMGAFTP-UHFFFAOYSA-N Methylacetoacetic acid Chemical compound COC(=O)CC(C)=O WRQNANDWMGAFTP-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-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
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- -1 diamine compound Chemical class 0.000 description 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 2
- 235000011187 glycerol Nutrition 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
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 2
- 239000010936 titanium Substances 0.000 description 2
- JMXKSZRRTHPKDL-UHFFFAOYSA-N titanium ethoxide Chemical compound [Ti+4].CC[O-].CC[O-].CC[O-].CC[O-] JMXKSZRRTHPKDL-UHFFFAOYSA-N 0.000 description 2
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 229910052726 zirconium Inorganic materials 0.000 description 2
- GGAUUQHSCNMCAU-ZXZARUISSA-N (2s,3r)-butane-1,2,3,4-tetracarboxylic acid Chemical compound OC(=O)C[C@H](C(O)=O)[C@H](C(O)=O)CC(O)=O GGAUUQHSCNMCAU-ZXZARUISSA-N 0.000 description 1
- RRQYJINTUHWNHW-UHFFFAOYSA-N 1-ethoxy-2-(2-ethoxyethoxy)ethane Chemical compound CCOCCOCCOCC RRQYJINTUHWNHW-UHFFFAOYSA-N 0.000 description 1
- LTMRRSWNXVJMBA-UHFFFAOYSA-L 2,2-diethylpropanedioate Chemical compound CCC(CC)(C([O-])=O)C([O-])=O LTMRRSWNXVJMBA-UHFFFAOYSA-L 0.000 description 1
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- NQBXSWAWVZHKBZ-UHFFFAOYSA-N 2-butoxyethyl acetate Chemical compound CCCCOCCOC(C)=O NQBXSWAWVZHKBZ-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- 229940093475 2-ethoxyethanol Drugs 0.000 description 1
- KTXWGMUMDPYXNN-UHFFFAOYSA-N 2-ethylhexan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCCC(CC)C[O-].CCCCC(CC)C[O-].CCCCC(CC)C[O-].CCCCC(CC)C[O-] KTXWGMUMDPYXNN-UHFFFAOYSA-N 0.000 description 1
- WLJVXDMOQOGPHL-PPJXEINESA-N 2-phenylacetic acid Chemical compound O[14C](=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-PPJXEINESA-N 0.000 description 1
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- SMZOGRDCAXLAAR-UHFFFAOYSA-N aluminium isopropoxide Chemical compound [Al+3].CC(C)[O-].CC(C)[O-].CC(C)[O-] SMZOGRDCAXLAAR-UHFFFAOYSA-N 0.000 description 1
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical group C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- FGVNCNTVSHHPTI-UHFFFAOYSA-N butoxyaluminum Chemical compound CCCCO[Al] FGVNCNTVSHHPTI-UHFFFAOYSA-N 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000001934 delay Effects 0.000 description 1
- WCRDXYSYPCEIAK-UHFFFAOYSA-N dibutylstannane Chemical compound CCCC[SnH2]CCCC WCRDXYSYPCEIAK-UHFFFAOYSA-N 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- VNGOYPQMJFJDLV-UHFFFAOYSA-N dimethyl benzene-1,3-dicarboxylate Chemical compound COC(=O)C1=CC=CC(C(=O)OC)=C1 VNGOYPQMJFJDLV-UHFFFAOYSA-N 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- BEPAFCGSDWSTEL-UHFFFAOYSA-N dimethyl malonate Chemical compound COC(=O)CC(=O)OC BEPAFCGSDWSTEL-UHFFFAOYSA-N 0.000 description 1
- 239000002320 enamel (paints) Substances 0.000 description 1
- UARGAUQGVANXCB-UHFFFAOYSA-N ethanol;zirconium Chemical compound [Zr].CCO.CCO.CCO.CCO UARGAUQGVANXCB-UHFFFAOYSA-N 0.000 description 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
- 125000005462 imide group Chemical group 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
- 238000004519 manufacturing process Methods 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
- HKJYVRJHDIPMQB-UHFFFAOYSA-N propan-1-olate;titanium(4+) Chemical compound CCCO[Ti](OCCC)(OCCC)OCCC HKJYVRJHDIPMQB-UHFFFAOYSA-N 0.000 description 1
- XPGAWFIWCWKDDL-UHFFFAOYSA-N propan-1-olate;zirconium(4+) Chemical compound [Zr+4].CCC[O-].CCC[O-].CCC[O-].CCC[O-] XPGAWFIWCWKDDL-UHFFFAOYSA-N 0.000 description 1
- LMHHRCOWPQNFTF-UHFFFAOYSA-N s-propan-2-yl azepane-1-carbothioate Chemical compound CC(C)SC(=O)N1CCCCCC1 LMHHRCOWPQNFTF-UHFFFAOYSA-N 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野〕
この発明は、短時間焼付可能で保存安定性に優れ、しか
も外観が良好な塗膜を形成しうる絶縁塗料組成物に関す
るものである。DETAILED DESCRIPTION OF THE INVENTION (Industrial Application Field) This invention relates to an insulating coating composition that can be baked for a short time, has excellent storage stability, and can form a coating film with a good appearance.
一般に絶縁塗料組成物は、水酸基を有するポリエステル
樹脂、例えば多塩基酸類またはそのエステル類と多価ア
ルコール類とを加熱縮合して得られるポリエステル系樹
脂と、金属アルコキシド系架橋剤およびこれらを溶解す
る溶剤とから構成されている。この種の絶縁塗料組成物
は、電線の絶縁皮膜等として使用されている。Generally, an insulating coating composition consists of a polyester resin having a hydroxyl group, such as a polyester resin obtained by heating and condensing polybasic acids or their esters, and a polyhydric alcohol, a metal alkoxide crosslinking agent, and a solvent that dissolves them. It is composed of. This type of insulating coating composition is used as an insulating coating for electric wires.
しかしながら、上記従来の絶縁塗料組成物は、電線を走
行させながらその外周に付着させ、その状態で加熱炉を
通過させて焼付ける際に、焼付を短時間で行うようにす
ると、架橋が不充分となり、絶縁塗膜の特性が低下する
。このような問題を解決するため、架橋剤量を増加する
と、組成物自体の粘度が高くなって作業性が低下すると
同時に、発泡し易くなり、保存安定性も悪くなる。また
、短時間焼付を可能にするため高温で焼付けると、発泡
し塗膜の外観が悪くなる。However, when the above-mentioned conventional insulating paint composition is applied to the outer periphery of an electric wire while it is running, and baked by passing through a heating furnace in that state, if baking is performed in a short time, crosslinking is insufficient. As a result, the properties of the insulating coating deteriorate. In order to solve such problems, when the amount of crosslinking agent is increased, the viscosity of the composition itself becomes high and workability decreases, and at the same time, foaming becomes easy and storage stability deteriorates. Furthermore, if the paint is baked at a high temperature to enable short baking times, it will foam and the appearance of the coating will deteriorate.
この発明は、このような事情に鑑みなされたもので、保
存安定性に優れ、短時間焼付可能で、外観のよい塗膜を
形成しうる絶縁塗料組成物の提供をその目的とする。The present invention was made in view of the above circumstances, and an object of the present invention is to provide an insulating coating composition that has excellent storage stability, can be baked for a short time, and can form a coating film with a good appearance.
上記の目的を達成するため、この発明の絶縁塗料組成物
は、水酸基を有するポリエステル樹脂。In order to achieve the above object, the insulating coating composition of the present invention uses a polyester resin having hydroxyl groups.
金属アルコキシド系架橋剤および溶剤からなり、上記溶
剤の一部として、ＯＨ基、ＳＨ基、ＮＨ基およびＣＯＯ
Ｈ基を分子構造中に含んでいない沸点１４０〜１９０“
Ｃのキレート化剤が用いられているという構成をとる。Consists of a metal alkoxide crosslinking agent and a solvent, and as part of the solvent, OH groups, SH groups, NH groups, and COO
Boiling point 140-190" that does not contain H group in the molecular structure
The configuration is such that a chelating agent of C is used.
［作用］
本発明者らは、架橋剤の増加による粘度の上昇を防止す
ることを主目的として一連の研究を重ねた結果、キレー
ト化剤を使用すると、架橋剤を増加しても、粘度の上昇
を抑制でき、それに伴う悪影響を取り除くことが可能に
なることを突き止めた。そして、これについてさらに研
究を重ねた結果、上記のような特定の官能基を分子構造
中に含んでいないキレート化剤を溶剤の一部として使用
すると、金属アルコキシド系架橋剤の架橋反応に全く悪
影響を与えることなく良好な特性の塗膜を形成しうろこ
とを見出し、この発明に到達した。[Function] The present inventors have conducted a series of studies with the main purpose of preventing an increase in viscosity due to an increase in the amount of cross-linking agent, and have found that when a chelating agent is used, even if the amount of cross-linking agent is increased, the viscosity does not increase. We have found that it is possible to suppress the increase in carbon dioxide levels and eliminate the negative effects associated with it. As a result of further research on this issue, we found that using a chelating agent that does not contain the above-mentioned specific functional groups in its molecular structure as part of the solvent has no negative effect on the crosslinking reaction of the metal alkoxide crosslinking agent. The inventors have discovered that scales can form a coating film with good properties without causing any damage, and have arrived at this invention.
この発明の絶縁塗料組成物は、水酸基を有するポリエス
テル樹脂と、金属アルコキシド系架橋剤と、？容剤と、
ＯＨ基、ＳＨ基、ＮＨ基およびＣ００Ｈ基を分子構造中
に含んでいないキレート化剤とを用いて得られる。The insulating coating composition of this invention comprises a polyester resin having a hydroxyl group, a metal alkoxide crosslinking agent, and ? A container and
It can be obtained by using a chelating agent that does not contain an OH group, an SH group, an NH group, or a C00H group in its molecular structure.
上記水酸基を有するポリエステル樹脂は、多価アルコー
ル類、多塩基酸類またはそのエステル類をアルコール過
剰のもとで、加熱縮合させて得られる。上記多価アルコ
ール類としては、エチレングリコール、ジエチレングリ
コール、プロピレングリコール、グリセリン、トリメチ
ロールプロパン、トリス（２−ヒドロキシエチル）イソ
シアヌレートなどがあげられる。The above-mentioned polyester resin having a hydroxyl group is obtained by heating and condensing polyhydric alcohols, polybasic acids, or their esters in an excess of alcohol. Examples of the polyhydric alcohols include ethylene glycol, diethylene glycol, propylene glycol, glycerin, trimethylolpropane, and tris(2-hydroxyethyl)isocyanurate.
上記多塩基酸類としては、テレフタル酸、イソフタル酸
、マレイン酸、フマル酸、アジピン酸トリメリット酸、
ピロメリット酸、ブタンテトラカルボン酸があげられる
。また、ジアミン化合物とβ−ジカルボン酸化合物とか
ら合成されるイミド基含有カルボン酸類（例えば、トリ
メリット酸と４．４′−ジアミノジフェニルメタンとか
ら合成される下記の理論構造のもの２りも使用可能であ
る。The polybasic acids mentioned above include terephthalic acid, isophthalic acid, maleic acid, fumaric acid, adipic acid, trimellitic acid,
Examples include pyromellitic acid and butanetetracarboxylic acid. In addition, imide group-containing carboxylic acids synthesized from a diamine compound and a β-dicarboxylic acid compound (for example, carboxylic acids with the following theoretical structure synthesized from trimellitic acid and 4,4'-diaminodiphenylmethane) can also be used. It is.
また、多塩基酸のエステル類としては、上記の多塩基酸
の低級アルキルエステルであるテレフタル酸ジメチル、
イソフタル酸ジメチルなどを例示できる。In addition, as esters of polybasic acids, dimethyl terephthalate, which is a lower alkyl ester of the above polybasic acids,
Examples include dimethyl isophthalate.
また、必要に応じて一価アルコール、−塩基酸を併用す
ることも可能であり、−価アルコールとしては、ベンジ
ルアルコールなど、−塩基酸としては、フェニル酢酸、
安息香酸などを例示できる。Furthermore, if necessary, it is also possible to use a monohydric alcohol and a basic acid together; examples of the alcohol include benzyl alcohol, and examples of the basic acid include phenylacetic acid,
Examples include benzoic acid.
上記金属アルコキシド系架橋剤としては、チタニウム、
アルミニウム、ジルコニウム等のアルコキシドをあげる
ことができ、これらはＴｉ（ＯＲ）ｎ 。As the metal alkoxide crosslinking agent, titanium,
Alkoxides such as aluminum and zirconium can be mentioned, and these are Ti(OR)n.
ＡＩ（ＯＲ）ｚ 、 Ｚｒ（ＯＲ）ｓなる化学式で表さ
れ、上記Ｒとして炭素数１〜８の脂肪族炭化水素基であ
るものが一般に用いられる。実際に使用される化合物を
例示すると、テトラエチルチタネート、テトラプロピル
チクネート テトライソプロピルチタネート テトラブ
チルチタネート、テトラ（２−エチルヘキシル）チタネ
ート、ジルコニウムエトキシド、ジルコニウムプロポキ
シド、ジルコニウムブトキシド、ジルコニウムへブトキ
シド、アルミニウムイソプロピレート、モノ−５ｅｃ−
ブトキシアルミニウムイソプロピレート アルミニウム
ー５ｅＣ−ブチレート等があげられる。It is represented by the chemical formula AI(OR)z, Zr(OR)s, and as the above R, an aliphatic hydrocarbon group having 1 to 8 carbon atoms is generally used. Examples of compounds actually used are: tetraethyl titanate, tetrapropyl titanate, tetraisopropyl titanate, tetrabutyl titanate, tetra(2-ethylhexyl) titanate, zirconium ethoxide, zirconium propoxide, zirconium butoxide, zirconium hebutoxide, aluminum isopropylate. , mono-5ec-
Examples include butoxyaluminum isopropylate, aluminum-5eC-butyrate, and the like.
上記金属アルコキシド系架橋剤の使用量は、上記水酸基
を有するポリエステル樹脂１００重量部（以下「部」と
略す）に対して、０．５〜ＩＯ部になるように設定する
ことが効果の点で好適である。In terms of effectiveness, the amount of the metal alkoxide crosslinking agent used should be set at 0.5 to IO parts per 100 parts by weight (hereinafter abbreviated as "parts") of the polyester resin having hydroxyl groups. suitable.
この発明の絶縁塗料組成物に用いる溶剤は、上記水酸基
を有するポリエステル樹脂を溶解するものであれば、特
に制限するものではない。例えば、クレゾール、ジメチ
ルスルホキサイド、ジメチルホルムアミド、Ｎ−メチル
−２−ビロリドンジメルアセトアミド、ヘキサメチルホ
スホルアミド等の良溶媒があげられる。必要に応じて、
ツルヘントナフサ、キジロール、２−メトキシエタノー
ル、２−エトキシエタノール、２−ブトキシェタノール
、２−エトキシエチルアセテート、２（２−メトキシエ
トキシ）エタノール、２−（２ブトキシエトキシ）エタ
ノール等の貧溶媒を良溶媒とともに用いることが可能で
ある。The solvent used in the insulating coating composition of the present invention is not particularly limited as long as it dissolves the hydroxyl group-containing polyester resin. Examples of good solvents include cresol, dimethylsulfoxide, dimethylformamide, N-methyl-2-pyrrolidone dimeracetamide, and hexamethylphosphoramide. as needed,
Use poor solvents such as Tsurhentnaphtha, Kizilol, 2-methoxyethanol, 2-ethoxyethanol, 2-butoxyethyl acetate, 2-(2-methoxyethoxy)ethanol, 2-(2-butoxyethoxy)ethanol as a good solvent. It can be used with
ＯＨ基、ＳＨ基、ＮＨ基およびＣＯＯＨ基を分子構造中
に含んでいない沸点１４０〜１９０℃のキレート化剤と
しては、アセチルアセトン等のβジケトン、アセト酢酸
メチル、アセト酢酸エチル等のケトエステル、マロン酸
ジメチル、ジ（エトキシエチル）エーテル等のジエチレ
ングリコール誘導体等をあげることができる。キレート
化剤（Ｒ，Ｒ’は炭素数１〜３のアルキル基またはアル
コキシ基）で示されるβ−ジケトン、ケトエステル、マ
ロン酸ジエステル類が特に好ましい。Chelating agents with a boiling point of 140 to 190°C that do not contain OH, SH, NH, or COOH groups in their molecular structure include β-diketones such as acetylacetone, ketoesters such as methyl acetoacetate, ethyl acetoacetate, and malonic acid. Examples include diethylene glycol derivatives such as dimethyl and di(ethoxyethyl)ether. Particularly preferred are β-diketones, ketoesters, and malonic acid diesters represented by chelating agents (R and R' are alkyl groups or alkoxy groups having 1 to 3 carbon atoms).
上記キレート化剤において、沸点が１４０℃より低いと
焼付皮膜に発泡による外観不良が発生し、沸点が１９０
″Ｃより高いと溶剤の蒸発が遅くなり焼付皮膜の特性が
低下し、短時間焼付できなくなる。また、キレート化剤
中にＯＨ基、ＳＨ基。In the above chelating agent, if the boiling point is lower than 140°C, the baked film will have a poor appearance due to foaming, and if the boiling point is lower than 190°C,
If it is higher than ``C'', the evaporation of the solvent will be slow, the properties of the baked film will deteriorate, and baking will not be possible for a short time.Also, if the chelating agent contains OH groups or SH groups.
ＮＨ基およびＣＯＯＨ基が存在すると、金属アルコキシ
ド架橋剤のアルコキシドと交換反応し、金属と強固に結
合するため、ポリエステル系樹脂の水酸基の金属アルコ
キシドによる架橋が遅れ、短時間焼付できなくなるので
好ましくない。このようなキレート化剤の使用量は、金
属アルコキシド架橋剤１００部に対して１００部以上用
いるのが好ましい。これより少ないと樹脂の保存性が改
良されない。The presence of NH groups and COOH groups causes an exchange reaction with the alkoxide of the metal alkoxide crosslinking agent and strongly bonds with the metal, which delays the crosslinking of the hydroxyl groups of the polyester resin with the metal alkoxide, making it impossible to bake for a short time, which is undesirable. The amount of such a chelating agent used is preferably 100 parts or more per 100 parts of the metal alkoxide crosslinking agent. If the amount is less than this, the storage stability of the resin will not be improved.
この発明は、上記のような特殊なキレート化剤を上記溶
媒の一部として使用することにより、上記金属アルコキ
シド系架橋剤の使用量を増加しても、塗料組成物の保存
安定性等の低下を招かないものであり、これが大きな特
徴である。This invention uses the above-mentioned special chelating agent as a part of the above-mentioned solvent, so that even if the amount of the above-mentioned metal alkoxide crosslinking agent is increased, the storage stability of the coating composition is reduced. This is a major feature.
以上のように、この発明の絶縁塗料組成物は、水酸基を
有するポリエステル樹脂、金属アルコキシド系架橋剤お
よび溶剤からなり、上記溶剤の一部として、ＯＨ基、Ｓ
Ｈ基、ＮＨ基およびＣ００Ｉ（基を分子構造中に含んで
いない沸点１４０〜１９０℃のキレート化剤が用いられ
ているため、上記キレート化剤の作用により保存安定性
に優れ、かつ短時間焼付可能で外観の良い塗膜を形成し
うる。したがって、電線のエナメル皮膜等に用いると、
好結果が得られるようになる。As described above, the insulating coating composition of the present invention consists of a polyester resin having hydroxyl groups, a metal alkoxide crosslinking agent, and a solvent, and as part of the solvent, OH groups, S
Since a chelating agent with a boiling point of 140 to 190°C that does not contain H groups, NH groups, and C00I (groups in its molecular structure) is used, the action of the chelating agent provides excellent storage stability and short baking time. Therefore, when used for enamel coatings on electric wires, etc.,
You will get better results.
つぎに、実施例について比較例と併せて説明する。Next, examples will be described together with comparative examples.
まず、下記のようにして２種類のポリエステル樹脂Ａ、
Ｂを製造した。First, as shown below, two types of polyester resin A,
B was produced.
〈ポリエステル樹脂Ａ〉
撹拌機、温度計および分留冷却管を備えたフラスコに、
エチレングリコール１００ｇ、グリセリン８０ｇ１テレ
フタル酸３３０ ｇ、ジーｎ−ブチル錫ジラウレー）
０．２ ｇを入れ、撹拌しながら２００〜２４０℃にて
９時間加熱し、反応によって生成した水を留去しながら
、酸価が５以下になった時点で反応系を冷却しポリエス
テル樹脂Ａを得た。<Polyester resin A> In a flask equipped with a stirrer, thermometer, and fractionation condenser,
(100 g of ethylene glycol, 80 g of glycerin, 330 g of terephthalic acid, di-n-butyltin dilaure)
0.2 g was added and heated at 200 to 240°C for 9 hours while stirring, and while distilling off the water produced by the reaction, the reaction system was cooled when the acid value became 5 or less and polyester resin A was added. I got it.
くポリエステル樹脂Ｂ〉
撹拌機、温度計および分留冷却管を備えたフラスコにエ
チレングリコール３３ｇ、トリス（２ヒドロキシエチル
）イソシアヌレート１３６ ｇ。Polyester Resin B> 33 g of ethylene glycol and 136 g of tris(2-hydroxyethyl) isocyanurate were placed in a flask equipped with a stirrer, a thermometer, and a fractionating condenser.
テレフタル酸１００ｇ、４．４’−ジアミノジフェニル
メタ７４５ｇ１無水トリメリツト８８ｇ１ジーｎ−ブチ
ル錫ジラウレート０．１ｇＳｍ−クレゾール９１ｇを入
れ、撹拌しながら２００〜２４０℃にて１０時間加熱し
、反応によって生成した水を留去しながら、酸価が１０
以下になった時点で反応系を冷却しポリエステル樹脂Ｂ
を得た。100 g of terephthalic acid, 745 g of 4,4'-diaminodiphenyl meta, 88 g of anhydrous trimerite, 0.1 g of di-n-butyltin dilaurate, and 91 g of Sm-cresol were added and heated at 200 to 240°C for 10 hours with stirring to remove the water produced by the reaction. While distilling off the acid value is 10.
Cool the reaction system and polyester resin B
I got it.
つぎに、上記ポリエステル樹脂ＡまたはＢを用い、つぎ
のようにして絶縁塗料組成物を製造した。Next, an insulating coating composition was produced using the polyester resin A or B in the following manner.
〔実施例１〕
ポリエステル樹脂Ａ（以下「樹脂Ａ」と略す）１２５ｇ
に、クレゾール７４ｇ、ソルベントナフサ４０ｇを加え
て熔解し、撹拌しながら、アルミニウムー５ｅｃ−ブチ
レート４ｇをアセト酢酸メチル（キレート化剤）２１ｇ
に溶かした溶液を添加し、絶縁塗料組成物を得た。[Example 1] 125 g of polyester resin A (hereinafter abbreviated as "resin A")
74 g of cresol and 40 g of solvent naphtha were added and melted, and while stirring, 4 g of aluminum-5ec-butyrate was added to 21 g of methyl acetoacetate (chelating agent).
A solution dissolved in was added to obtain an insulating coating composition.
〔実施例２］
ポリエステル樹脂Ｂ（以下「樹脂Ｂ」と略す）１２５ｇ
に、クレゾール７４ｇ１ ソルベントナフサ４０ｇを加
えて溶解し、撹拌しながら、ジルコニウムブトキシド６
ｇをジ（メトキシエチル）エーテル（キレート化剤）２
１ｇに溶かした溶液を添加し、絶縁塗料組成物を得た。[Example 2] 125 g of polyester resin B (hereinafter abbreviated as "resin B")
Add 74g of cresol and 40g of solvent naphtha to the solution, dissolve, and while stirring, add 6g of zirconium butoxide.
g is di(methoxyethyl)ether (chelating agent) 2
A solution dissolved in 1 g was added to obtain an insulating coating composition.
〔実施例３〕
樹脂８１６１ｇにクレゾール１３１ｇを加えて溶解し、
撹拌しながら、ＴＢＴ４ ｇをアトチルアセトン（キレ
ート化剤）８ｇに溶かした溶液を添加し、絶縁塗料組成
物を得た。[Example 3] Add and dissolve 131 g of cresol to 8161 g of resin,
While stirring, a solution of 4 g of TBT dissolved in 8 g of athotylacetone (chelating agent) was added to obtain an insulating coating composition.
〔実施例４〕
樹ＵａＢ １６１ ｇにクレゾール８０ｇ、ツルヘント
ナフサ３２ｇを加えて溶解し、撹拌しながら、テトラブ
チルチタネート（ＴＢＴ）９ｇをマロン酸ジメチル（キ
レ−１・化剤）２７ｇに溶かした溶液を添加し、絶縁塗
料組成物を得た。[Example 4] Add and dissolve 80 g of cresol and 32 g of Tsurhent naphtha to 161 g of tree UaB, and while stirring, add a solution of 9 g of tetrabutyl titanate (TBT) dissolved in 27 g of dimethyl malonate (Kele-1, converting agent). An insulating coating composition was obtained.
〔比較例１〕
樹脂Ａ Ｉ ２５ ｇにクレゾール７４ｇ、ツルヘント
ナフサ４０ｇを加えて溶解し、撹拌しながら、アルミニ
ウムー５ｅｃ−ブチレート４ｇをクレゾール２１ｇに溶
かした溶液を添加し、絶縁塗料組成物を得た。[Comparative Example 1] 74 g of cresol and 40 g of Zurhent naphtha were added and dissolved in 25 g of resin A I, and while stirring, a solution of 4 g of aluminum-5ec-butyrate dissolved in 21 g of cresol was added to obtain an insulating coating composition. .
［比較例２］
ｌ脂Ａ１２５ ｇにクレゾール７４ｇ、ツルヘントナフ
サ４０ｇを加えて溶解し、撹拌しながら、ジルコニウム
ブトキシド４ｇをＮ、 Ｎ、 Ｎ’ 。[Comparative Example 2] 74 g of cresol and 40 g of Tsurgent naphtha were added and dissolved in 125 g of fat A, and while stirring, 4 g of zirconium butoxide was added with N, N, N'.
Ｎ′−テトラメチルエチレンジアミン（ＮＨ基をもつキ
レート化剤）２１ｇに溶かした溶液を添加し、絶縁塗料
組成物を得た。A solution dissolved in 21 g of N'-tetramethylethylenediamine (a chelating agent having an NH group) was added to obtain an insulating coating composition.
〔比較例３〕
樹脂８１６１ｇにクレゾール１３０ｇを加えて溶解し、
撹拌しながら、ＴＢＴ４ ｇをマロン酸ジエチル（沸点
１９９℃のキレート化剤）８ｇに溶かした溶液を添加し
、絶縁塗料組成物を得た。[Comparative Example 3] 130 g of cresol was added to 8161 g of resin and dissolved.
While stirring, a solution of 4 g of TBT dissolved in 8 g of diethyl malonate (a chelating agent with a boiling point of 199° C.) was added to obtain an insulating coating composition.
〔比較例４］
Ｉ脂８１６１ ｇにクレゾール８０ｇ、ツルヘントナフ
サ５１ｇを加えて溶解し撹拌しながら、ＴＢＴ９ｇを２
−アミノエタノール（ＯＨ基をもつキレート化剤）２７
ｇに溶がした溶液を添加し、絶縁塗料組成物を得た。[Comparative Example 4] 80 g of cresol and 51 g of Tsurhent naphtha were added to 8161 g of I fat, and while stirring, 9 g of TBT was added to 2 g.
-Aminoethanol (chelating agent with OH group) 27
A solution dissolved in g was added to obtain an insulating coating composition.
つぎに、上記実施例１〜４および比較例１〜４によって
得られた絶縁塗料組成物の特性を調べた。その結果は、
下記の表のとおりであった。Next, the characteristics of the insulating coating compositions obtained in Examples 1 to 4 and Comparative Examples 1 to 4 were investigated. The result is
The results were as shown in the table below.
（以下余白）
−２・
上記の表から明らかなように、実施例品は保存安定性に
優れており、しかも２００ ’ＣＸ ２時間の短時間焼
付において膜厚３０ｕｍの塗膜を形成した場合に、発泡
等が生起せず塗膜の外観が優れており良好な塗膜が得ら
れることがわかる。これに対して比較例では、保存安定
性および外観のいずれかもしくは双方が劣っていること
がわかる。(Margins below) -2. As is clear from the table above, the example products have excellent storage stability, and when a coating film with a thickness of 30 um was formed during short-time baking at 200'CX for 2 hours. It can be seen that a good coating film was obtained, with no foaming or the like and an excellent coating film appearance. On the other hand, it can be seen that the comparative examples are inferior in storage stability and/or appearance.
特許出願人 日東電工株式会社Patent applicant: Nitto Denko Corporation
Claims (2)
キシド系架橋剤および溶剤からなり、上記溶剤の一部と
して、ＯＨ基，ＳＨ基，ＮＨ基およびＣＯＯＨ基を分子
構造中に含んでいない沸点１４０〜１９０℃のキレート
化剤が用いられていることを特徴とする絶縁塗料組成物
。(1) Consisting of a polyester resin having hydroxyl groups, a metal alkoxide crosslinking agent, and a solvent, the above solvent does not contain OH groups, SH groups, NH groups, or COOH groups in its molecular structure, and has a boiling point of 140 to 190°C. An insulating coating composition characterized in that a chelating agent is used.
ます▼ （Ｒ，Ｒ′は炭素数１〜３のアルキル基またはアルコキ
シ基）で示される化合物である請求項（１）記載の絶縁
塗料組成物。(2) The insulation according to claim (1), wherein the chelating agent is a compound represented by ▲a mathematical formula, a chemical formula, a table, etc.▼ (R and R' are an alkyl group or an alkoxy group having 1 to 3 carbon atoms). Paint composition.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP27426788A JPH02121204A (en) | 1988-10-29 | 1988-10-29 | Insulating paint composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP27426788A JPH02121204A (en) | 1988-10-29 | 1988-10-29 | Insulating paint composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH02121204A true JPH02121204A (en) | 1990-05-09 |
Family
ID=17539285
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP27426788A Pending JPH02121204A (en) | 1988-10-29 | 1988-10-29 | Insulating paint composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH02121204A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2012031222A (en) * | 2010-07-28 | 2012-02-16 | Dic Graphics Corp | Resin composition |
| JP2012031224A (en) * | 2010-07-28 | 2012-02-16 | Dic Graphics Corp | Resin composition |
| JP2012031223A (en) * | 2010-07-28 | 2012-02-16 | Dic Graphics Corp | Resin composition |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS53119952A (en) * | 1977-03-29 | 1978-10-19 | Hitachi Chem Co Ltd | Electrical insulating composition |
| JPS6438478A (en) * | 1987-05-08 | 1989-02-08 | Dainichiseika Color Chem | Polyester-imide insulating coating |
-
1988
- 1988-10-29 JP JP27426788A patent/JPH02121204A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS53119952A (en) * | 1977-03-29 | 1978-10-19 | Hitachi Chem Co Ltd | Electrical insulating composition |
| JPS6438478A (en) * | 1987-05-08 | 1989-02-08 | Dainichiseika Color Chem | Polyester-imide insulating coating |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2012031222A (en) * | 2010-07-28 | 2012-02-16 | Dic Graphics Corp | Resin composition |
| JP2012031224A (en) * | 2010-07-28 | 2012-02-16 | Dic Graphics Corp | Resin composition |
| JP2012031223A (en) * | 2010-07-28 | 2012-02-16 | Dic Graphics Corp | Resin composition |
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