公开(公告)号：US20200223779A1

公开(公告)日：2020-07-16

申请号：US16641415

申请日：2018-09-12

Applicant: Sirrus, Inc.

Inventor： Jeffrey M. Sullivan ,  Ami Doshi ,  Kshitij Kishen Parab

IPC: C07C67/30 ,  C07C45/61 ,  B01J31/04

Abstract: The present teachings disclose contacting an amine salt catalyst with a dicarbonyl compound having an alkylene group between the carbonyl group; adding formaldehyde, paraformaldehyde, or formalin in an amount of about 2:1 to about 3:1 moles of formaldehyde to moles of the dicarbonyl compound to form a mixture; and refluxing the mixture. The process forms a carbonyl-substituted alkene. The process may be performed in the absence of a solvent. The process may form methylene malonates, methylene dimalonates, methylene keto malonamides, methylene diketones, methylene keto esters, and the like.

公开(公告)号：US10703842B2

公开(公告)日：2020-07-07

申请号：US16147859

申请日：2018-09-30

Applicant: Sirrus, Inc.

Inventor： Peter Rulon Stevenson ,  Aniruddha Sudhir Palsule ,  Jeffrey M. Sullivan

IPC: C08F22/14 ,  C08F16/36 ,  C08K9/10 ,  C09J4/06 ,  B01J13/18 ,  B01J13/22 ,  C08F222/14 ,  C09J135/02 ,  C08K5/00 ,  C08K3/01 ,  C08L27/06 ,  C08J3/24 ,  C08K5/11

Abstract: A polymerizable system includes a curable composition and one or more encapsulated initiator particles. The curable composition can include one or more 1,1-disubstituted alkene compounds and the encapsulated initiator particles can include one or more polymerization initiators encapsulated by a cured composition. The cured composition includes one or more 1,1-disubstituted alkene compounds.

公开(公告)号：US10519257B2

公开(公告)日：2019-12-31

申请号：US15857808

申请日：2017-12-29

Applicant: SIRRUS, INC.

Inventor： Jeffrey M. Sullivan ,  Aniruddha Palsule ,  Alexander R. Holzer ,  Kshitij K. Parab ,  Ami Doshi

IPC: C08F22/10 ,  C07C69/50 ,  C08F222/14 ,  C09J135/02 ,  C08F2/06 ,  C07C69/593

Abstract: The disclosure relates to compositions containing 1,1-di-carbonyl-substituted alkene compounds capable of preparing polymers having glass transition temperatures above room temperature. The present teaching also relates to polymers prepared 1,1-di-carbonyl-substituted alkene compounds which exhibit glass transition temperatures of 60° C. The disclosure also relate to methods for enhancing the glass transition temperatures of polymers prepared from 1,1-di-carbonyl-substituted alkene compounds.

公开(公告)号：US20190315892A1

公开(公告)日：2019-10-17

申请号：US16455040

申请日：2019-06-27

Applicant: Sirrus, Inc.

Inventor： Bernard M. Malofsky ,  Adam G. Malofsky ,  Tanmoy Dey ,  Jeffrey M. Sullivan

IPC: C08F20/28 ,  C08F24/00 ,  C07C67/333 ,  C07D333/24 ,  C09D129/12 ,  C08F128/06 ,  C08F116/36 ,  C07D333/22 ,  C09D141/00 ,  C07D307/46 ,  C09J133/06 ,  C08F20/68 ,  C07C67/343 ,  C08F20/14 ,  C09D4/00 ,  C09J4/00 ,  C08K3/013 ,  C08K5/00 ,  C07C67/30 ,  C07C49/80 ,  C09J133/16 ,  C09J135/02 ,  C09D135/02 ,  C09D133/16 ,  C09D133/14 ,  C08F20/30 ,  C07C69/738 ,  C08F28/06 ,  C08F222/14 ,  C08L35/02 ,  C08L33/16 ,  C08L33/14 ,  C08L21/00 ,  C08F22/20 ,  C08F20/38 ,  C07D307/54 ,  C09J133/14 ,  C07C45/75 ,  C07C49/798 ,  C07C49/796 ,  C07C49/794 ,  C07C67/03 ,  C07C69/604

Abstract: The present teachings are directed at 1,1-di substituted alkene monomers (e.g., methylene beta-ketoester monomers), methods for producing the same, polymerizable compositions including a methylene beta-ketoester monomer, and polymers, compositions and products formed therefrom. The monomer preferably is a high purity monomer. In the method for producing the methylene beta-ketoesters of the invention, a beta-ketoester may be reacted with a source of formaldehyde. The methylene beta-ketoester monomers may be used in monomer-based products (e.g., inks, adhesives, coatings, sealants or reactive molding) and polymer-based products (e.g., fibers, films, sheets, medical polymers, composite polymers and surfactants).

公开(公告)号：US10081685B2

公开(公告)日：2018-09-25

申请号：US15467330

申请日：2017-03-23

Applicant: Sirrus, Inc.

Inventor： Peter Rulon Stevenson ,  Alexander R. Holzer ,  Aniruddha Sudhir Palsule ,  Jeffrey M. Sullivan

IPC: C08F2/24 ,  C08F22/14 ,  C08F267/06 ,  C08F2/26 ,  C08F122/14

CPC classification number: C09J135/02 ,  B01J19/10 ,  B01J19/18 ,  C08F2/26 ,  C08F2/30 ,  C08F22/10 ,  C08F122/14 ,  C08F267/06 ,  C08J3/07 ,  C08K5/103 ,  C08K5/1535 ,  C08K5/42 ,  C09D7/63 ,  C09D7/65 ,  C09D135/02 ,  C09J11/06 ,  C09J11/08

Abstract: The present teachings show that it is possible to polymerize 1,1-disubstituted alkene compounds in an emulsion (for example using a water based carrier liquid), despite the possible reactions between the monomer and water. Polymerization of 1,1-disubstituted alkene compounds in an emulsion provides opportunities to better control the polymerization compared with bulk polymerization. The emulsion polymerization techniques can be employed for preparing homopolymers, copolymers (e.g., random copolymers), and block copolymers.

公开(公告)号：US10047192B2

公开(公告)日：2018-08-14

申请号：US14404870

申请日：2013-05-31

Applicant: Sirrus, Inc.

Inventor： Matthew McBrayer Ellison ,  Bernard Miles Malofsky ,  Adam Gregg Malofsky ,  Tanmoy Dey ,  Jeffrey M. Sullivan

IPC: B01F17/00 ,  C08G63/00 ,  C08F18/14 ,  G02B1/04 ,  C08F222/10 ,  C07C69/38 ,  C07C69/708 ,  C09J5/00 ,  C09J167/00 ,  G02B6/255

CPC classification number: C08G63/00 ,  C07C69/38 ,  C07C69/708 ,  C08F18/14 ,  C08F222/10 ,  C09J5/00 ,  C09J167/00 ,  G02B1/04 ,  G02B6/255 ,  C08L31/06

Abstract: Optical materials including polymerizable compositions and oligomeric and polymeric material formed therefrom. The oligomer or polymer material include structural repeat units. The optical material has low or substantially no absorbance of wavelengths in at least one of the spectral regions of interest. Optical components include adhesives, waveguides, spherical or non-spherical optical lenses, architectural articles, automotive components, laminated structures and composites.

公开(公告)号：US20170355789A1

公开(公告)日：2017-12-14

申请号：US15661893

申请日：2017-07-27

Applicant: SIRRUS, INC.

Inventor： Bernard M. Malofsky ,  Adam G. Malofsky ,  Tanmoy Dey ,  Jeffrey M. Sullivan

IPC: C08F20/28 ,  C09D135/02 ,  C07C67/30 ,  C08L33/14 ,  C08F24/00 ,  C08F20/68 ,  C07C69/604 ,  C09J133/16 ,  C07C49/794 ,  C09D133/16 ,  C08F20/38 ,  C07C49/80 ,  C08F20/30 ,  C07D307/54 ,  C08K3/00 ,  C08K5/00 ,  C08F128/06 ,  C07C49/798 ,  C07D333/22 ,  C07C49/796 ,  C09J133/06 ,  C07C69/738 ,  C07C67/03 ,  C09J133/14 ,  C07C45/75 ,  C08F28/06 ,  C09D141/00 ,  C09D129/12 ,  C08F116/36 ,  C08L21/00 ,  C08F22/20 ,  C07D307/46 ,  C08L33/16 ,  C08L35/02 ,  C09J135/02 ,  C07D333/24 ,  C09D133/14 ,  C08F222/14 ,  C08F222/10

CPC classification number: C08F20/28 ,  C07C45/75 ,  C07C49/794 ,  C07C49/796 ,  C07C49/798 ,  C07C49/80 ,  C07C67/03 ,  C07C67/30 ,  C07C67/333 ,  C07C67/343 ,  C07C69/604 ,  C07C69/738 ,  C07C2601/02 ,  C07C2601/04 ,  C07C2601/08 ,  C07C2601/14 ,  C07D307/46 ,  C07D307/54 ,  C07D333/22 ,  C07D333/24 ,  C08F20/14 ,  C08F20/30 ,  C08F20/38 ,  C08F20/68 ,  C08F22/20 ,  C08F24/00 ,  C08F28/06 ,  C08F116/36 ,  C08F128/06 ,  C08F222/1006 ,  C08F222/14 ,  C08K3/013 ,  C08K5/0008 ,  C08K5/005 ,  C08K5/08 ,  C08K5/13 ,  C08L21/00 ,  C08L33/14 ,  C08L33/16 ,  C08L35/02 ,  C09D4/00 ,  C09D129/12 ,  C09D133/14 ,  C09D133/16 ,  C09D135/02 ,  C09D141/00 ,  C09J4/00 ,  C09J133/06 ,  C09J133/14 ,  C09J133/16 ,  C09J135/02 ,  Y02P20/127 ,  C07C69/716

Abstract: The present teachings are directed at 1,1-disubstituted alkene monomers (e.g., methylene beta-ketoester monomers), methods for producing the same, polymerizable compositions including a methylene beta-ketoester monomer, and polymers, compositions and products formed therefrom. The monomer preferably is a high purity monomer. In the method for producing the methylene beta-ketoesters of the invention, a beta-ketoester may be reacted with a source of formaldehyde. The methylene beta-ketoester monomers may be used in monomer-based products (e.g., inks, adhesives, coatings, sealants or reactive molding) and polymer-based products (e.g., fibers, films, sheets, medical polymers, composite polymers and surfactants).

公开(公告)号：US20170349702A1

公开(公告)日：2017-12-07

申请号：US15472379

申请日：2017-03-29

Applicant: SIRRUS, INC.

Inventor： Aniruddha Palsule ,  Jeffrey M. Sullivan ,  Kshitij K. Parab ,  Elliott King ,  William Barrett

IPC: C08G63/60 ,  C07C69/593 ,  C08G64/42 ,  C12P7/62

CPC classification number: C08G63/60 ,  B32B27/36 ,  C07C69/593 ,  C08G63/16 ,  C08G63/52 ,  C08G63/87 ,  C08G64/42 ,  C12P7/62 ,  C12P7/625

Abstract: Disclosed are compositions comprising polyester macromers containing in one or more chains the residue of one or more diols and one or more diesters wherein the residue of the one or more diols and the one or more diesters alternate along the chain and a portion of the diesters are 1,1-diester-1-alkenes, and optionally one or more dihydrocarbyl dicarboxylates, and at least one terminal end comprises the residue of one of the 1,1-diester-1 alkenes and wherein one or more terminal ends may comprise the residue of one or more diols. The chains may contain the residue of the one or more diols and one or more diesters comprising one or more diesters 1,1-diester-1 alkenes and optionally one or more dihydrocarbyl dicarboxylates randomly disposed along the chains. Disclosed are methods of preparing the polyester macromers and incorporating them in a variety of polyester containing compositions such as coatings and films.

公开(公告)号：US20170349700A1

公开(公告)日：2017-12-07

申请号：US15592829

申请日：2017-05-11

Applicant: SIRRUS, INC.

Inventor： Aniruddha Palsule ,  Jeffrey M. Sullivan ,  Kshitij K. Parab ,  Ami Doshi ,  Alexander R. Holzer ,  Matthew Reilman

IPC: C08G63/16 ,  B32B27/36 ,  C08G63/87 ,  C12P7/62

CPC classification number: C08G63/16 ,  B32B27/36 ,  C08G63/52 ,  C08G63/54 ,  C08G63/87 ,  C08G63/916 ,  C08G64/42 ,  C12P7/625

Abstract: Functionalized compounds including residues of one or more 1,1-disubstituted alkene compounds. Preferably the functionalized compound includes the residue of two or more 1,1-disubstituted alkene compounds, which are spaced apart. The functionalized compound may be produced by a transesterification reaction. The functionalized compounds may be employed in a polymerizable composition and may be used to prepare new polymers, (for example by reacting the alkene group).

公开(公告)号：US09828324B2

公开(公告)日：2017-11-28

申请号：US14868795

申请日：2015-09-29

Applicant: Sirrus, Inc.

Inventor： Jeffrey M. Sullivan ,  Adam G. Malofsky ,  Bernard M. Malofsky ,  Tanmoy Dey

IPC: C07C45/00 ,  C07C49/00 ,  C08L27/12 ,  B03D1/016 ,  C08F214/06 ,  C08L27/00 ,  C07C49/84 ,  C07C45/75 ,  C07C49/203 ,  C07C49/794 ,  C07C49/796 ,  C07D333/22 ,  C07C49/557 ,  C07C49/227 ,  C07D307/46 ,  C07C49/80

CPC classification number: C07C49/84 ,  C07C45/75 ,  C07C49/203 ,  C07C49/227 ,  C07C49/557 ,  C07C49/794 ,  C07C49/796 ,  C07C49/80 ,  C07C2601/14 ,  C07D307/46 ,  C07D333/22

Abstract: The present teachings are directed at 1,1-disubstituted alkene monomers (e.g., methylene beta-diketone monomers), methods for producing the same, and compositions and products formed therefrom. In the method for producing the monomer, a beta-diketone is preferably reacted with a source of formaldehyde in a modified Knoevenagel reaction optionally in the presence of an acidic or basic catalyst, and optionally in the presence of an acidic or non-acidic solvent, to form reaction complex. The reaction complex may be an oligomeric complex. The reaction complex is subjected to vaporization in order to isolate the monomer. The monomer(s) may be employed in compositions and products, including monomer-based products (e.g., inks, adhesives, coatings, sealants or reactive molding) and polymer-based products (e.g., fibers, films, sheets, medical polymers, composite polymers and surfactants).