JPWO2023176843A5 - - Google Patents

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JPWO2023176843A5
JPWO2023176843A5 JP2023527764A JP2023527764A JPWO2023176843A5 JP WO2023176843 A5 JPWO2023176843 A5 JP WO2023176843A5 JP 2023527764 A JP2023527764 A JP 2023527764A JP 2023527764 A JP2023527764 A JP 2023527764A JP WO2023176843 A5 JPWO2023176843 A5 JP WO2023176843A5
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compound
liquid crystal
crystal display
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sealant
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JPWO2023176843A1 (en
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Priority claimed from PCT/JP2023/009893 external-priority patent/WO2023176843A1/en
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硬化性樹脂と、重合開始剤及び熱硬化剤の少なくともいずれかとを含有する液晶表示素子用シール剤であって、
前記硬化性樹脂は、ハンセン溶解度パラメータの分散項が19.0MPa0.5以上21.9MPa0.5以下であり、かつ、オクタノール/水分配係数が3.0以上9.0以下であるエポキシ化合物、該エポキシ化合物の一部のエポキシ基を(メタ)アクリル変性した化合物、及び、該エポキシ化合物の全部のエポキシ基を(メタ)アクリル変性した化合物からなる群より選択される少なくとも1種を含む
ことを特徴とする液晶表示素子用シール剤。
A sealant for liquid crystal display elements containing a curable resin and at least one of a polymerization initiator and a thermosetting agent,
The curable resin is an epoxy compound having a Hansen solubility parameter dispersion term of 19.0 MPa or more and 21.9 MPa or less and an octanol/water partition coefficient of 3.0 or more and 9.0 or less. , a compound in which some of the epoxy groups of the epoxy compound are modified with (meth)acrylic, and a compound in which all the epoxy groups of the epoxy compound are modified with (meth)acrylic. A sealant for liquid crystal display elements characterized by:
前記ハンセン溶解度パラメータの分散項が19.0MPa0.5以上21.9MPa0.5以下であり、かつ、オクタノール/水分配係数が3.0以上9.0以下であるエポキシ化合物は、下記式(1-1)、(1-2)、又は、(1-3)で表される化合物である請求項1記載の液晶表示素子用シール剤。
Figure 2023176843000001
式(1-1)~(1-3)中、R~Rは、それぞれ独立して、水素原子、水酸基、炭素数1以上4以下のアルキル基、炭素数1以上4以下のアルコキシ基、フェニル基、フラニル基、チエニル基、ピロリル基、ピリジニル基、ビフェニル基、又は、シクロヘキシル基であり、R、Rは、グリシジルオキシ基である。
The epoxy compound whose dispersion term of the Hansen solubility parameter is 19.0 MPa 0.5 or more and 21.9 MPa 0.5 or less and whose octanol/water partition coefficient is 3.0 or more and 9.0 or less has the following formula ( The sealant for liquid crystal display elements according to claim 1, which is a compound represented by 1-1), (1-2), or (1-3).
Figure 2023176843000001
In formulas (1-1) to (1-3), R 1 to R 6 each independently represent a hydrogen atom, a hydroxyl group, an alkyl group having 1 to 4 carbon atoms, and an alkoxy group having 1 to 4 carbon atoms. , phenyl group, furanyl group, thienyl group, pyrrolyl group, pyridinyl group, biphenyl group, or cyclohexyl group, and R 7 and R 8 are glycidyloxy groups.
前記ハンセン溶解度パラメータの分散項が19.0MPa0.5以上21.9MPa0.5以下であり、かつ、オクタノール/水分配係数が3.0以上9.0以下であるエポキシ化合物は、上記式(1-2)で表される化合物である請求項2記載の液晶表示素子用シール剤。 The epoxy compound whose dispersion term of the Hansen solubility parameter is 19.0 MPa 0.5 or more and 21.9 MPa 0.5 or less and whose octanol/water partition coefficient is 3.0 or more and 9.0 or less has the above formula ( The sealant for liquid crystal display elements according to claim 2, which is a compound represented by 1-2). 前記ハンセン溶解度パラメータの分散項が19.0MPa0.5以上21.9MPa0.5以下であり、かつ、オクタノール/水分配係数が3.0以上9.0以下であるエポキシ化合物は、上記式(1-3)で表される化合物である請求項2記載の液晶表示素子用シール剤。 The epoxy compound whose dispersion term of the Hansen solubility parameter is 19.0 MPa 0.5 or more and 21.9 MPa 0.5 or less and whose octanol/water partition coefficient is 3.0 or more and 9.0 or less has the above formula ( The sealant for liquid crystal display elements according to claim 2, which is a compound represented by 1-3). 前記硬化性樹脂全体100重量部中における前記ハンセン溶解度パラメータの分散項が19.0MPa0.5以上21.9MPa0.5以下であり、かつ、オクタノール/水分配係数が3.0以上9.0以下であるエポキシ化合物、該エポキシ化合物の一部のエポキシ基を(メタ)アクリル変性した化合物、及び、該エポキシ化合物の全部のエポキシ基を(メタ)アクリル変性した化合物の含有量が10重量部以上90重量部以下である請求項1、2、3又は4記載の液晶表示素子用シール剤。 The dispersion term of the Hansen solubility parameter in 100 parts by weight of the entire curable resin is 19.0 MPa or more and 21.9 MPa or less, and the octanol/water partition coefficient is 3.0 or more and 9.0. The content of the following epoxy compounds, a compound in which some of the epoxy groups of the epoxy compound are (meth)acrylic modified, and a compound in which all the epoxy groups of the epoxy compound are (meth)acrylic modified is 10 parts by weight or more. The sealant for liquid crystal display elements according to claim 1, 2, 3 or 4, wherein the amount is 90 parts by weight or less. 前記硬化性樹脂は、更に、ビスフェノールA型エポキシ化合物、ビスフェノールF型エポキシ化合物、部分(メタ)アクリル変性ビスフェノールA型エポキシ化合物、部分(メタ)アクリル変性ビスフェノールF型エポキシ化合物、ビスフェノールA型エポキシ(メタ)アクリレート、及び、ビスフェノールF型エポキシ(メタ)アクリレートからなる群より選択される少なくとも1種を含む請求項1、2、3又は4記載の液晶表示素子用シール剤。 The curable resin further includes a bisphenol A type epoxy compound, a bisphenol F type epoxy compound, a partially (meth)acrylic modified bisphenol A type epoxy compound, a partially (meth)acrylic modified bisphenol F type epoxy compound, a bisphenol A type epoxy (meth) ) acrylate , and bisphenol F type epoxy (meth)acrylate. 前記硬化性樹脂は、更に、2官能エポキシ化合物の一部のエポキシ基を(メタ)アクリル変性した重量平均分子量が850以上の化合物、及び、2官能エポキシ化合物の全部のエポキシ基を(メタ)アクリル変性した重量平均分子量が850以上の化合物の少なくともいずれかを含む請求項1、2、3又は4記載の液晶表示素子用シール剤。 The curable resin further includes a compound having a weight average molecular weight of 850 or more obtained by modifying some of the epoxy groups of the bifunctional epoxy compound with (meth)acrylic, and a compound with a weight average molecular weight of 850 or more, in which some of the epoxy groups of the bifunctional epoxy compound are modified with (meth)acrylic. The sealant for a liquid crystal display element according to claim 1, comprising at least one of a modified compound having a weight average molecular weight of 850 or more. 更に、無機充填剤を含有し、
液晶表示素子用シール剤100重量部中における前記無機充填剤の含有量が5重量部以上50重量部以下である請求項1、2、3又は4記載の液晶表示素子用シール剤。
Furthermore, it contains an inorganic filler,
5. The sealant for liquid crystal display elements according to claim 1, wherein the content of the inorganic filler in 100 parts by weight of the sealant for liquid crystal display elements is 5 parts by weight or more and 50 parts by weight or less.
請求項1、2、3又は4記載の液晶表示素子用シール剤の硬化物を含む液晶表示素子。 A liquid crystal display element comprising a cured product of the sealant for liquid crystal display elements according to claim 1, 2, 3 or 4 .
JP2023527764A 2022-03-18 2023-03-14 Sealant for liquid crystal display elements and liquid crystal display elements Active JP7402382B1 (en)

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Application Number Priority Date Filing Date Title
JP2022044027 2022-03-18
JP2022044027 2022-03-18
PCT/JP2023/009893 WO2023176843A1 (en) 2022-03-18 2023-03-14 Liquid crystal display element sealant and liquid crystal display element

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JPWO2023176843A1 JPWO2023176843A1 (en) 2023-09-21
JP7402382B1 JP7402382B1 (en) 2023-12-20
JPWO2023176843A5 true JPWO2023176843A5 (en) 2024-02-22

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101512421B (en) * 2006-09-07 2011-05-11 三井化学株式会社 Liquid crystal sealing agent, method for manufacturing liquid crystal display panel using the liquid crystal sealing agent, and liquid crystal display panel
JP5571436B2 (en) 2010-04-07 2014-08-13 三井化学株式会社 Liquid crystal sealant, liquid crystal display panel manufacturing method using the same, and liquid crystal display panel
CN117043669A (en) * 2021-06-21 2023-11-10 积水化学工业株式会社 Sealing agent for liquid crystal display element and liquid crystal display element
CN117203577A (en) * 2021-06-22 2023-12-08 积水化学工业株式会社 Sealing agent for liquid crystal display element and liquid crystal display element

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