JPS6246583B2 - - Google Patents
Info
- Publication number
- JPS6246583B2 JPS6246583B2 JP10523178A JP10523178A JPS6246583B2 JP S6246583 B2 JPS6246583 B2 JP S6246583B2 JP 10523178 A JP10523178 A JP 10523178A JP 10523178 A JP10523178 A JP 10523178A JP S6246583 B2 JPS6246583 B2 JP S6246583B2
- Authority
- JP
- Japan
- Prior art keywords
- resin
- coating
- phenylenediamine
- polyester resin
- phenyl
- 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.)
- Expired
Links
- 238000000576 coating method Methods 0.000 claims description 15
- 229920001225 polyester resin Polymers 0.000 claims description 14
- 239000004645 polyester resin Substances 0.000 claims description 14
- 239000011248 coating agent Substances 0.000 claims description 13
- 239000000203 mixture Substances 0.000 claims description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 229920005989 resin Polymers 0.000 description 18
- 239000011347 resin Substances 0.000 description 18
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 239000004020 conductor Substances 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
- 238000010438 heat treatment Methods 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
- -1 polyethylene terephthalate Polymers 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 239000011541 reaction mixture Substances 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
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- 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 1
- UXKQNCDDHDBAPD-UHFFFAOYSA-N 4-n,4-n-diphenylbenzene-1,4-diamine Chemical compound C1=CC(N)=CC=C1N(C=1C=CC=CC=1)C1=CC=CC=C1 UXKQNCDDHDBAPD-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- 239000004640 Melamine resin Substances 0.000 description 1
- OUBMGJOQLXMSNT-UHFFFAOYSA-N N-isopropyl-N'-phenyl-p-phenylenediamine Chemical group C1=CC(NC(C)C)=CC=C1NC1=CC=CC=C1 OUBMGJOQLXMSNT-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 210000003298 dental enamel Anatomy 0.000 description 1
- 150000004985 diamines Chemical class 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
- ZZTCPWRAHWXWCH-UHFFFAOYSA-N diphenylmethanediamine Chemical compound C=1C=CC=CC=1C(N)(N)C1=CC=CC=C1 ZZTCPWRAHWXWCH-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 229940046892 lead acetate Drugs 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- RCHKEJKUUXXBSM-UHFFFAOYSA-N n-benzyl-2-(3-formylindol-1-yl)acetamide Chemical compound C12=CC=CC=C2C(C=O)=CN1CC(=O)NCC1=CC=CC=C1 RCHKEJKUUXXBSM-UHFFFAOYSA-N 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
- Organic Insulating Materials (AREA)
Description
本発明は加熱溶融の状態において塗装可能な新
規な電気絶縁用ポリエステル系樹脂混和物に関す
るものである。
通常合成樹脂に溶剤を添加することなく無溶剤
の状態において、これを加熱溶融せしめて塗装を
行わんとする場合、該樹脂の分子量が高い程高溶
融温度を示すものである。
而して従来溶融型塗装用樹脂を単に加熱溶融せ
しめ、これを導体上に塗装し更に焼付を行つて絶
縁電線を製造する場合、通常該樹脂の分子量は高
いため塗装に好適な粘度にするためには200℃以
上の如く高温に加熱することが必要であつた。然
しながらこのような高温にて樹脂例えばポリエス
テル系樹脂を加熱した場合、該樹脂は溶融槽内に
おいて反応が進行し、長時間経過することによつ
て一部ゲル化をおこし、塗装を行うことができな
い状態となると共に200℃以上の如き高温にて溶
融塗装を行うことは、その操作において種々困難
をきたし、円滑な操業を行うことが出来ないもの
であつた。このようなことを回避するため低分子
量のポリエステル樹脂を使用して溶融塗装法によ
り絶縁電線を製造した場合には、塗膜の硬化反応
速度が劣ると共に得られた絶縁電線は、その性能
特に耐熱軟化温度が低いものであつた。
本発明はかかる現状に鑑み鋭意研究を行つた結
果、分子中に架橋可能な水酸基を含有するポリエ
ステル樹脂100重量部にN−アルキル−N′−フエ
ニル−p−フエニレンジアミンあるいはN−アリ
ール−N′−フエニル−p−フエニレンジアミン
を0.05〜5.0重量部添加しこれを混和せしめて混
和物を使用することにより100〜200℃の如く比較
的低温度にて溶融塗装が行うことができ、しかも
得られる絶縁電線の皮膜表面は平滑にして、耐熱
軟化温度にも著しく向上した焼付皮膜を与えるこ
とを見出したものである。
即ち本発明において使用するポリエステル系樹
脂とは側鎖に−OH基を有するポリエチレンテレ
フタレート、ポリエステル系樹脂単独あるいはこ
れと他の樹脂例えばフエノールアルデヒド樹脂、
メラミン樹脂、アルキツド樹脂、油性エナメルと
の混和物である。
又N−アルキル−N′−フエニル−p−フエニ
レン−ジアミンとはN−イソプロピル−N′−フ
エニル−p−フエニレンジアミンであり、N−ア
リール−N′−フエニル−p−フエニレンジアミ
ンとはN・N′−ジフエニル−p−フエニレンジ
アミン及びジアリール−p−フエニレンジアミン
の化学混合物である。
なおポリエチレンテレフタレート、ポリエステ
ル系樹脂はテレフタル酸、イソフタル酸及びその
アルキルエステル化合物、エチレングリコール、
グリセリン及びトリメチロールプロパン等の脂肪
族多価アルコール、トリス(2−ヒドロキシエチ
ル)イソシアヌレート、トリメリツト酸、ジアミ
ノジフエニルメタンから合成しうるものである。
本発明においてポリエステル系樹脂あるいはこ
れと他の樹脂との混合物100重量部に対し配合す
るN−アルキル−N′−フエニル−p−フエニレ
ンジアミンあるいはN−アリール−N′−フエニ
ル−p−フエニレンジアミンなどの配合量を0.05
〜5.0重量部に限定した理由は、これらの化合物
の配合量が0.05重量部未満の場合には上記に示す
如き効果が十分に得ることが出来ず又5.0重量部
を越えた場合には絶縁電線とした場合得られる焼
付皮膜の可撓性が劣るためである。
次に本発明の実施例並びに比較例を示す。
比較例
ジメチルテレフタレート0.9モル、ジメチルイ
ソフタレート0.1モル、エチレングリコール1.6モ
ル、グリセリン0.4モル、酢酸鉛1gとを140〜
220℃において加熱反応せしめてメタノールを留
出させた後、160〜220℃において減圧縮合を行い
過剰のエチレングリコールを留出せしめた。次い
でこの反応物中にエチレングリコール0.1モルを
添加し200℃において3時間加熱反応せしめてポ
リエステル樹脂(A)を得た。この樹脂(A)の粘度は
160℃において1200センチポイズであつた。
実施例 1
上記比較例にて合成したポリエステル樹脂(A)
500gとN−イソプロピル−N′−フエニル−p−
フエニレンジアミン5gを180℃において2時間
加熱撹拌を行い、均一な混合物樹脂(B)とした。こ
の樹脂(B)の粘度は160℃において1700センチポイ
ズであつた。
実施例 2
比較例により得たポリエステル樹脂(A)500gと
N−N′−ジフエニル−p−フエニレンジアミン
8gとを180℃において2時間撹拌を行い、均一
な混合物樹脂(C)とした。この樹脂の粘度は160℃
において1700センチポイズであつた。
而して外径1mmの銅線上に本発明樹脂混和物と
して前記樹脂(B)及び樹脂(C)を、比較例樹脂として
前記樹脂(A)を夫々160℃において溶融塗装を行つ
て長さ4.5m、炉温450℃の焼付炉を通過させ焼付
ける操作を3回繰返し施こして皮膜厚37μの絶縁
電線を得た。
而して得たこれらの絶縁電線について夫々特性
を測定した。その結果を第1表に示す。
The present invention relates to a novel electrically insulating polyester resin mixture that can be coated in a heated and molten state. Normally, when a synthetic resin is heated and melted in a solvent-free state without adding a solvent to it for coating, the higher the molecular weight of the resin, the higher the melting temperature. Conventionally, when manufacturing insulated wires by simply heating and melting a melt-type coating resin, coating it on a conductor, and then baking it, the resin usually has a high molecular weight, so it is necessary to make it have a viscosity suitable for coating. It was necessary to heat the material to a high temperature, such as 200°C or higher. However, when a resin such as a polyester resin is heated at such a high temperature, the reaction of the resin proceeds in the melting tank, and over a long period of time, a portion of the resin gels, making it impossible to apply the coating. At the same time, performing melt coating at a high temperature of 200°C or higher caused various difficulties in the operation, making it impossible to operate smoothly. In order to avoid this, when insulated wires are manufactured using a melt coating method using low molecular weight polyester resin, the curing reaction speed of the coating film is inferior and the resulting insulated wires have poor performance, especially heat resistance. The softening temperature was low. The present invention has been made in view of the current situation, and as a result of intensive research, it has been found that 100 parts by weight of a polyester resin containing a crosslinkable hydroxyl group in the molecule is added to N-alkyl-N'-phenyl-p-phenylenediamine or N-aryl-N By adding 0.05 to 5.0 parts by weight of '-phenyl-p-phenylenediamine and using a mixture, melt coating can be carried out at a relatively low temperature such as 100 to 200°C. It has been found that the coating surface of the obtained insulated wire can be smoothed and a baked coating can be provided which has significantly improved heat resistance and softening temperature. That is, the polyester resin used in the present invention includes polyethylene terephthalate having an -OH group in the side chain, a polyester resin alone or other resins such as phenol aldehyde resin,
It is a mixture with melamine resin, alkyd resin, and oil-based enamel. Also, N-alkyl-N'-phenyl-p-phenylene-diamine is N-isopropyl-N'-phenyl-p-phenylenediamine, and N-aryl-N'-phenyl-p-phenylenediamine is It is a chemical mixture of N.N'-diphenyl-p-phenylenediamine and diaryl-p-phenylenediamine. Polyethylene terephthalate and polyester resins include terephthalic acid, isophthalic acid and its alkyl ester compounds, ethylene glycol,
It can be synthesized from aliphatic polyhydric alcohols such as glycerin and trimethylolpropane, tris(2-hydroxyethyl)isocyanurate, trimellitic acid, and diaminodiphenylmethane. In the present invention, N-alkyl-N'-phenyl-p-phenylene diamine or N-aryl-N'-phenyl-p-phenylene is added to 100 parts by weight of the polyester resin or a mixture of this and other resins. The amount of diamine etc. added is 0.05
The reason for limiting the amount to ~5.0 parts by weight is that if the amount of these compounds is less than 0.05 parts by weight, the effects shown above cannot be obtained sufficiently, and if it exceeds 5.0 parts by weight, the insulated wire This is because the flexibility of the baked film obtained in this case is poor. Next, examples of the present invention and comparative examples will be shown. Comparative example 0.9 mol of dimethyl terephthalate, 0.1 mol of dimethyl isophthalate, 1.6 mol of ethylene glycol, 0.4 mol of glycerin, and 1 g of lead acetate at 140 ~
After a heating reaction was carried out at 220°C to distill off methanol, a reduced compression combination was carried out at 160 to 220°C to distill off excess ethylene glycol. Next, 0.1 mol of ethylene glycol was added to the reaction mixture, and the reaction mixture was heated at 200° C. for 3 hours to obtain a polyester resin (A). The viscosity of this resin (A) is
It was 1200 centipoise at 160°C. Example 1 Polyester resin (A) synthesized in the above comparative example
500g and N-isopropyl-N'-phenyl-p-
5 g of phenylenediamine was heated and stirred at 180° C. for 2 hours to obtain a uniform resin mixture (B). The viscosity of this resin (B) was 1700 centipoise at 160°C. Example 2 500 g of the polyester resin (A) obtained in Comparative Example and 8 g of N-N'-diphenyl-p-phenylenediamine were stirred at 180°C for 2 hours to obtain a uniform resin mixture (C). The viscosity of this resin is 160℃
It was 1700 centipoise. Then, the resin (B) and resin (C) as the resin mixture of the present invention and the resin (A) as the comparative resin were melt-coated on a copper wire with an outer diameter of 1 mm at 160°C, and the length was 4.5 mm. The wire was passed through a baking furnace with a furnace temperature of 450° C. and baked three times to obtain an insulated wire with a coating thickness of 37 μm. The characteristics of each of the insulated wires thus obtained were measured. The results are shown in Table 1.
【表】
上表より明らかの如く本発明混和物を使用し、
これを導体上に溶融塗装法により得た絶縁電線
は、従来のポリエステル樹脂を使用し、同様に溶
融塗装法により得た絶縁電線に比して耐熱軟化特
性その他の性能において著しく優れており、絶縁
電線に適用し極めて有用なものである。[Table] As is clear from the above table, using the mixture of the present invention,
The insulated wire obtained by melt-coating this on a conductor uses conventional polyester resin, and has significantly superior heat softening properties and other properties compared to insulated wire obtained by the same melt-coating method. It is extremely useful when applied to electric wires.
Claims (1)
ステル系樹脂100重量部にN−アルキル−N′−フ
エニル−P−フエニレンジアミンあるいはN−ア
リール−N′−フエニル−P−フエニレンジアミ
ンを0.05〜5.0重量部添加し、これを混和せしめ
ることを特徴とする溶融塗装用ポリエステル系樹
脂混和物。1 Add 0.05 to 100 parts by weight of a polyester resin containing a crosslinkable hydroxyl group in the molecule to N-alkyl-N'-phenyl-P-phenylenediamine or N-aryl-N'-phenyl-P-phenylenediamine. A polyester resin mixture for melt coating, characterized in that 5.0 parts by weight is added and mixed.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP10523178A JPS5531869A (en) | 1978-08-29 | 1978-08-29 | Polyester resin composition for hot-melt coating |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP10523178A JPS5531869A (en) | 1978-08-29 | 1978-08-29 | Polyester resin composition for hot-melt coating |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5531869A JPS5531869A (en) | 1980-03-06 |
JPS6246583B2 true JPS6246583B2 (en) | 1987-10-02 |
Family
ID=14401874
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP10523178A Granted JPS5531869A (en) | 1978-08-29 | 1978-08-29 | Polyester resin composition for hot-melt coating |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5531869A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0223988U (en) * | 1988-07-29 | 1990-02-16 |
-
1978
- 1978-08-29 JP JP10523178A patent/JPS5531869A/en active Granted
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0223988U (en) * | 1988-07-29 | 1990-02-16 |
Also Published As
Publication number | Publication date |
---|---|
JPS5531869A (en) | 1980-03-06 |
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