JP5758730B2 - 積層セラミック製造用溶剤または溶剤組成物 - Google Patents
積層セラミック製造用溶剤または溶剤組成物 Download PDFInfo
- Publication number
- JP5758730B2 JP5758730B2 JP2011165117A JP2011165117A JP5758730B2 JP 5758730 B2 JP5758730 B2 JP 5758730B2 JP 2011165117 A JP2011165117 A JP 2011165117A JP 2011165117 A JP2011165117 A JP 2011165117A JP 5758730 B2 JP5758730 B2 JP 5758730B2
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- Prior art keywords
- ether
- glycol
- butyl
- dimethylpropyl
- methylbutyl
- 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.)
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- 239000002904 solvent Substances 0.000 title claims description 64
- 239000000919 ceramic Substances 0.000 title claims description 42
- 239000000203 mixture Substances 0.000 title claims description 24
- 150000001875 compounds Chemical class 0.000 claims description 38
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 15
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 14
- TZRVLFMAASFJCT-UHFFFAOYSA-N 2-[2-(1-methylcyclopentyl)oxypropoxy]propan-1-ol Chemical compound CC1(CCCC1)OC(C)COC(C)CO TZRVLFMAASFJCT-UHFFFAOYSA-N 0.000 claims description 6
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 6
- 239000003985 ceramic capacitor Substances 0.000 claims description 5
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 241000606706 Chione <angiosperm> Species 0.000 claims description 4
- 208000002925 dental caries Diseases 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 description 175
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- BRTFVKHPEHKBQF-UHFFFAOYSA-N bromocyclopentane Chemical compound BrC1CCCC1 BRTFVKHPEHKBQF-UHFFFAOYSA-N 0.000 description 8
- 239000007788 liquid Substances 0.000 description 7
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 7
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- 239000007769 metal material Substances 0.000 description 4
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- 239000007787 solid Substances 0.000 description 4
- 229940116411 terpineol Drugs 0.000 description 4
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 description 4
- KGRYJQHZLUAEES-UHFFFAOYSA-N 2-(2-methylbutan-2-yloxy)ethanol Chemical compound CCC(C)(C)OCCO KGRYJQHZLUAEES-UHFFFAOYSA-N 0.000 description 3
- QCAHUFWKIQLBNB-UHFFFAOYSA-N 3-(3-methoxypropoxy)propan-1-ol Chemical compound COCCCOCCCO QCAHUFWKIQLBNB-UHFFFAOYSA-N 0.000 description 3
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- 229910052783 alkali metal Inorganic materials 0.000 description 3
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- 239000012298 atmosphere Substances 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 238000010304 firing Methods 0.000 description 3
- 239000000446 fuel Substances 0.000 description 3
- 125000005843 halogen group Chemical group 0.000 description 3
- 238000003475 lamination Methods 0.000 description 3
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- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 229910052759 nickel Inorganic materials 0.000 description 3
- 229910052763 palladium Inorganic materials 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- 239000001716 (4-methyl-1-propan-2-yl-1-cyclohex-2-enyl) acetate Substances 0.000 description 2
- PVMMVWNXKOSPRB-UHFFFAOYSA-N 1,2-dipropoxypropane Chemical compound CCCOCC(C)OCCC PVMMVWNXKOSPRB-UHFFFAOYSA-N 0.000 description 2
- QMGJMGFZLXYHCR-UHFFFAOYSA-N 1-(2-butoxypropoxy)butane Chemical compound CCCCOCC(C)OCCCC QMGJMGFZLXYHCR-UHFFFAOYSA-N 0.000 description 2
- IWCXODVUSSZHIJ-UHFFFAOYSA-N 1-(2-ethoxypropoxy)butane Chemical compound CCCCOCC(C)OCC IWCXODVUSSZHIJ-UHFFFAOYSA-N 0.000 description 2
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- AKRFHRDGEKUMMB-UHFFFAOYSA-N 1-(2-methylpentan-2-yloxy)propan-2-ol Chemical compound C(C)CC(C)(C)OCC(C)O AKRFHRDGEKUMMB-UHFFFAOYSA-N 0.000 description 2
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- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 235000001510 limonene Nutrition 0.000 description 1
- 229940087305 limonene Drugs 0.000 description 1
- 229940041616 menthol Drugs 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- IMXBRVLCKXGWSS-UHFFFAOYSA-N methyl 2-cyclohexylacetate Chemical compound COC(=O)CC1CCCCC1 IMXBRVLCKXGWSS-UHFFFAOYSA-N 0.000 description 1
- XKBGEWXEAPTVCK-UHFFFAOYSA-M methyltrioctylammonium chloride Chemical compound [Cl-].CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC XKBGEWXEAPTVCK-UHFFFAOYSA-M 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 1
- CFJYNSNXFXLKNS-UHFFFAOYSA-N p-menthane Chemical compound CC(C)C1CCC(C)CC1 CFJYNSNXFXLKNS-UHFFFAOYSA-N 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- NTTOTNSKUYCDAV-UHFFFAOYSA-N potassium hydride Chemical compound [KH] NTTOTNSKUYCDAV-UHFFFAOYSA-N 0.000 description 1
- 229910000105 potassium hydride Inorganic materials 0.000 description 1
- OJTDGPLHRSZIAV-UHFFFAOYSA-N propane-1,2-diol Chemical compound CC(O)CO.CC(O)CO OJTDGPLHRSZIAV-UHFFFAOYSA-N 0.000 description 1
- NCYDRNOBBHFJHE-UHFFFAOYSA-N propane-1,2-diol;prop-1-ene Chemical compound CC=C.CC(O)CO NCYDRNOBBHFJHE-UHFFFAOYSA-N 0.000 description 1
- QZQLNUYDNNRPMA-UHFFFAOYSA-N propyl 2-cyclohexylacetate Chemical compound CCCOC(=O)CC1CCCCC1 QZQLNUYDNNRPMA-UHFFFAOYSA-N 0.000 description 1
- 229940116423 propylene glycol diacetate Drugs 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000001577 simple distillation Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- IBWGNZVCJVLSHB-UHFFFAOYSA-M tetrabutylphosphanium;chloride Chemical compound [Cl-].CCCC[P+](CCCC)(CCCC)CCCC IBWGNZVCJVLSHB-UHFFFAOYSA-M 0.000 description 1
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 1
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 1
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
- C04B41/80—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone of only ceramics
- C04B41/81—Coating or impregnation
- C04B41/82—Coating or impregnation with organic materials
- C04B41/83—Macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
- C04B24/24—Macromolecular compounds
- C04B24/28—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C04B24/32—Polyethers, e.g. alkylphenol polyglycolether
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G4/00—Fixed capacitors; Processes of their manufacture
- H01G4/30—Stacked capacitors
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Ceramic Engineering (AREA)
- Organic Chemistry (AREA)
- Power Engineering (AREA)
- Materials Engineering (AREA)
- Structural Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Microelectronics & Electronic Packaging (AREA)
- Manufacturing & Machinery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Conductive Materials (AREA)
- Compositions Of Oxide Ceramics (AREA)
- Ceramic Capacitors (AREA)
- Fixed Capacitors And Capacitor Manufacturing Machines (AREA)
- Paints Or Removers (AREA)
Description
1:セラミックの粉末をポリビニルブチラール等のポリビニルアセタール樹脂又はアクリル樹脂等のバインダー樹脂と溶剤で分散させてスラリーとし、シート状に形成してグリーンシートを得る。
2:ニッケル、パラジウム等の導電性金属材料、エチルセルロース、及びターピネオール等の有機溶剤を主成分とする塗布ペーストを、グリーンシート上に印刷法等により塗布し配線・塗膜を形成する。
3:上記塗布ペースト中の有機溶剤を乾燥させる。
4:配線・塗膜が形成された積層シートを所定寸法に切断し、複数枚積み重ねて加熱圧着して積層体とする。
5:該積層体に電極等を取り付け、高温で焼成させると積層セラミックコンデンサが得られる。
で表される化合物を含有する積層セラミック部品製造用溶剤または溶剤組成物を提供する。
本発明の積層セラミック部品製造用溶剤または溶剤組成物は、上記式(1)で表される化合物を含有することを特徴とする。式(1)中、R1、R2は、同一又は異なって、直鎖状、分岐鎖状、又は環状構造含有アルキル基を示し、R1、R2のうち少なくとも一方は環状構造含有アルキル基である。Aはアルキレン基を示し、nは1又は2である。
本発明の積層セラミック部品製造用溶剤または溶剤組成物は、上記式(1)で表される化合物を含有することを特徴とする。
トリプロピレングリコールモノメチルエーテルアセテート、トリプロピレングリコールモノエチルエーテルアセテート、トリプロピレングリコールモノプロピルエーテルアセテート、トリプロピレングリコールモノブチルエーテルアセテート、トリプロピレングリコールモノペンチルエーテルアセテート等のトリプロピレングリコールモノC1-5アルキルエーテルアセテート等(異性体を含む)を挙げることができる。
水酸化ナトリウム(顆粒状)108.0g(2.70mol)とジプロピレングリコールモノメチルエーテル 200.0g(1.35mol)を混合し、室温下、テトラブチルアンモニウムブロミドを43.5g(0.135mol)添加し、内温を80℃にして30分間撹拌した。そこへ、シクロペンチルブロミド 402.2g(2.70mol)を内温が80〜90℃になるように、5時間かけて滴下した。内温80〜90℃で1.5時間経過後、系内のシクロペンチルブロミドの残存が少なくなったため、水酸化ナトリウム(顆粒状)を27.0g(0.675mol)を添加し、シクロペンチルブロミド 100.6g(0.675mol)を1時間かけて滴下した。1時間経過後、同様に水酸化ナトリウム(顆粒状)を27.0g(0.675mol)を添加し、シクロペンチルブロミド 100.6g(0.675mol)を1時間かけて滴下した。この後、この操作を4回繰り返して反応を続けた。反応開始(最初のシクロペンチルブロミドの滴下開始時)から54時間経過したところで反応容器に塩が多く付着したため、固液を分離して塩を除去した。液体部分は反応容器へ戻し、水酸化ナトリウム(顆粒状)を108.0g(2.70mol)添加した。内温を80℃にしてシクロペンチルブロミド 100.6g(0.675mol)を1時間かけて滴下した。1時間経過後、水酸化ナトリウム(顆粒状)を27.0g(0.675mol)を添加し、シクロペンチルブロミド 100.6g(0.675mol)を1時間かけて滴下した。この後、この操作を3回繰り返して反応を続けた。反応開始から99時間経過したところで、室温まで冷却し、水 1500gを添加して塩を溶解し、分液して有機層(粗液)を110.8g得た(ガスクロマトグラフィー:純度45.7%、反応収率17.4%)。
<構造確認>
1H-NMR δ1.12〜1.16 (6H, m), δ1.49〜1.50 (2H, m), δ1.55〜1.75 (6H, m), δ3.30〜3.45 (6H, m), δ3.45〜3.53 (1H, m), δ3.57〜3.63 (2H, m), δ4.02〜4.10 (1H, m)
13C-NMR δ16.9, δ17.1, δ18.1, δ18.2, δ23.3, δ23.4, δ32.6, δ32.9, δ59.1, δ72.5, δ72.6, δ73.1, δ73.5, δ74.8, δ75.0, δ76.6, δ79.6, δ79.7
下記表1に記載の溶剤について、下記方法により評価を行った。
<評価方法>
下記表1に記載の溶剤中に、ポリビニルブチラール樹脂として商品名「エスレックBL−S」、商品名「エスレックBL−1」、商品名「エスレックBH−3」(すべて、積水化学(株)製)及び、エチルセルロースとして商品名「エトセルSTD」(ダウ・ケミカル社製)をそれぞれ樹脂濃度が5重量%になるように添加し、液温65℃で3時間加熱溶解し、室温(25℃)で放冷した。尚、加熱溶解操作としては、サンプル瓶を室温でボルテックスミキサーにて10秒間振盪した後、温水バス(65℃)に漬け、15分加熱ごとにボルテックスミキサーにて10秒間振盪させる操作を行った。
<樹脂溶解性の評価基準>
◎:樹脂がすべて溶解した。
○:樹脂がほぼ溶解した。
△:樹脂が一部溶解した。
×:樹脂が不溶であった。
<溶剤性能の評価基準>
○:エチルセルロースに対して可溶解性を示し、ポリビニルブチラール樹脂に対して、室温(25℃)において不溶解性を示す溶剤であり、且つ、エチルセルロースの完溶に要する時間が1時間未満のもの
△:エチルセルロースに対して可溶解性を示し、ポリビニルブチラール樹脂に対して、室温(25℃)において不溶解性を示す溶剤であり、且つ、エチルセルロースの完溶に要する時間が1時間以上のもの
×:エチルセルロースに対して可溶解性を示し、ポリビニルブチラール樹脂に対して、室温(25℃)において可溶解性を示す溶剤
DPMCPen:ジプロピレングリコールメチル−シクロペンチルエーテル(ダイセル化学工業(株)製)
DPMNP:ジプロピレングリコールメチル−n−プロピルエーテル(ダイセル化学工業(株)製)
DHTA:ジヒドロターピニルアセテート(商品名「メンタノールAC」、日本香料薬品(株)製)
Claims (4)
- ジプロピレングリコールメチル−シクロペンチルエーテルを少なくとも含有する請求項1に記載の積層セラミック部品製造用溶剤または溶剤組成物。
- 積層セラミック部品が積層セラミックコンデンサである請求項1又は2に記載の積層セラミック部品製造用溶剤または溶剤組成物。
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JP2011165117A JP5758730B2 (ja) | 2011-07-28 | 2011-07-28 | 積層セラミック製造用溶剤または溶剤組成物 |
CN2012102601193A CN102898149A (zh) | 2011-07-28 | 2012-07-25 | 用于制造叠层陶瓷部件的溶剂或溶剂组合物 |
KR1020120082298A KR20130014408A (ko) | 2011-07-28 | 2012-07-27 | 적층 세라믹 부품 제조용 용제 또는 용제 조성물 |
TW101127100A TW201314718A (zh) | 2011-07-28 | 2012-07-27 | 積層陶瓷零件製造用溶劑或溶劑組成物 |
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