公开(公告)号：US20170130079A1

公开(公告)日：2017-05-11

申请号：US15321920

申请日：2015-06-23

Applicant: DAICEL CORPORATION

Inventor： Tomoya MIZUTA ,  Keizo INOUE

IPC: C09D11/101 ,  C09D11/102 ,  C09D11/38 ,  C08G65/26

Abstract: Provided is a monomer composition that has rapid curability and can be rapidly cured even in the presence of oxygen and/or water, to form a cured product having excellent adhesion to a wide variety of substrates. The monomer composition according to the present invention includes vinyl ether compounds (A). The monomer composition contains a monofunctional monomer in an amount of 20 to 80 weight percent, a hydroxy-free multifunctional vinyl ether compound in an amount of 5 to 80 weight percent, and a hydroxy-containing vinyl ether compound in an amount of 0.1 weight percent to less than 10 weight percent, where all weight percentages are based on the total weight of the monomer composition.

公开(公告)号：US20190106540A1

公开(公告)日：2019-04-11

申请号：US16213604

申请日：2018-12-07

Applicant: DAICEL CORPORATION

Inventor： Tomoya MIZUTA ,  Keizo INOUE

IPC: C08G65/18 ,  C09D11/32 ,  C09D11/101 ,  C09D4/00 ,  C09D11/102 ,  C09D11/30 ,  C08G59/68 ,  C08G59/24 ,  B41M5/00 ,  B41J2/01 ,  C08F216/16

Abstract: Provided is a monomer composition that has rapid curability and can be cured rapidly, even in the presence of oxygen and/or water, to form a cured product having excellent adhesion to a wide variety of substrates. The monomer composition according to the present invention contains a vinyl ether compound (A). The vinyl ether compound (A) includes a vinyl ether compound (a) having a cyclic ether skeleton. The monomer composition further contains at least one compound selected from the group consisting of a vinyl ether compound (a′) having a chain hydrocarbon skeleton, a divinyl ether compound (a″-1) having a cyclic hydrocarbon skeleton, an oxetane compound (B), and an epoxy compound (C).

公开(公告)号：US20200071453A1

公开(公告)日：2020-03-05

申请号：US16614499

申请日：2018-07-19

Applicant: DAICEL CORPORATION

Inventor： Tomoya MIZUTA ,  Keizo INOUE

IPC: C08G59/24 ,  C09D11/30

Abstract: Provided is a monomer mixture having fast-curing properties and forming a cured product having high hardness, excellent alkali resistance, and excellent adhesion to a substrate. The monomer mixture according to an embodiment of the present invention is a monomer mixture containing a compound represented by Formulas (a-1) and/or (a-2): a compound (2B) including two cationically polymerizable groups per molecule, at least one of the cationically polymerizable groups being an epoxy group; and a compound (3B) including three or more cationically polymerizable groups per molecule, at least one of the cationically polymerizable groups being an epoxy group; wherein a total content of the compound represented by Formula (a-1) above and the compound represented by Formula (a-2) above is from 1 to 20 wt. % of a total amount of the monomer mixture; the compound (2B) contains a compound represented by Formula (2b-1); and a content of the compound represented by Formula (2b-1) above is 5 wt. % or greater of the amount of the monomer mixture, and a ratio of contents of the compound (2B)/the compound (3B) is from 5 to 20.

公开(公告)号：US20190119443A1

公开(公告)日：2019-04-25

申请号：US16213626

申请日：2018-12-07

Applicant: DAICEL CORPORATION

Inventor： Tomoya MIZUTA ,  Keizo INOUE

IPC: C08G65/18 ,  C09D11/32 ,  C09D11/101 ,  C09D4/00 ,  C08G59/68 ,  C09D11/30 ,  B41M5/00 ,  B41J2/01 ,  C09D11/102 ,  C08G59/24

Abstract: Provided is a monomer composition that has rapid curability and can be cured rapidly, even in the presence of oxygen and/or water, to form a cured product having excellent adhesion to a wide variety of substrates. The monomer composition according to the present invention contains a vinyl ether compound (A). The vinyl ether compound (A) includes a vinyl ether compound (a) having a cyclic ether skeleton. The monomer composition further contains at least one compound selected from the group consisting of a vinyl ether compound (a′) having a chain hydrocarbon skeleton, a divinyl ether compound (a″-1) having a cyclic hydrocarbon skeleton, an oxetane compound (B), and an epoxy compound (C).

公开(公告)号：US20170158814A1

公开(公告)日：2017-06-08

申请号：US15321271

申请日：2015-06-23

Applicant: DAICEL CORPORATION

Inventor： Tomoya MIZUTA ,  Keizo INOUE

IPC: C08G65/26 ,  C09D11/30 ,  C09D11/101

CPC classification number: C08G65/2603 ,  C08F16/14 ,  C08F216/14 ,  C09D4/00 ,  C09D11/101 ,  C09D11/30

Abstract: Provided is a monomer composition that has rapid curability and can be rapidly cured even in the presence of oxygen and/or water, to form a cured product having excellent adhesion to a wide variety of substrates. The monomer composition according to the present invention contains a multifunctional vinyl ether compound in an amount of 10 to 80 weight percent, a bifunctional oxetane compound represented by Formula (b) in an amount of 0.5 to 20 weight percent, and a monofunctional oxetane compound represented by Formula (b′) in an amount of 5 to 80 weight percent. In the formulae, Ring Z is selected from an aromatic hydrocarbon ring and a structure including two or more aromatic hydrocarbon rings bonded to each other through a single bond or a linkage group; R represents a monovalent aliphatic hydrocarbon group; R′ is selected from hydrogen and ethyl; and m represents an integer of 0 or more.

公开(公告)号：US20200377651A1

公开(公告)日：2020-12-03

申请号：US16622222

申请日：2019-01-25

Applicant: DAICEL CORPORATION

Inventor： Tomoya MIZUTA ,  Keizo INOUE

IPC: C08G65/18 ,  C08F16/32 ,  C08G59/24 ,  C09D11/322 ,  C09J171/02

Abstract: The present invention provides a monomer mixture that rapidly cures even in high humidity environments, and is useful as a raw material for a curable composition that forms a cured product having excellent adhesion to metals and glass, as well as of course to paper and plastic.The monomer mixture according to an embodiment of the present invention contains two or more types of cationically polymerizable monomers. The monomer mixture contains, as the cationically polymerizable monomers, a compound (A) having a vinyl ether group and a hydroxyl group; a compound (B) having an oxetanyl group and a hydroxyl group; and a compound (C) represented by Formula (c) below. A total content of the compound (A), the compound (B), and the compound (C) is 50 wt. % or greater of the total amount of the monomer mixture, and a content [A] of the compound (A) and a content [B] of the compound (B) satisfy Relationship (1) below. A/(A+B)≥0.3  (1)

公开(公告)号：US20200055977A1

公开(公告)日：2020-02-20

申请号：US16611296

申请日：2018-07-19

Applicant: DAICEL CORPORATION

Inventor： Tomoya MIZUTA ,  Keizo INOUE

IPC: C08G59/22 ,  C08J5/00 ,  C09D11/322 ,  C09D11/101 ,  C09J4/00 ,  C09D4/00 ,  C08G59/24 ,  B33Y10/00 ,  B33Y70/00 ,  B29C64/112

Abstract: The present invention is to provide a monomer mixture that is cured rapidly even in the presence of oxygen and that forms a cured product having high hardness and excellent adhesion to metals and/or glass. The monomer mixture according to an embodiment of the present invention contains two or more types of cationically polymerizable monomers. As the cationically polymerizable monomers, the monomer mixture contains at least 10 wt. %, based on a total amount of the monomer mixture, of a compound having at least one cationically polymerizable group selected from the group consisting of a vinyl ether group, an epoxy group, and an oxetanyl group, and at least one hydroxy group in a molecule, and at least 5 wt. %, based on the total amount of the monomer mixture, of a compound represented by Formula (b). In the formula, R represents an s-valent straight-chain or branched saturated aliphatic hydrocarbon group or an s-valent group having two or more straight-chain or branched saturated aliphatic hydrocarbon groups bonded to each other through an ether bond, and s represents an integer of 2 or greater.

公开(公告)号：US20190119489A1

公开(公告)日：2019-04-25

申请号：US16089159

申请日：2017-03-14

Applicant: DAICEL CORPORATION

Inventor： Kouji NAKATANI ,  Keizo INOUE

IPC: C08L67/03 ,  H01L21/56 ,  H01L23/29

Abstract: Provided is a thermosetting compound that has satisfactory solvent solubility and can be rapidly cured by a heat treatment to form a cured product having extreme heat resistance. The thermosetting compound according to the present invention is represented by following Formula (1). In Formula (1), R1 and R2 each independently represent a thermosetting group; D1 and D2 are each, identically or differently, selected from a single bond and a linkage group; Ar1, Ar2, and Ar3 are each, identically or differently, selected from a divalent aromatic hydrocarbon group and a divalent group including two or more aromatic hydrocarbons bonded to each other via any one selected from a single bond, a divalent aliphatic hydrocarbon group, and a divalent alicyclic hydrocarbon group; and E represents, independently on each occurrence, an ester bond.

公开(公告)号：US20170158812A1

公开(公告)日：2017-06-08

申请号：US15321432

申请日：2015-06-23

Applicant: DAICEL CORPORATION

Inventor： Tomoya MIZUTA ,  Keizo INOUE

IPC: C08G65/18 ,  C09D11/101 ,  C09D11/30 ,  B41J2/01 ,  C09D11/102

Abstract: Provided is a monomer composition that has rapid curability and can be cured rapidly, even in the presence of oxygen and/or water, to form a cured product having excellent adhesion to a wide variety of substrates. The monomer composition according to the present invention contains a vinyl ether compound (A). The vinyl ether compound (A) includes a vinyl ether compound (a) having a cyclic ether skeleton. The monomer composition further contains at least one compound selected from the group consisting of a vinyl ether compound (a′) having a chain hydrocarbon skeleton, a divinyl ether compound (a″-1) having a cyclic hydrocarbon skeleton, an oxetane compound (B), and an epoxy compound (C).

公开(公告)号：US20170152346A1

公开(公告)日：2017-06-01

申请号：US15321471

申请日：2015-06-23

Applicant: DAICEL CORPORATION

Inventor： Tomoya MIZUTA ,  Keizo INOUE

IPC: C08G65/26 ,  C09D11/101 ,  C09D11/30

CPC classification number: C08G65/2603 ,  C08F16/14 ,  C08F216/14 ,  C08G65/14 ,  C08G65/18 ,  C09D11/101 ,  C09D11/30

Abstract: Provided is a monomer composition that has rapid curability and can be rapidly cured, even in the presence of oxygen and/or water, to form a cured product having excellent adhesion to a wide variety of substrates. The monomer composition according to the present invention includes at least one cationically curable monomer. The at least one cationically curable monomer includes at least one of 3-allyloxyoxetane and 3-(2-ethylhexyloxy)oxetane. The at least one of 3-allyloxyoxetane and 3-(2-ethylhexyloxy)oxetane is present in a total content of 5 weight percent or more of the total weight of the monomer composition.