公开(公告)号：US20150073110A1

公开(公告)日：2015-03-12

申请号：US14388624

申请日：2013-03-29

Applicant: Sirrus, Inc.

Inventor： Bernard M. Malofsky ,  Adam G. Malofsky ,  Matthew M. Ellison ,  Stanley C. Wojciak

IPC: C08F22/14

CPC classification number: C08F22/14 ,  C08F2/38

Abstract: The exemplary embodiments disclosed herein relate to activating methods for initiation polymerization of methylene malonates and other polymerizable compositions. The polymerization may be activated by anionic or free radical mechanisms. Because the polymerization may occur very quickly upon contact between the activating agent and the polymerizable composition, methods are provide herein for separating or otherwise rendering the activating agent ineffective to initiate polymerization, until such a reaction is desired. The separation may be physical (separate packaging, separate application steps, encapsulation) or it may be based on latent-activation methods (activation precursors, UV activation). Products formed from the methods disclosed herein may include inks, adhesives, coatings, sealants, reactive moldings, fibers, films, sheets, medical polymers, composites, laminates and the like. Exemplary polymerizable compositions and products formed therefrom are environmentally sustainable, environmentally benign and/or biologically benign.

Abstract translation: 本文公开的示例性实施方案涉及丙烯酸亚甲酯和其它可聚合组合物的起始聚合的活化方法。 聚合可以通过阴离子或自由基机制来活化。 因为在活化剂和可聚合组合物接触之后聚合可能非常快地发生，因此本文提供了分离或以其它方式使活化剂无效引发聚合的方法，直到需要这种反应。 分离可以是物理的（单独的包装，单独的施加步骤，包封），或者它可以基于潜活化方法（活化前体，UV活化）。 由本文公开的方法形成的产品可以包括油墨，粘合剂，涂料，密封剂，反应性模塑品，纤维，薄膜，片材，医用聚合物，复合材料，层压材料等。 示例性的可聚合组合物和由其形成的产品是环境可持续的，环境友好的和/或生物学良性的。

公开(公告)号：US10978365B2

公开(公告)日：2021-04-13

申请号：US16820464

申请日：2020-03-16

Applicant: Sirrus, Inc.

Inventor： Bernard Miles Malofsky ,  Adam Gregg Malofsky ,  Matthew Mcbrayer Ellison

IPC: H01L23/29 ,  H01L21/56 ,  H01L23/498 ,  H01L23/00

Abstract: An electronics composition includes a curable matrix material and, optionally, a filler material disposed within the matrix material. The cured matrix material includes an oligomer or polymer material derived from a compound selected from a methylene malonate monomer, a multifunctional methylene monomer, a methylene beta ketoester monomer, a methylene beta diketone monomer, or a mixture thereof.

公开(公告)号：US10913875B2

公开(公告)日：2021-02-09

申请号：US14388601

申请日：2013-03-29

Applicant: Sirrus, Inc.

Inventor： Bernard M. Malofsky ,  Adam G. Malofsky ,  Matthew M. Ellison

IPC: C09J4/00 ,  B32B27/28 ,  B32B29/00 ,  B32B15/18 ,  B32B7/12 ,  B32B15/20 ,  B32B5/24 ,  B32B15/04 ,  B32B27/36 ,  B32B27/32 ,  B32B21/04 ,  C09J5/00 ,  C08F122/14 ,  C08F20/36 ,  C08J3/24 ,  C08F222/14 ,  C08F20/28 ,  C08J5/24 ,  C08K3/22 ,  C08K3/36 ,  C08K7/06 ,  C08K7/14 ,  C09J11/04 ,  C09J11/08 ,  C08F216/38 ,  C08F216/36 ,  C09J135/02 ,  C08F222/10

Abstract: A composite material comprises a reinforcing material carried in a polymer matrix material which is the polymerization product of a polymerizable composition comprising a di-activated vinyl compound, with the proviso that the di-activated vinyl compound is not a cyanoacrylate. The reinforcing materials may be a wide variety of substrates including thermally sensitive materials. Exemplary composites can be molded and cured at ambient temperatures. Also disclosed are laminate materials having layered materials adhered by curing a di-activated vinyl polymerizable composition.

公开(公告)号：US10604601B2

公开(公告)日：2020-03-31

申请号：US15978974

申请日：2018-05-14

Applicant: Sirrus, Inc.

Inventor： Bernard M. Malofsky ,  Adam G. Malofsky ,  Tanmoy Dey ,  Matthew M. Ellison ,  Larry Hines

IPC: C07C45/75 ,  C07C49/794 ,  C07C49/796 ,  C07C49/798 ,  C07C49/80 ,  C07C67/03 ,  C07C67/30 ,  C07C69/604 ,  C08F20/28 ,  C09J133/06 ,  C08F222/10 ,  C08F20/14 ,  C09D4/00 ,  C08K3/013 ,  C07D307/46 ,  C07D333/22 ,  C08F116/36 ,  C08F128/06 ,  C09D129/12 ,  C09D141/00 ,  C07C69/738 ,  C07D307/54 ,  C07D333/24 ,  C08F20/68 ,  C08F24/00 ,  C08F28/06 ,  C08F222/14 ,  C08F20/30 ,  C08F20/38 ,  C08F22/20 ,  C08K5/00 ,  C08L21/00 ,  C08L33/14 ,  C08L33/16 ,  C08L35/02 ,  C09D133/14 ,  C09D133/16 ,  C09D135/02 ,  C09J133/14 ,  C09J133/16 ,  C09J135/02

Abstract: The present invention provides multifunctional monomers, including, but not limited to include multifunctional methylene malonate and methylene beta-ketoester monomers; methods for producing the same; and compositions and products formed therefrom. The multifunctional monomers of the invention may be produced by transesterification or by direct synthesis from monofunctional methylene malonate monomers or methylene beta-ketoester monomers. The present invention further compositions and products formed from methylene beta-ketoester monomers of the invention, 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).

公开(公告)号：US10414839B2

公开(公告)日：2019-09-17

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 ,  C08F20/38 ,  C08F22/20 ,  C08K5/00 ,  C08L21/00 ,  C08L33/14 ,  C08L33/16 ,  C08L35/02 ,  C09J133/14 ,  C07D307/54 ,  C09D133/14 ,  C09D133/16 ,  C09D135/02 ,  C09J135/02 ,  C09J133/16 ,  C07C49/80 ,  C07C69/604 ,  C07C67/03 ,  C09J133/06 ,  C07D307/46 ,  C07C49/794 ,  C07C49/796 ,  C07C49/798 ,  C09D141/00 ,  C07D333/22 ,  C08F116/36 ,  C08F128/06 ,  C09D129/12 ,  C07C45/75 ,  C07D333/24 ,  C08F20/68 ,  C08F24/00 ,  C07C67/30 ,  C08F222/14 ,  C08F28/06 ,  C07C69/738 ,  C08F20/30 ,  C08K3/013 ,  C07C67/333 ,  C07C67/343 ,  C08F20/14 ,  C09D4/00 ,  C09J4/00 ,  C08F222/10 ,  C08K5/08 ,  C08K5/13

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：US20190263955A1

公开(公告)日：2019-08-29

申请号：US16381249

申请日：2019-04-11

Applicant: Sirrus, Inc.

Inventor： Jeffrey M. Sullivan ,  Aniruddha Palsule ,  Alexander R. Holzer ,  Peter Rulon Stevenson ,  Kshitij Kishen Parab

IPC: C08F222/10 ,  C08F293/00 ,  C09J135/02 ,  C07C69/38 ,  C08F222/14 ,  C08F2/22 ,  C09D135/02

Abstract: The disclosure relates to polymers including one or more 1,1-disubstitued alkene monomers. By employing a plurality of monomers and/or tailored chain structure, polymers having improved combinations of properties are achieved. The polymer may be a copolymer, preferably including two or more 1,1-disubstituted alkene monomers. The polymer may be a homopolymer having a tailored chain structure.

公开(公告)号：US10308802B2

公开(公告)日：2019-06-04

申请号：US15509403

申请日：2015-09-08

Applicant: Sirrus, Inc.

Inventor： Jeffrey M. Sullivan ,  Aniruddha Sudhir Palsule ,  Alexander R. Holzer ,  Peter R. Stevenson ,  Kshitij K. Parab

IPC: C08F222/14 ,  C08F267/06 ,  C08L33/04 ,  C07C69/38 ,  C08F222/10 ,  C08F2/22 ,  C09D135/02 ,  C09J135/02

Abstract: The disclosure relates to polymers including one or more 1,1-disubstituted alkene monomers. By employing a plurality of monomers and/or tailored chain structure, polymers having improved combinations of properties are achieved. The polymer may be a copolymer, preferably including two or more 1,1-disubstituted alkene monomers. The polymer may be a homopolymer having a tailored chain structure.

公开(公告)号：US10196481B2

公开(公告)日：2019-02-05

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: C08G63/02 ,  C08G63/16 ,  B32B27/36 ,  C12P7/62 ,  C08G63/87 ,  C08G63/52 ,  C08G63/54 ,  C08G63/91 ,  C08G64/42

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：US10167348B2

公开(公告)日：2019-01-01

申请号：US15589274

申请日：2017-05-08

Applicant: Sirrus, Inc.

Inventor： Aniruddha Palsule ,  Alexander R. Holzer ,  Peter Rulon Stevenson ,  Kshitij Kishen Parab ,  Jeffrey M. Sullivan

IPC: C08F2/06 ,  C08F22/10 ,  C09D135/02 ,  C09D153/00 ,  B05D3/00

Abstract: The present teachings show that it is possible to polymerize 1,1-disubstituted alkene compounds in a solution (for example using one or more solvents). Polymerization of 1,1-disubstituted alkene compounds in a solution provides opportunities to better control the polymerization compared with bulk polymerization. The solution polymerization techniques can be employed for preparing homopolymers, copolymers (e.g., random copolymers), and block copolymers.

公开(公告)号：US20180222839A1

公开(公告)日：2018-08-09

申请号：US15944491

申请日：2018-04-03

Applicant: SIRRUS, INC.

Inventor： Jeffrey M. Sullivan ,  William Barrett ,  Ami Doshi

IPC: C07C67/02 ,  C07C69/593 ,  C07C67/03

CPC classification number: C07C67/02 ,  C07C67/03 ,  C07C69/593 ,  C07C2601/14 ,  C07C2602/42

Abstract: Disclosed are methods for the heterogeneous catalytic transesterification of compounds having one or more ester groups and groups reactive under transesterification conditions, such as 1,1-disubstituted alkene compounds, with alcohols or esters and novel compositions prepared therefrom. Further disclosed are novel compounds and compositions prepared as a result of the methods.