JP2018111765A - 粘着剤および、粘着剤製造方法 - Google Patents
粘着剤および、粘着剤製造方法 Download PDFInfo
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- JP2018111765A JP2018111765A JP2017002531A JP2017002531A JP2018111765A JP 2018111765 A JP2018111765 A JP 2018111765A JP 2017002531 A JP2017002531 A JP 2017002531A JP 2017002531 A JP2017002531 A JP 2017002531A JP 2018111765 A JP2018111765 A JP 2018111765A
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- Prior art keywords
- adhesive
- pressure
- monool
- prepolymer
- urethane prepolymer
- Prior art date
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- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 1
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- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
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- 238000011161 development Methods 0.000 description 1
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 description 1
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Abstract
Description
図4〜図7に示す配合の原料から、実施例1〜14の粘着剤および比較例1〜4の粘着剤を製造した。以下に、各原料の詳細を示す。
・ポリオールb;ポリプロピレングリコール(PPG)、商品名:アクトコールD1000(Mw:1000)、三井化学(株)製
・ポリオールc;2−ブチル−2−エチル−1,3−プロパンジオール、商品名:BEPD(Mw:160.3)、Perstorp製
・ポリイソシアネート;TDI、商品名:ルプラネートT−80(Mw:174.2)、BASF製
・モノオール;2−エチルヘキシルグリコール、商品名:EHG(Mw:174.3)、日本乳化剤(株)製
・アクリレート;ヒドロキシエチルアクリレート(Mw:116.1)、大阪有機化学工業(株)製
・ビニルエーテル;ヒドロキシブチルビニルエーテル(Mw:116.2)、日本カーバイド(株)製
・アリルエーテル;ヒドロキシエチルアリルエーテル(Mw:102.13)、日本乳化剤(株)製
・ポリチオールB;官能基数4、ペンタエリスリトールテトラキス、商品名:PEMP(Mw:488.6)、SC有機化学(株)製
・ポリチオールC;官能基数6、ジペンタエリスリトールヘキサキス、商品名:DPMP(Mw:783.0)、SC有機化学(株)製
・粘着付与剤;ロジン系粘着付与剤、商品名:スーパーエステルA100、荒川化学工業(株)製
上述のように製造された実施例1〜14の粘着剤(両面テープ)、および、比較例1〜4の粘着剤(両面テープ)に対して、以下の方法によって物性評価を行なった。
Claims (7)
- ウレタンプレポリマーと、チオール基を有するポリチオールと、粘着付与剤とからなる組成物を用いて作成される粘着剤であって、
前記ウレタンプレポリマーが、
多重結合を含むモノオールと、多重結合を含まないモノオールと、ポリオールと、ポリイソシアネートとからなる組成物を用いて作成されることを特徴とする粘着剤。 - 前記多重結合を含まないモノオールのモル数に対する前記多重結合を含むモノオールのモル数の比率が、0.8〜3.5であることを特徴とする請求項1に記載の粘着剤。
- 前記ウレタンプレポリマーの重量平均分子量が、2500〜22000であることを特徴とする請求項1または請求項2に記載の粘着剤。
- 前記多重結合を含む官能基の全当量数に対する前記ポリチオールが有するチオール基の全当量数の比率が、0.8〜2.3であることを特徴とする請求項1ないし請求項3のいずれか1つに記載の粘着剤。
- 前記ポリチオールの平均官能基数が、2.5以上であることを特徴とする請求項1ないし請求項4のいずれか1つに記載の粘着剤。
- 前記粘着付与剤の量が、前記ウレタンプレポリマー100重量部に対して、1〜30重量部であることを特徴とする請求項1ないし請求項5のいずれか1つに記載の粘着剤。
- 多重結合を含むモノオールと、多重結合を含まないモノオールと、ポリオールと、ポリイソシアネートとを用いて、ウレタンプレポリマーを作成する作成工程と、
前記ウレタンプレポリマーと、チオール基を有するポリチオールと、粘着付与剤とを混合したものに、光を照射する照射工程と
を含み、光重合反応により粘着剤を製造する粘着剤製造方法。
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Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2020186320A (ja) * | 2019-05-15 | 2020-11-19 | 東洋インキScホールディングス株式会社 | 水酸基末端ウレタンプレポリマー含有溶液とその製造方法、粘着剤、および粘着シートとその製造方法 |
JP2021004301A (ja) * | 2019-06-26 | 2021-01-14 | 株式会社イノアックコーポレーション | 粘着剤、粘着テープ及び粘着剤製造方法 |
JP2021004272A (ja) * | 2019-06-25 | 2021-01-14 | 株式会社イノアックコーポレーション | シール材 |
JP7426867B2 (ja) | 2020-03-23 | 2024-02-02 | 株式会社イノアックコーポレーション | 粘着剤、粘着テープ及び粘着剤製造方法 |
Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH05271384A (ja) * | 1991-08-19 | 1993-10-19 | Olin Corp | ポリマーポリオールの製造において分散安定剤として有用な変成ポリウレタンオリゴマー |
JPH10330453A (ja) * | 1997-06-03 | 1998-12-15 | Kyoeisha Chem Co Ltd | ウレタンプレポリマー、その製造方法およびそれを成分とする感圧接着剤 |
JP2003155455A (ja) * | 2001-11-19 | 2003-05-30 | Nippon Synthetic Chem Ind Co Ltd:The | 活性エネルギー線硬化型粘着剤組成物 |
JP2003183615A (ja) * | 2001-12-21 | 2003-07-03 | Nippon Synthetic Chem Ind Co Ltd:The | 活性エネルギー線硬化型粘着剤組成物 |
JP2004143233A (ja) * | 2002-10-23 | 2004-05-20 | Nippon Synthetic Chem Ind Co Ltd:The | 活性エネルギー線硬化型粘着剤組成物 |
WO2012081708A1 (ja) * | 2010-12-16 | 2012-06-21 | 日立化成工業株式会社 | 光硬化性樹脂組成物、画像表示用装置、その製造方法 |
JP2015205989A (ja) * | 2014-04-21 | 2015-11-19 | 株式会社イノアック技術研究所 | 粘着組成物および、粘着組成物の製造方法 |
JP2016199609A (ja) * | 2015-04-07 | 2016-12-01 | 株式会社イノアック技術研究所 | 粘着組成物および、粘着組成物の製造方法 |
-
2017
- 2017-01-11 JP JP2017002531A patent/JP6863751B2/ja active Active
Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH05271384A (ja) * | 1991-08-19 | 1993-10-19 | Olin Corp | ポリマーポリオールの製造において分散安定剤として有用な変成ポリウレタンオリゴマー |
JPH10330453A (ja) * | 1997-06-03 | 1998-12-15 | Kyoeisha Chem Co Ltd | ウレタンプレポリマー、その製造方法およびそれを成分とする感圧接着剤 |
JP2003155455A (ja) * | 2001-11-19 | 2003-05-30 | Nippon Synthetic Chem Ind Co Ltd:The | 活性エネルギー線硬化型粘着剤組成物 |
JP2003183615A (ja) * | 2001-12-21 | 2003-07-03 | Nippon Synthetic Chem Ind Co Ltd:The | 活性エネルギー線硬化型粘着剤組成物 |
JP2004143233A (ja) * | 2002-10-23 | 2004-05-20 | Nippon Synthetic Chem Ind Co Ltd:The | 活性エネルギー線硬化型粘着剤組成物 |
WO2012081708A1 (ja) * | 2010-12-16 | 2012-06-21 | 日立化成工業株式会社 | 光硬化性樹脂組成物、画像表示用装置、その製造方法 |
JP2015205989A (ja) * | 2014-04-21 | 2015-11-19 | 株式会社イノアック技術研究所 | 粘着組成物および、粘着組成物の製造方法 |
JP2016199609A (ja) * | 2015-04-07 | 2016-12-01 | 株式会社イノアック技術研究所 | 粘着組成物および、粘着組成物の製造方法 |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2020186320A (ja) * | 2019-05-15 | 2020-11-19 | 東洋インキScホールディングス株式会社 | 水酸基末端ウレタンプレポリマー含有溶液とその製造方法、粘着剤、および粘着シートとその製造方法 |
JP2021004272A (ja) * | 2019-06-25 | 2021-01-14 | 株式会社イノアックコーポレーション | シール材 |
JP7305457B2 (ja) | 2019-06-25 | 2023-07-10 | 株式会社イノアックコーポレーション | シール材、粘着剤 |
JP2021004301A (ja) * | 2019-06-26 | 2021-01-14 | 株式会社イノアックコーポレーション | 粘着剤、粘着テープ及び粘着剤製造方法 |
JP7227087B2 (ja) | 2019-06-26 | 2023-02-21 | 株式会社イノアックコーポレーション | 粘着剤、粘着テープ及び粘着剤製造方法 |
JP7426867B2 (ja) | 2020-03-23 | 2024-02-02 | 株式会社イノアックコーポレーション | 粘着剤、粘着テープ及び粘着剤製造方法 |
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