JPH0280453A - Graphite paste composition - Google Patents
Graphite paste compositionInfo
- Publication number
- JPH0280453A JPH0280453A JP23198188A JP23198188A JPH0280453A JP H0280453 A JPH0280453 A JP H0280453A JP 23198188 A JP23198188 A JP 23198188A JP 23198188 A JP23198188 A JP 23198188A JP H0280453 A JPH0280453 A JP H0280453A
- Authority
- JP
- Japan
- Prior art keywords
- weight
- meth
- acrylate
- graphite
- alkyl
- 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
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 title claims abstract description 34
- 239000000203 mixture Substances 0.000 title claims abstract description 26
- 239000010439 graphite Substances 0.000 title claims description 25
- 229910002804 graphite Inorganic materials 0.000 title claims description 25
- 239000000178 monomer Substances 0.000 claims abstract description 15
- -1 alkyl methacrylate Chemical compound 0.000 claims abstract description 13
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 12
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 7
- 229920000058 polyacrylate Polymers 0.000 claims abstract description 6
- 239000003960 organic solvent Substances 0.000 claims abstract description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 238000009835 boiling Methods 0.000 claims description 4
- 150000001735 carboxylic acids Chemical class 0.000 claims description 2
- 230000000379 polymerizing effect Effects 0.000 claims 1
- 238000007639 printing Methods 0.000 abstract description 16
- 229920000642 polymer Polymers 0.000 abstract description 9
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract description 5
- VXQBJTKSVGFQOL-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethyl acetate Chemical compound CCCCOCCOCCOC(C)=O VXQBJTKSVGFQOL-UHFFFAOYSA-N 0.000 abstract description 3
- 239000002245 particle Substances 0.000 abstract description 3
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 abstract description 2
- 238000002156 mixing Methods 0.000 abstract description 2
- 238000000576 coating method Methods 0.000 description 16
- 239000011248 coating agent Substances 0.000 description 13
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 10
- 238000010304 firing Methods 0.000 description 10
- 239000002904 solvent Substances 0.000 description 9
- 239000011347 resin Substances 0.000 description 7
- 229920005989 resin Polymers 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 229920000178 Acrylic resin Polymers 0.000 description 5
- 239000004925 Acrylic resin Substances 0.000 description 5
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 5
- 239000011230 binding agent Substances 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 4
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 230000003287 optical effect Effects 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000007650 screen-printing Methods 0.000 description 3
- SJIXRGNQPBQWMK-UHFFFAOYSA-N 2-(diethylamino)ethyl 2-methylprop-2-enoate Chemical compound CCN(CC)CCOC(=O)C(C)=C SJIXRGNQPBQWMK-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- FUSUHKVFWTUUBE-UHFFFAOYSA-N buten-2-one Chemical compound CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000005530 etching Methods 0.000 description 2
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- JTHNLKXLWOXOQK-UHFFFAOYSA-N n-propyl vinyl ketone Natural products CCCC(=O)C=C JTHNLKXLWOXOQK-UHFFFAOYSA-N 0.000 description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
- UCUUFSAXZMGPGH-UHFFFAOYSA-N penta-1,4-dien-3-one Chemical compound C=CC(=O)C=C UCUUFSAXZMGPGH-UHFFFAOYSA-N 0.000 description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 2
- 238000000016 photochemical curing Methods 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
- 238000005245 sintering Methods 0.000 description 2
- WUOACPNHFRMFPN-SECBINFHSA-N (S)-(-)-alpha-terpineol Chemical compound CC1=CC[C@@H](C(C)(C)O)CC1 WUOACPNHFRMFPN-SECBINFHSA-N 0.000 description 1
- OVGRCEFMXPHEBL-UHFFFAOYSA-N 1-ethenoxypropane Chemical compound CCCOC=C OVGRCEFMXPHEBL-UHFFFAOYSA-N 0.000 description 1
- OEVVKKAVYQFQNV-UHFFFAOYSA-N 1-ethenyl-2,4-dimethylbenzene Chemical compound CC1=CC=C(C=C)C(C)=C1 OEVVKKAVYQFQNV-UHFFFAOYSA-N 0.000 description 1
- JZHGRUMIRATHIU-UHFFFAOYSA-N 1-ethenyl-3-methylbenzene Chemical compound CC1=CC=CC(C=C)=C1 JZHGRUMIRATHIU-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- UATUCIKYJLUTBD-UHFFFAOYSA-N 2-(dibutylamino)ethyl 2-methylprop-2-enoate Chemical compound CCCCN(CCCC)CCOC(=O)C(C)=C UATUCIKYJLUTBD-UHFFFAOYSA-N 0.000 description 1
- UOZJCRSVUOQDNJ-UHFFFAOYSA-N 2-(dibutylamino)ethyl prop-2-enoate Chemical compound CCCCN(CCCC)CCOC(=O)C=C UOZJCRSVUOQDNJ-UHFFFAOYSA-N 0.000 description 1
- BMDRNHUEACEKFP-UHFFFAOYSA-N 2-(dicyclohexylamino)ethyl 2-methylprop-2-enoate Chemical compound C1CCCCC1N(CCOC(=O)C(=C)C)C1CCCCC1 BMDRNHUEACEKFP-UHFFFAOYSA-N 0.000 description 1
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 1
- GNUGVECARVKIPH-UHFFFAOYSA-N 2-ethenoxypropane Chemical compound CC(C)OC=C GNUGVECARVKIPH-UHFFFAOYSA-N 0.000 description 1
- RDQQZSMXQAMRFQ-UHFFFAOYSA-N 2-ethoxyethenyl acetate Chemical compound CCOC=COC(C)=O RDQQZSMXQAMRFQ-UHFFFAOYSA-N 0.000 description 1
- SYRNSZXGMVNJOL-UHFFFAOYSA-N 3-(dibutylamino)propyl prop-2-enoate Chemical compound CCCCN(CCCC)CCCOC(=O)C=C SYRNSZXGMVNJOL-UHFFFAOYSA-N 0.000 description 1
- LZMNXXQIQIHFGC-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]propyl 2-methylprop-2-enoate Chemical compound CO[Si](C)(OC)CCCOC(=O)C(C)=C LZMNXXQIQIHFGC-UHFFFAOYSA-N 0.000 description 1
- QMYGFTJCQFEDST-UHFFFAOYSA-N 3-methoxybutyl acetate Chemical compound COC(C)CCOC(C)=O QMYGFTJCQFEDST-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- PMZXJPLGCUVUDN-UHFFFAOYSA-N 4-ethenyl-1,2-dimethylbenzene Chemical compound CC1=CC=C(C=C)C=C1C PMZXJPLGCUVUDN-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- OVKDFILSBMEKLT-UHFFFAOYSA-N alpha-Terpineol Natural products CC(=C)C1(O)CCC(C)=CC1 OVKDFILSBMEKLT-UHFFFAOYSA-N 0.000 description 1
- WUOACPNHFRMFPN-UHFFFAOYSA-N alpha-terpineol Chemical compound CC1=CCC(C(C)(C)O)CC1 WUOACPNHFRMFPN-UHFFFAOYSA-N 0.000 description 1
- 229940088601 alpha-terpineol Drugs 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- SQIFACVGCPWBQZ-UHFFFAOYSA-N delta-terpineol Natural products CC(C)(O)C1CCC(=C)CC1 SQIFACVGCPWBQZ-UHFFFAOYSA-N 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000001227 electron beam curing Methods 0.000 description 1
- 239000012776 electronic material Substances 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 239000012535 impurity Substances 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
- 239000000463 material Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 229940116411 terpineol Drugs 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 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
- UOKUUKOEIMCYAI-UHFFFAOYSA-N trimethoxysilylmethyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)COC(=O)C(C)=C UOKUUKOEIMCYAI-UHFFFAOYSA-N 0.000 description 1
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は高度に精細な微細パターン塗膜を与える印刷用
グラファイトペーストに関する。DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to a graphite paste for printing which provides highly fine micropatterned coatings.
近年、エレクトロニクス分野の発達により、ハイブリッ
ドICやLSIのように各種電子材料デバイスは軽薄短
小、高精密化されてきた。In recent years, with the development of the electronics field, various electronic material devices such as hybrid ICs and LSIs have become lighter, thinner, shorter, and more precise.
これに伴って各種デバイスを製造する際のパターンも高
精細なものが請求されるようになってきた。例えばプリ
ント配#版も小型化され、小さな面積に多くの回路を集
積するようになり、回路の線幅も高精細を必要とされる
ようになった。また回路以外でも高精細なパターンは、
高解像度CRTのブラックマトリックス用に数10μm
の線幅のストライプが要求されるなど多(の用途で必要
とされており、今後ますますX要件が増してい(と思わ
れる。Along with this, there has been a demand for high-definition patterns when manufacturing various devices. For example, printed circuit boards have become smaller, allowing more circuits to be integrated into a smaller area, and the line width of the circuits has also become more precise. In addition to circuits, high-definition patterns are
Several tens of micrometers for black matrix of high resolution CRT
It is necessary for many applications, such as stripes with a line width of
細線パターンの形成法は光硬化によるエツチング法や印
刷法など数多(ある。光硬化や電子線硬化によるエツチ
ング法は数ミクロンオーダーの線幅を有する細線パター
ンを形成できるが工程数が多く、設備が大規模で設備コ
ストが高いという欠点を有している。一方、印刷法は設
備が簡便で、設備コストが低いという利点を有している
が、数10/Imオーダーの[iの高精細パターンを再
現性良(得ることは難かしかった。この原因は高精細印
刷の要求に合致した印刷用ペーストが開発されていない
ためである。There are many methods for forming fine line patterns, such as photo-curing etching and printing methods. Photo-curing and electron beam curing etching methods can form fine line patterns with line widths on the order of several microns, but they require a large number of steps and require equipment. On the other hand, the printing method has the advantage of simple equipment and low equipment cost. It has been difficult to obtain patterns with good reproducibility.The reason for this is that no printing paste has been developed that meets the requirements for high-definition printing.
また、印刷塗膜は焼成によってフィラーを焼結させたり
、又は機能性付与に必要な成分だけを残し、他の不要成
分を揮散させるという操作も多(行なわれる。この場合
、必要成分以外に揮散されない焼成残漬があると不純物
として諸物性等に悪影響を及ぼすことがあるので、でき
るだけ機能性付与に必要な成分だけを残すことが1要と
なる。そのため焼成残渣のない5焼成性のバインダー樹
脂によるペーストが必要不可欠であり、また完全焼成温
度も低い方がエネルギー消費量が少なく、工業的に有利
である。本発明は、高精細印刷塗膜としてだけでな(、
焼成用途にも適し、あるいは同時に導電性材料として有
用な印刷用ペースト組成物に関する。In addition, printing coatings are often subjected to operations such as sintering the filler by firing, or leaving only the components necessary for imparting functionality and volatilizing other unnecessary components. If there is any residue left after firing that is not removed, it may act as an impurity and have a negative effect on various physical properties, so it is important to leave only the components necessary for imparting functionality as much as possible.Therefore, we use a binder resin that is 5-sinterable and has no firing residue. The paste is indispensable, and the lower the complete firing temperature, the lower the energy consumption, which is industrially advantageous.The present invention is applicable not only to high-definition printing coatings (
The present invention relates to printing paste compositions which are also suitable for firing applications or which are useful as conductive materials at the same time.
本発明の目的とするところは、アクリル系樹脂のもつ熱
分解性の良さを損なうことなく、スクリーン印刷によっ
て高精細なパターン幅を有する塗膜で形成するためのグ
ラファイトペースト組成物を提供することにある。An object of the present invention is to provide a graphite paste composition for forming a coating film having a high-definition pattern width by screen printing without impairing the good thermal decomposition properties of acrylic resin. be.
即ち、本発明の要旨とするところは
(,1アルキルメタクリレート
42へ99,9重−1%、
(b) 不飽和カルボン酸 Oへ 8 重量%、(
cl ヒドロキシル基含有アルキル(メタ)アクリレ
ート O〜4oNik%、fd) 窒素含有ア
ルキル(メタ)
アクリレート O〜10 重量%、(,1上記
a、 b、 c、 d成分以外の他の共重合可能
なモノビニルモノマー
0〜20fii%
から成り、且つす、 c、 d成分がら選ばれる少
な(とも1種が0,1fii%以上含有されているモノ
マー混合物を1合して得られるアクリル系ポリマー囚1
00重量部、
グラファイト微粉末(B)33〜333N量部、及び
グラファイトペースト組成物の粘度が5,000〜20
0,000センチポイズとなる量の沸点150℃以上の
有機溶剤(C1
からなるグラファイトペースト組成物である。That is, the gist of the present invention is (,99,9% by weight to 1 alkyl methacrylate 42, (b) 8% by weight to unsaturated carboxylic acid O, (
cl Hydroxyl group-containing alkyl (meth)acrylate O~4oNik%, fd) Nitrogen-containing alkyl (meth)acrylate O~10% by weight, (,1 Copolymerizable monovinyl other than the above a, b, c, and d components) An acrylic polymer compound obtained by combining a monomer mixture consisting of 0 to 20 fii % of monomers and containing at least 0.1 fii % of one of the following components:
00 parts by weight, 33 to 333 N parts of fine graphite powder (B), and a viscosity of the graphite paste composition of 5,000 to 20
This is a graphite paste composition consisting of an organic solvent (C1) having a boiling point of 150° C. or more in an amount of 0,000 centipoise.
本発明に用いられるアクリル系ポリマーAの構成成分で
あるアルキルメタクリレート(a)は、ポリマーAを構
成するモノマー中に42〜99.9重量%含有されるこ
とが必要である。42重量%未満では焼成性が低下し、
また99.9重量%を超えるとペーストの印刷適性が不
良となるので好ましくない。アルキルメタクリレート(
a)の具体例としては、メチルメタクリレート、エチル
メタクリレート、n−ブチルメタクリレート。Alkyl methacrylate (a), which is a component of the acrylic polymer A used in the present invention, needs to be contained in the monomers constituting the polymer A in an amount of 42 to 99.9% by weight. If it is less than 42% by weight, the sinterability will decrease,
Moreover, if it exceeds 99.9% by weight, the printability of the paste becomes poor, which is not preferable. Alkyl methacrylate (
Specific examples of a) include methyl methacrylate, ethyl methacrylate, and n-butyl methacrylate.
インブチルメタクリレート等の炭素数1〜8のアルキル
基を有するアルキルメタクリレート等が挙げられ、焼成
開始温度、完全焼成温度、熱減量速度等の必要焼成条件
に応じて任意に選択される。Examples include alkyl methacrylates having an alkyl group having 1 to 8 carbon atoms, such as inbutyl methacrylate, which are arbitrarily selected depending on required firing conditions such as firing start temperature, complete firing temperature, and heat loss rate.
本発明においてはポリマー区)の構成成分として不飽和
カルボン酸(b)、ヒドロキシル基含有アルキル(メタ
)アクリレ−) (c)、及び窒素含有アルキル(メタ
)アクリレート(d)がら選ばれる少なくとも1種が0
.1118%含有されることが良好な印刷適性及びグラ
ファイトの分散性を得るために必要である。すなわち、
樹脂とグラファイトの親和性及びペーストの印刷適性の
バランスを考慮し、均一に基材に細線パターンを形成す
るためにポリマー人を構成するモノマー中に極性基を含
有する七ツマ−を添加しな(てはならない。In the present invention, at least one type selected from unsaturated carboxylic acids (b), hydroxyl group-containing alkyl (meth)acrylates (c), and nitrogen-containing alkyl (meth)acrylates (d) is used as a constituent component of the polymer zone). is 0
.. A content of 1118% is necessary to obtain good printability and graphite dispersibility. That is,
Considering the balance between the affinity between the resin and graphite and the printability of the paste, in order to uniformly form a fine line pattern on the base material, we did not add a 7-mer containing a polar group to the monomers constituting the polymer. must not.
不飽和カルボン酸(b)を添加する場合には、その添加
量は、モノマー混合物中に8TL−Ji%までであり、
この量が8重量%を超えろと焼成性が低下するため好ま
しくない。また、不飽和カルボン酸の好ましい添加量は
0.3〜511Lj1%である。不飽和カルボン酸(b
lの具体例としては、(メタ)アクリル酸、イタコン酸
、フタル酸、マレイン酸等が挙げられる。When adding unsaturated carboxylic acid (b), the amount added is up to 8TL-Ji% in the monomer mixture,
If this amount exceeds 8% by weight, the sinterability will deteriorate, which is not preferable. Moreover, the preferable amount of unsaturated carboxylic acid added is 0.3 to 511 Lj1%. Unsaturated carboxylic acid (b
Specific examples of l include (meth)acrylic acid, itaconic acid, phthalic acid, and maleic acid.
ヒドロキシル基含有(メタ)アクリレートを添加する場
合には、その添加量はモノマー混合物中に40i量%ま
でであり、この量が40M1%を超えると焼成性が低下
し好ましくない。When the hydroxyl group-containing (meth)acrylate is added, the amount added is up to 40i% by weight in the monomer mixture, and if this amount exceeds 40M1%, the sinterability will deteriorate, which is not preferable.
ヒドロキシル基含有アルキル(メタ)アクリレートの具
体例としては、ヒドロキシルエチル(メタ)アクリレー
ト、ヒドロキシプロピル(メタ)アクリレート、ヒドロ
キシブチル(メタ)アクリレート等の炭素数1〜4のア
ルキル基を有jるヒドロキシアルキル(メタ)アクリレ
ート等が挙げられろ。Specific examples of hydroxyl group-containing alkyl (meth)acrylates include hydroxyalkyl having an alkyl group having 1 to 4 carbon atoms, such as hydroxylethyl (meth)acrylate, hydroxypropyl (meth)acrylate, and hydroxybutyl (meth)acrylate. Examples include (meth)acrylates.
窒素含有(メタ)アクリレートを添加する場合の添加量
は、モノマー混合物中にrock%までであり、101
[t%を超えると焼成性が低下するので好ましくない。When nitrogen-containing (meth)acrylate is added, the amount added is up to 101 rock% in the monomer mixture.
[If it exceeds t%, the sinterability will deteriorate, which is not preferable.
窒素含有(メタ)アクリレートの具体例としては、2−
(ジブチルアミノ)エチルアクリレート、3−(ジブチ
ルアミノ)プロピルアクリレ−)、2−(シフ゛チルア
ξノン7−ロヒ゛ルアクリレート、2−((1,1−ジ
メチルエチル)アミン〕エチルアクリレート、2−ジエ
チルアミノエチルメタクリレート、2−(ジエチルアミ
ノ)シクロヘキシルメタクリレート、ジ−シクロへキシ
ルアミノエチルメタクリレート、2−ジブチルアミノエ
チルメタクリレート、ジメチルアミノエチルメタクリレ
ート、2,2−ジメチル−1,3−ジメチルアミノプロ
ビルメタクリレート、t−ブナレアミノエチルメタクリ
レート等が挙げられろ。Specific examples of nitrogen-containing (meth)acrylates include 2-
(dibutylamino)ethyl acrylate, 3-(dibutylamino)propyl acrylate), 2-(cyphytylamino) 7-rohylacrylate, 2-((1,1-dimethylethyl)amine)ethyl acrylate, 2-diethylamino Ethyl methacrylate, 2-(diethylamino)cyclohexyl methacrylate, di-cyclohexylaminoethyl methacrylate, 2-dibutylaminoethyl methacrylate, dimethylaminoethyl methacrylate, 2,2-dimethyl-1,3-dimethylaminopropyl methacrylate, t- Examples include bunareaminoethyl methacrylate.
また、本発明においては上述のa、 b、 c及び
d成分の他にモノマー混合物中Vr他の共重合可能なモ
ノビニルモノマーを203i景%まで添加することがで
きる。このようなモノマーの具体例としては、エチルア
クリレート、プロビルアクリレート、ブチルアクリレー
ト等のアルキルアクリレート類や、その他酢酸ビニル、
エトキシ酢酸ビニル、プロピオン酸ビニル、メチルビニ
ルエーテル、エチルビニルエーテル、イソプロピルビニ
ルエーテル、n−プロビルビニルエーテル、メチルビニ
ルケトン、エテルビニルケトン、n−プロピルビニルケ
トン、インプロピルビニルケトン、r−メタクリロキシ
プロピルトリメトキシシラン、γ−メタクリロキシプロ
ピルトリ2(β−メトキシエトキシ)シラン、メタクリ
ロキシメチルトリメトキシシラン、3−メタクリロキシ
プロビルメチルジメトキシシラン、スチレン、0−メチ
ルスチレン、m−メチルスチレン、p−メチルスチレン
、O−ビニル安息香酸、ρ−ビニル安息香酸、2,4−
ジメチルスチレン、3,4−ジメチルスチレン、3,5
−ジメテルスチレン等が挙げられ、焼成性に問題が生じ
ない範囲で単独又は組み合せて用いることができる。Further, in the present invention, in addition to the above-mentioned components a, b, c, and d, up to 203i% of Vr and other copolymerizable monovinyl monomers can be added to the monomer mixture. Specific examples of such monomers include alkyl acrylates such as ethyl acrylate, probyl acrylate, butyl acrylate, and other vinyl acetate,
Ethoxyvinyl acetate, vinyl propionate, methyl vinyl ether, ethyl vinyl ether, isopropyl vinyl ether, n-propyl vinyl ether, methyl vinyl ketone, ether vinyl ketone, n-propyl vinyl ketone, inpropyl vinyl ketone, r-methacryloxypropyltrimethoxysilane , γ-methacryloxypropyltri2(β-methoxyethoxy)silane, methacryloxymethyltrimethoxysilane, 3-methacryloxypropylmethyldimethoxysilane, styrene, 0-methylstyrene, m-methylstyrene, p-methylstyrene, O-vinylbenzoic acid, ρ-vinylbenzoic acid, 2,4-
Dimethylstyrene, 3,4-dimethylstyrene, 3,5
-dimeterstyrene, etc., and can be used alone or in combination as long as no problem arises in sinterability.
また、本発明においては焼成性を損わなし゛範囲で多官
能架橋上ツマ−を添加することも可能である。Further, in the present invention, it is also possible to add a polyfunctional crosslinking additive within a range that does not impair sinterability.
本発明のポリマー囚は通常公知のラジカル1合、溶液1
合、乳化重合、懸濁1合、塊状重合等で得られ、1合方
法、開始剤等については、ポリマー組成が本発明の範囲
内にあれば本発明の目的を損わない範囲でどのような条
件を選んでもさしつかえない。The polymer particles of the present invention contain one part of the commonly known radical and one part of the solution.
It can be obtained by polymerization, emulsion polymerization, suspension polymerization, bulk polymerization, etc., and as long as the polymer composition is within the scope of the present invention, any method may be used as long as the polymer composition is within the scope of the present invention. You can choose any condition.
本発明に用いられるグラファイト微粉末はアクリル系ポ
リマー(A) 100重量部に対して33〜333N量
部の範囲で添加されろ。33重量部未満ではグラファイ
トが不足し、均一なグラファイト膜が得られず、逆に3
33i[(部を超えるとバインダー樹脂であるポリマー
(AlO量が不足し、塗膜のレベリング性能が低下し、
スクリーン印刷等による印刷の際に塗膜表面に凹凸が発
止するばかりでな(、印刷用ペーストとしてのびが悪(
、印刷適性が不良となるので好ましくない。The fine graphite powder used in the present invention is added in an amount of 33 to 333 parts by weight per 100 parts by weight of the acrylic polymer (A). If it is less than 33 parts by weight, there will be a shortage of graphite and a uniform graphite film will not be obtained;
If the amount exceeds 33i [(part), the binder resin polymer (AlO amount will be insufficient, the leveling performance of the coating will decrease,
When printing by screen printing, etc., the coating surface not only becomes uneven (but also does not spread well as a printing paste).
, which is not preferable because the printability becomes poor.
グラファイト微粉末の種類は特に限定されるものではな
く、目的に応じて任意に選択すれはよいが、高細線な、
例えば数10μmの線巾を充分な精度で印刷しようとす
れば、グラファイト微粉末の粒子径は0.1〜3μmが
好ましい。The type of fine graphite powder is not particularly limited and may be selected arbitrarily depending on the purpose, but
For example, if a line width of several tens of micrometers is to be printed with sufficient accuracy, the particle diameter of the fine graphite powder is preferably 0.1 to 3 micrometers.
本発明においてはグラファイトペースト組成物の粘度を
5,000〜200,000センチポイズ程度とするた
めに沸点150℃以上の有機溶剤(C)が配合されろ。In the present invention, an organic solvent (C) having a boiling point of 150 DEG C. or higher is blended to make the viscosity of the graphite paste composition about 5,000 to 200,000 centipoise.
沸点が150℃未満の場合には印刷時に粘度のP時変化
が生じるので好ましくない。また、グラファイトは一般
Ki面が親油性であり、無極性溶剤と親和性をもちやす
い。一方、印刷される基材の表面はガラス、樹脂等であ
り、比較的極性が高く、これらの表面と親和性をもたせ
、密着性をもたせようと設計されているバインダー樹脂
成分も極性官能基を含んでいろ。そこでグラファイト、
バインダー樹脂、溶剤の三者の極性のバランスかとり、
各成分の効果を相乗的に発揮させるためにはある程度極
性をもった溶剤を選択する必要がある。If the boiling point is less than 150° C., the viscosity changes during printing, which is not preferable. Further, the general Ki surface of graphite is lipophilic and tends to have affinity with nonpolar solvents. On the other hand, the surface of the substrate to be printed is glass, resin, etc., and has relatively high polarity, and the binder resin component designed to have affinity and adhesion with these surfaces also contains polar functional groups. Include it. So graphite,
Balancing the polarity of the binder resin and solvent,
In order to synergistically exhibit the effects of each component, it is necessary to select a solvent with a certain degree of polarity.
そのような溶剤(CJの具体例としては、ジエチレング
リコール七ノエチルエーテルアセテート、ジエチレング
リコールモツプチルエーテルアセテート、2,2.4−
)ジメチル1,3−ペンタジオールモノイソブチレー
ト、イソホロン、3−メトキシブチルアセテート、α−
テルピネオール等が挙げられろ。Such solvents (specific examples of CJ include diethylene glycol 7-ethyl ether acetate, diethylene glycol mottyl ether acetate, 2,2.4-
) Dimethyl 1,3-pentadiol monoisobutyrate, isophorone, 3-methoxybutyl acetate, α-
Examples include terpineol.
また、印刷条件によっては、より良好な印刷性能を得る
ためにこれらの溶剤の1種以上と、より高い極性の溶剤
又はより低い極性の溶剤を混合して使用することが推奨
される。Further, depending on printing conditions, it is recommended to use a mixture of one or more of these solvents and a higher polarity solvent or a lower polarity solvent in order to obtain better printing performance.
グラファイトペースト中のフィラーであるグラファイト
の分散安定性は、グラファイトの種類にもよるが、バイ
ンダー樹脂の親和性と溶剤によって太き(左右される。The dispersion stability of graphite, which is a filler in graphite paste, depends on the type of graphite, but it also depends on the affinity of the binder resin and the solvent.
特にグラファイトと溶剤の組合せによってグラファイト
ペーストの粘度挙動は大きく変化する。したがって溶剤
を選ぶときは、目的の印刷条件にあった粘度な考慮して
選択する必要がある。In particular, the viscosity behavior of graphite paste changes greatly depending on the combination of graphite and solvent. Therefore, when selecting a solvent, it is necessary to consider the viscosity that matches the intended printing conditions.
本発明の組成物はペースト粘度が5,000〜200.
000センチポイズ程度で用いられる。The composition of the present invention has a paste viscosity of 5,000 to 200.
It is used at about 000 centipoise.
5.000センチポイズ未滴になると、印刷時に籟膜端
にKじみ等が発生し易く、パターンの再現性の点で好ま
しくな(・。また、200,000センチポイズな超え
ると、ペーストの流動性が低下し、塗膜表面に凹凸が生
じるので好ましくない。If it exceeds 5,000 centipoise, K smearing etc. will easily occur at the edge of the film during printing, which is undesirable from the point of view of pattern reproducibility. This is not preferable because it causes unevenness on the surface of the coating film.
本発明におい又は、目的を損わない範囲であれば一般公
知の可塑剤、分散安定剤、レベリング剤、チキントロピ
ー性付与剤等の各種添加剤を添加することができる。In the present invention, various commonly known additives such as plasticizers, dispersion stabilizers, leveling agents, and chicken-tropy imparting agents can be added as long as they do not impair the purpose.
以下、実施例によって本発明を更に詳しく説明する。実
施例中の「部」及び「%」は何れも11部量部」及び「
重量%」である。Hereinafter, the present invention will be explained in more detail with reference to Examples. In the examples, "part" and "%" both refer to "11 parts" and "
% by weight.
実施例1
インブチルメタクリレート(IBMA) 90部、ヒ
ドロキシエチルメタクリレート(HEMA )10部及
びアゾインブチロニトリル2.0部をα−テルピネオー
ル120部、ジエチレングリコールモノブチルエーテル
アセテート60部中にて80℃で10時間反応させた。Example 1 90 parts of inbutyl methacrylate (IBMA), 10 parts of hydroxyethyl methacrylate (HEMA) and 2.0 parts of azoinbutyronitrile were mixed in 120 parts of α-terpineol and 60 parts of diethylene glycol monobutyl ether acetate at 80°C for 10 minutes. Allowed time to react.
得られたアクリル樹脂はN量平均分子量10万、溶液の
固形分35%であった。得られたアクリル樹脂(固形分
)100部にグラファイト微粉末UFG−82(昭和電
工(株)製)66.6部を分散、混練し、ジエチレング
リコールモノブチルエーテルアセテートにて粘度を25
+ OOOcpe (25℃、EHD型粘度計、東京計
器(株)製にて測定)に調整して、グラファイトペース
ト組成物を得た。The obtained acrylic resin had an N weight average molecular weight of 100,000 and a solid content of the solution of 35%. 66.6 parts of fine graphite powder UFG-82 (manufactured by Showa Denko K.K.) was dispersed and kneaded in 100 parts of the obtained acrylic resin (solid content), and the viscosity was reduced to 25% with diethylene glycol monobutyl ether acetate.
+ OOOcpe (measured at 25° C. using an EHD type viscometer manufactured by Tokyo Keiki Co., Ltd.) to obtain a graphite paste composition.
上記のようにして得られた組成物をスクリーン印刷法に
よってガラス板上にバクーン幅100μm、厚さ10μ
mのヌトライグ状に塗布し、乾燥、焼成を行い、得られ
たグラファイト膜面な調べた。グラファイト膜面ば40
0倍の光学顕微鏡によってパターン精度、表面状態を評
価した。その結果、得られたグラファイト膜面のパター
ン精度(測定法は実施例2〜100表1の下に説明)は
±5μm、塗膜表面は均一で、完全な隠蔽性を有し、凹
凸のない平滑な面を形成していた。The composition obtained as described above was printed onto a glass plate with a width of 100 μm and a thickness of 10 μm by screen printing.
The resulting graphite film was coated in the form of a nutraig, dried and fired, and the surface of the resulting graphite film was examined. Graphite film surface 40
Pattern accuracy and surface condition were evaluated using a 0x optical microscope. As a result, the pattern accuracy of the obtained graphite film surface (the measurement method is explained below Table 1 of Examples 2 to 100) was ±5 μm, and the coating surface was uniform, had complete hiding property, and had no unevenness. It formed a smooth surface.
実施例2〜10、比較例1〜5
モノマー成分として表IK示す各種の成分を用(・、実
施例1と同様にして印刷塗膜の状態を評価した。結果を
表1に示した。Examples 2 to 10, Comparative Examples 1 to 5 Various components shown in Table IK were used as monomer components.The state of the printed coating film was evaluated in the same manner as in Example 1.The results are shown in Table 1.
表 1
jBMA: イソブチルメタクリレートMAA:メタク
リル酸
HEMA : ヒドロキシエチルメタクリレートDE:
ジエチルアミノエチルメタクリレート100μmパタ
ーン精度
#400メツシュスクリーンで細[100μmストライ
プパターンをガラス板上に印刷し、400倍の光学顕微
鏡にて塗M幅を評価した。Table 1 jBMA: Isobutyl methacrylate MAA: Methacrylic acid HEMA: Hydroxyethyl methacrylate DE:
Diethylaminoethyl methacrylate 100 μm pattern precision A fine 100 μm stripe pattern was printed on a glass plate using a #400 mesh screen, and the coating M width was evaluated using a 400x optical microscope.
○;100±5μm以内
△:100±5μm以上
100±10μm以内
x : 100 ±10 tsrn以上100 ±20
μm以内
塗膜ピンホール
組成物をガラス板上に印刷、乾燥、焼成し透過光を使用
し、400倍の光学顕微使で塗膜面におけろピンホール
の有無を調べた。○; Within 100 ± 5 μm △: 100 ± 5 μm or more and within 100 ± 10 μm x: 100 ± 10 tsrn or more 100 ± 20
The coating film pinhole composition within μm was printed on a glass plate, dried, and fired, and the presence or absence of pinholes on the coating film surface was examined using transmitted light and an optical microscope with a magnification of 400 times.
○:ピンホール無し
×:ピンホール有り
焼成性
昇温速度15℃/ min s サンプル量10■、
焼成温度範囲:常温→400℃
O:残漬無し
X:残渣有り
実施例11〜13、比較例6,7
1 BMAの代りにエチルメタクリレートを用いる以外
は実施例1と同様にして得られたアクリルポリマー(4
)と実施例1と同一のグラファイトの配合比を表2に示
す各条件とし、実施例1と同様にして印刷塗膜の状態を
評価した。○: No pinhole ×: Pinhole present Sintering temperature increase rate 15℃/min s Sample amount 10■,
Firing temperature range: normal temperature → 400°C O: No residue Polymer (4
) and the same blending ratio of graphite as in Example 1 under the conditions shown in Table 2, and the state of the printed coating film was evaluated in the same manner as in Example 1.
表 2
に示すように変化させてガラス板上への印刷塗膜の状態
を評価した。The condition of the printed coating film on the glass plate was evaluated by making changes as shown in Table 2.
表 3
実施例14〜17、比較例8,9
1万MA88部、MAA2部、HEMAIO部、及びア
ゾイソブチロニトリル3.0部をα−テルビネオール1
70部中にて80℃で10時間反応させた。得られたア
クリル樹脂は重量平均分子量6万、溶液の固形分は37
%であった。Table 3 Examples 14 to 17, Comparative Examples 8 and 9 88 parts of 10,000 MA, 2 parts of MAA, part HEMAIO, and 3.0 parts of azoisobutyronitrile were added to 1 part of α-tervineol.
The reaction was carried out in 70 parts at 80° C. for 10 hours. The weight average molecular weight of the obtained acrylic resin was 60,000, and the solid content of the solution was 37.
%Met.
得られたアクリル樹脂(固形分)100部にグに
ラファイト粉末?FC−8285部を分散、混練シ、ジ
エチレングリコール七ノエチルエーテルアセテートにて
ペースト組成物の粘度を表3平滑性:組成物をガラス板
上に印刷、乾燥、焼成し、得られたグラファイト塗膜を
400倍光学顕微鏡で反射光にC調べ
た。Add graphite powder to 100 parts of the obtained acrylic resin (solid content)? Disperse 285 parts of FC-8, knead, and measure the viscosity of the paste composition with diethylene glycol 7-noethyl ether acetate. C was examined in reflected light using a 400x optical microscope.
○:凹凸が少ない(5μm以下)
スクリーンメツシュ跡が無い
△:凹凸がやや多(・
X:凹凸が多い
スクリーンメツシュ跡有り
実施例18〜20、比較例10
実施例1と同様の手法により、モノマー成分を表4に示
す比率で用(・て重合し、塗膜状態を評価した。○: Little unevenness (5 μm or less) No screen mesh marks △: Slightly more unevenness (・X: Screen mesh marks with many unevenness Examples 18 to 20, Comparative Example 10 By the same method as Example 1 The monomer components were polymerized at the ratios shown in Table 4, and the state of the coating film was evaluated.
表 4
実施例21〜23
チキントロピー性付与剤の添加量をfi5に示す量で添
加する以外は、実施例1と同様にして印刷塗膜の状態を
評価した。なお、表5には実施例1の組成物についての
評価結果も併せて示した。Table 4 Examples 21 to 23 The state of the printed coating film was evaluated in the same manner as in Example 1, except that the amount of the chicken-tropy imparting agent was added in the amount shown in fi5. Note that Table 5 also shows the evaluation results for the composition of Example 1.
表 5
〔発明の効果〕
以上詳述したように、本発明のペースト組成物を用いる
ことにより、焼成性に優れ、且つ高精細なパターン印刷
か可能となり、その効果は極めて太きいものである。Table 5 [Effects of the Invention] As detailed above, by using the paste composition of the present invention, it is possible to print patterns with excellent firing properties and high definition, and the effects are extremely large.
Claims (1)
ト0〜40重量%、 (d)窒素含有アルキル(メタ) アクリレート0〜10重量%、 (e)上記a、b、c、d成分以外の他の共重合可能な
モノビニルモノマー 0〜20重量% から成り、且つ、b、c、d成分から選ばれる少なくと
も1種が0.1重量%以上含有されているモノマー混合
物を重合して得られるアクリル系ポリマー(A)100
重量部、 グラファイト微粉末(B)33〜333重量部、及び グラファイトペースト組成物の粘度が5,000〜20
0,000センチポイズとなる量の沸点150℃以上の
有機溶剤(C) から成るグラファイトペースト組成物。[Scope of Claims] (a) 42 to 99.9% by weight of alkyl methacrylate, (b) 0 to 8% by weight of unsaturated carboxylic acid, (c) 0 to 40% by weight of hydroxyl group-containing alkyl (meth)acrylate, ( d) 0 to 10% by weight of nitrogen-containing alkyl (meth)acrylate; (e) 0 to 20% by weight of other copolymerizable monovinyl monomers other than the above components a, b, c, and d, and b, c , acrylic polymer (A) 100 obtained by polymerizing a monomer mixture containing 0.1% by weight or more of at least one selected from component d.
parts by weight, 33 to 333 parts by weight of fine graphite powder (B), and a viscosity of the graphite paste composition of 5,000 to 20
A graphite paste composition comprising an organic solvent (C) having a boiling point of 150°C or higher in an amount of 0,000 centipoise.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP23198188A JPH0280453A (en) | 1988-09-16 | 1988-09-16 | Graphite paste composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP23198188A JPH0280453A (en) | 1988-09-16 | 1988-09-16 | Graphite paste composition |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH0280453A true JPH0280453A (en) | 1990-03-20 |
Family
ID=16932074
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP23198188A Pending JPH0280453A (en) | 1988-09-16 | 1988-09-16 | Graphite paste composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH0280453A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2017082184A (en) * | 2015-10-30 | 2017-05-18 | 新中村化学工業株式会社 | (meth)acrylic resin composition |
DE102018105783B4 (en) | 2017-03-16 | 2021-12-09 | Toyota Jidosha Kabushiki Kaisha | Collision avoidance device |
-
1988
- 1988-09-16 JP JP23198188A patent/JPH0280453A/en active Pending
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2017082184A (en) * | 2015-10-30 | 2017-05-18 | 新中村化学工業株式会社 | (meth)acrylic resin composition |
DE102018105783B4 (en) | 2017-03-16 | 2021-12-09 | Toyota Jidosha Kabushiki Kaisha | Collision avoidance device |
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