JP7255590B2 - 硬化性組成物、硬化性組成物セット、蓄熱材、及び物品 - Google Patents
硬化性組成物、硬化性組成物セット、蓄熱材、及び物品 Download PDFInfo
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- JP7255590B2 JP7255590B2 JP2020518952A JP2020518952A JP7255590B2 JP 7255590 B2 JP7255590 B2 JP 7255590B2 JP 2020518952 A JP2020518952 A JP 2020518952A JP 2020518952 A JP2020518952 A JP 2020518952A JP 7255590 B2 JP7255590 B2 JP 7255590B2
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- acrylate
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- 239000000203 mixture Substances 0.000 title claims description 168
- 238000005338 heat storage Methods 0.000 title claims description 147
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 11
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- 238000000034 method Methods 0.000 description 35
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- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 3
- 239000012965 benzophenone Substances 0.000 description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
- HOWGUJZVBDQJKV-UHFFFAOYSA-N docosane Chemical compound CCCCCCCCCCCCCCCCCCCCCC HOWGUJZVBDQJKV-UHFFFAOYSA-N 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
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- YCOZIPAWZNQLMR-UHFFFAOYSA-N heptane - octane Natural products CCCCCCCCCCCCCCC YCOZIPAWZNQLMR-UHFFFAOYSA-N 0.000 description 3
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- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 2
- FVQMJJQUGGVLEP-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy 2-ethylhexaneperoxoate Chemical compound CCCCC(CC)C(=O)OOOC(C)(C)C FVQMJJQUGGVLEP-UHFFFAOYSA-N 0.000 description 2
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- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 2
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- HDCJWHCUEFWPNU-UHFFFAOYSA-N [(2,6-dimethoxybenzoyl)-(2-phenylpropyl)phosphoryl]-(2,6-dimethoxyphenyl)methanone Chemical compound COC1=CC=CC(OC)=C1C(=O)P(=O)(C(=O)C=1C(=CC=CC=1OC)OC)CC(C)C1=CC=CC=C1 HDCJWHCUEFWPNU-UHFFFAOYSA-N 0.000 description 2
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Description
[1] (メタ)アクリロイル基を有する化合物と、蓄熱性成分を内包したカプセルと、重合開始剤と、を含有する、硬化性組成物。
[2] (メタ)アクリロイル基を有する化合物が、(メタ)アクリロイル基を有するモノマを含む、[1]に記載の硬化性組成物。
[3] (メタ)アクリロイル基を有する化合物が、(メタ)アクリロイル基を有するポリマを含む、[1]又は[2]に記載の硬化性組成物。
[4] 下記式(1)で表される構造単位を含むポリマを更に含有する、[1]~[3]のいずれかに記載の硬化性組成物。
[5] 重合開始剤が嫌気条件下でラジカルを発生させる重合開始剤である、[1]~[4]のいずれかに記載の硬化性組成物。
[6] 重合開始剤が熱によりラジカルを発生させる重合開始剤である、[1]~[4]のいずれかに記載の硬化性組成物。
[7] 重合開始剤が光によりラジカルを発生させる重合開始剤である、[1]~[4]のいずれかに記載の硬化性組成物。
[8] 50℃において液体状である、[1]~[7]のいずれかに記載の硬化性組成物。
[9] 蓄熱材の形成に用いられる、[1]~[8]のいずれかに記載の硬化性組成物。
[10] [1]~[9]のいずれかに記載の硬化性組成物の硬化物を含む、蓄熱材。
[12] (メタ)アクリロイル基を有する化合物が、(メタ)アクリロイル基を有する化合物が、(メタ)アクリロイル基を有するモノマを含む、[11]に記載の硬化性組成物セット。
[13] (メタ)アクリロイル基を有する化合物が、(メタ)アクリロイル基を有するポリマを含む、[11]又は[12]に記載の硬化性組成物セット。
[14] 第一液及び第二液の少なくとも一方が、下記式(1)で表される構造単位を含むポリマを更に含有する、[11]~[13]のいずれかに記載の硬化性組成物セット。
[15] 蓄熱材の形成に用いられる、[11]~[14]のいずれかに記載の硬化性組成物セット。
[16] [11]~[15]のいずれかに記載の硬化性組成物セットにおける、第一液及び第二液の混合物の硬化物を含む、蓄熱材。
[17] 熱源と、熱源と熱的に接触するように設けられた、[10]又は[16]に記載の蓄熱材と、を備える、物品。
・測定機器:HLC-8320GPC(製品名、東ソー(株)製)
・分析カラム:TSKgel SuperMultipore HZ-H(3本連結)(製品名、東ソー(株)製)
・ガードカラム:TSKguardcolumn SuperMP(HZ)-H(製品名、東ソー(株)製)
・溶離液:THF
・測定温度:25℃
一実施形態に係る硬化性組成物は、(メタ)アクリロイル基を有する化合物と、蓄熱性成分を内包したカプセル(以下、「蓄熱性カプセル」ともいう。)と、重合開始剤と、を含有する。
一実施形態に係る硬化性組成物セットは、酸化剤を含有する第一液と、還元剤を含有する第二液とを備える硬化性組成物セット(二液型の硬化性組成物セット)である。第一液及び第二液の少なくとも一方は、上述した(メタ)アクリロイル基を有する化合物を含有する。第一液及び第二液の少なくとも一方は、上述した蓄熱性成分を内包したカプセル(蓄熱性カプセル)を含有する。(メタ)アクリロイル基を有する化合物及び蓄熱性カプセルの態様については、硬化性組成物に用いられる態様と同様であるため説明を省略する。
以上説明した硬化性組成物の硬化物(硬化性組成物セットの第一液及び第二液の混合物の硬化物を含む。)は、蓄熱材として好適に用いられる(蓄熱材用硬化性組成物として好適である)。すなわち、一実施形態に係る蓄熱材は、上述した硬化性組成物(又は、上述した硬化性組成物セットの第一液及び第二液の混合物)の硬化物を含んでいる。
次に、蓄熱材を備える物品を得る方法について、蓄熱材を設ける対象として電子部品を例に挙げて説明する。図1は、一実施形態に係る蓄熱材の形成方法(蓄熱材を備える物品の製造方法)を示す模式断面図である。本実施形態に係る形成方法(製造方法)では、まず、図1(a)に示すように、蓄熱材を設ける対象である物品として電子部品1を用意する。電子部品1は、例えば、基板(例えば回路基板)2と、基板2上に設けられた半導体チップ(熱源)3と、半導体チップ3を基板2に接続する複数の接続部(例えば半田)4とを備えている。この電子部品1では、半導体チップ3が熱源となる。複数の接続部4は、互いに離間して基板2と半導体チップ3との間に設けられている。すなわち、基板2と半導体チップ3との間には、複数の接続部4同士を隔てる隙間が存在している。
以下のとおり、公知の溶液重合方法により、実施例1で用いたポリアクリルアクリレートAを合成した。
撹拌機、温度計、窒素ガス導入管、排出管及び加熱ジャケットから構成された500mLフラスコを反応器とし、モノマとしてブチルアクリレート65g、ジシクロペンタニルアクリレート25g、及び2-ヒドロキシエチルアクリレート10g、溶媒として2-プロパノール81.8gを混合し、反応器に加え、室温下(25℃)、撹拌し、1時間、窒素を流した。
その後、70℃に昇温し、昇温完了後、アゾビスイソブチロニトリル0.35gをメチルエチルケトンに溶解した溶液を反応器に添加し、反応を開始させた。その後、反応器内温度70℃で撹拌し、5時間反応させた。その後、アゾビスイソブチロニトリル0.05gをメチルエチルケトンに溶解した溶液を反応器に添加し、90℃まで昇温し、更に2時間反応させた。その後、溶媒を除去、乾燥し、ポリアクリルアクリレートA中間体を得た。次に、300mLナス型フラスコを反応器とし、ポリアクリルアクリレートA中間体100g、2-イソシアナトエチルメタクリレート7g、及びジラウリン酸ジブチルスズ0.005gを混合し、75℃で1時間撹拌しポリアクリルアクリレートAを得た。ポリアクリルアクリレートAの重量平均分子量(Mw)は、20000であった。
(実施例1)
ブチルアクリレート(BA)20g、ジシクロペンタニルアクリレート(DCPA)12g、トリメチロールプロパンエトキシトリアクリレート(TMPEOTA)8g、過酸化ラウロイル0.2g、及び蓄熱性成分を内包したカプセルA(アウトラストテクノロジー社製、BA410xxP,C37)60gを配合し、硬化性組成物を得た。この硬化性組成物の50℃における粘度を、E型粘度計(東機産業(株)製、PE-80L)を用いて、JIS Z 8803に基づいて測定した。結果を表1に示す。次に、硬化性組成物を10cm×10cm×1mmの型枠(SUS板)中に充填し、SUS板で上蓋をした後、10kPaの加圧下、120℃で3時間硬化させ、厚さ1mmのシート状の蓄熱材を得た。
硬化性組成物の組成を表1に示すとおりに変更した以外は、実施例1と同様の方法で硬化性組成物の粘度測定、及び蓄熱材の作製を実施した。結果を表1に示す。
ブチルアクリレート11g、ジシクロペンタニルアクリレート7g、トリメチロールプロパンエトキシトリアクリレート4g、ポリアクリルアクリレートA 23g、カプセルA 55g、及びクメンハイドロパーオキサイド(CHP)1.7gを混合し、第一液を得た。また、ブチルアクリレート11g、ジシクロペンタニルアクリレート7g、トリメチロールプロパンエトキシトリアクリレート4g、ポリアクリルアクリレートA 23g、カプセルA 55g、及びバナジルアセチルアセトナート(VAA)0.5gを混合し、第二液を得た。第一液の25℃における粘度を、E型粘度計(東機産業(株)製、PE-80L)を用いて、JIS Z 8803に基づいて測定した。結果を表2に示す。
実施例で作製した各蓄熱材を、示差走査熱量測定計(パーキンエルマー社製、型番DSC8500)を用いて測定し、融点と蓄熱量を算出した。具体的には、20℃/分で100℃まで昇温し、100℃で3分間保持した後、10℃/分の速度で-30℃まで降温し、次いで-30℃で3分間保持した後、10℃/分の速度で100℃まで再び昇温して熱挙動を測定した。融解ピークを蓄熱材の融点とし、面積を蓄熱量とした。結果を表1、2に示す。なお、蓄熱量が30J/g以上であれば、蓄熱量に優れているといえる。
Claims (15)
- (メタ)アクリロイル基を有する化合物と、蓄熱性成分を内包したカプセルと、重合開始剤と、を含有する、硬化性組成物であって、
前記(メタ)アクリロイル基を有する化合物が、(メタ)アクリロイル基を有するポリマを含む、硬化性組成物。 - 前記重合開始剤が嫌気条件下でラジカルを発生させる重合開始剤である、請求項1又は2に記載の硬化性組成物。
- 前記重合開始剤が熱によりラジカルを発生させる重合開始剤である、請求項1又は2に記載の硬化性組成物。
- 前記重合開始剤が光によりラジカルを発生させる重合開始剤である、請求項1又は2に記載の硬化性組成物。
- 50℃において液体状である、請求項1~5のいずれか一項に記載の硬化性組成物。
- 蓄熱材の形成に用いられる、請求項1~6のいずれか一項に記載の硬化性組成物。
- 請求項1~7のいずれか一項に記載の硬化性組成物の硬化物を含む、蓄熱材。
- 酸化剤を含有する第一液と、還元剤を含有する第二液とを備え、
前記第一液及び前記第二液の少なくとも一方は、(メタ)アクリロイル基を有する化合物を更に含有し、
前記第一液及び前記第二液の少なくとも一方は、蓄熱性成分を内包したカプセルを更に含有する、硬化性組成物セット。 - 前記(メタ)アクリロイル基を有する化合物が、(メタ)アクリロイル基を有するモノマを含む、請求項9に記載の硬化性組成物セット。
- 前記(メタ)アクリロイル基を有する化合物が、(メタ)アクリロイル基を有するポリマを含む、請求項9又は10に記載の硬化性組成物セット。
- 蓄熱材の形成に用いられる、請求項9~12のいずれか一項に記載の硬化性組成物セット。
- 請求項9~13のいずれか一項に記載の硬化性組成物セットにおける、前記第一液及び前記第二液の混合物の硬化物を含む、蓄熱材。
- 熱源と、
前記熱源と熱的に接触するように設けられた、請求項8又は14に記載の蓄熱材と、を備える、物品。
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