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 an 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.
Type:
Grant
Filed:
May 8, 2017
Date of Patent:
May 15, 2018
Assignee:
Sirrus, Inc.
Inventors:
Aniruddha Palsule, Alexander R. Holzer, Peter Rulon Stevenson, Kshitij Kishen Parab, Jeffrey M. Sullivan
Abstract: Disclosed are methods for the 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.
Type:
Grant
Filed:
April 15, 2016
Date of Patent:
April 10, 2018
Assignee:
Sirrus, Inc.
Inventors:
Jeffrey M. Sullivan, Aniruddha Palsule, Peter Rulon Stevenson, Kshitij Kishen Parab
Abstract: Electropolymerizable systems are disclosed. The electropolymerizable systems include an electropolymerizable composition including one or more 1,1-disubstituted alkene compounds and one or more conductive synergists.
Type:
Grant
Filed:
March 29, 2017
Date of Patent:
April 3, 2018
Assignee:
Sirrus, Inc.
Inventors:
Peter Rulon Stevenson, Jeffrey M. Sullivan
Abstract: The disclosure relates to compositions containing 1,1-disubstituted alkene compounds capable of preparing polymers having glass transition temperatures above room temperature. The present teaching also relates to polymers prepared 1,1-disubstituted 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-disubstituted alkene compounds.
Type:
Grant
Filed:
April 1, 2016
Date of Patent:
October 17, 2017
Assignee:
Sirrus, Inc.
Inventors:
Jeffrey M. Sullivan, Aniruddha Palsule, Alexander R. Holzer, Kshitij K. Parab, Ami Doshi
Abstract: Reactive composition includes a reactive component able to form an adhesive bond between two substrates, at least one of which comprises a plastic material. The substrate may include an initiator on or near the surface thereof. The initiator may be present in the plastic material inherently, by blending in an additive package, through injection molding, or other process. The reactive component may comprise a methylene malonate, a reactive multifunctional methylene, a methylene beta ketoester, a methylene beta diketone. A carrier component for the reactive component may be selected to interact with the plastic substrate to soften and/or penetrate the surface to be bonded. The surface of the plastic may be abraded or otherwise treated to expose the initiator. The reactive component, upon contact with a suitable initiator, is able to polymerize to form an interpenetrating polymer weld.
Type:
Grant
Filed:
April 3, 2015
Date of Patent:
September 5, 2017
Assignee:
Sirrus, Inc.
Inventors:
Bernard Miles Malofsky, Adam Gregg Malofsky, Matthew McBrayer Ellison, Joseph D. Desousa
Abstract: Compositions comprising a) one or more polyester macromers containing one or more chains of 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 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; and b) one or more polymers having pendant Michael Addition donor groups. Disclosed are coating prepared from these compositions.
Type:
Grant
Filed:
January 19, 2017
Date of Patent:
August 1, 2017
Assignee:
Sirrus, Inc.
Inventors:
Aniruddha S. Palsule, Jeffrey M. Sullivan, Katherine E. Vanderpool, Alexander R. Holzer, Anushree Deshpande, John Klier
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.
Type:
Grant
Filed:
April 8, 2016
Date of Patent:
June 20, 2017
Assignee:
Sirrus, Inc.
Inventors:
Peter Rulon Stevenson, Aniruddha Sudhir Palsule, Jeffrey M. Sullivan
Abstract: Electropolymerizable compositions are disclosed. Certain electropolymerizable compositions include one or more 1,1-disubstituted alkene compounds and one or more conductive synergists. Other certain electropolymerizable compositions include one or more 1,1-disubstituted alkene compounds and one or more acid stabilizers and one or more free radical stabilizers.
Type:
Grant
Filed:
November 23, 2015
Date of Patent:
April 11, 2017
Assignee:
Sirrus, Inc.
Inventors:
Peter Rulon Stevenson, Jeffrey M. Sullivan
Abstract: Ink and coating compositions, printing and coating processes, and printed and coated substrates utilizing a polymerizable composition comprising one or more di-activated vinyl compounds, with the proviso that said a di-activated vinyl compound is not a cyanoacrylate. Exemplary compositions include methylene malonates, methylene ?-ketoesters, methylene ?-diketones, dialkyl disubstituted vinyls, and dihaloalkyl disubstituted vinyls. Exemplary compositions are polymerizable at ambient temperatures.
Type:
Grant
Filed:
August 25, 2015
Date of Patent:
December 20, 2016
Assignee:
Sirrus, Inc.
Inventors:
Bernard M. Malofsky, Adam G. Malofsky, Matthew M. Ellison
Abstract: An encapsulated initiator particle includes one or more polymerization initiators encapsulated by a cured composition. The cured composition includes one or more 1,1-disubstituted alkene compounds. Polymerizable systems can include one or more encapsulated initiator particles and a polymerizable composition. The polymerizable composition can include one or more 1,1-disubstituted alkene compounds. Methods for forming an encapsulated initiator particle are also described herein.
Type:
Grant
Filed:
May 29, 2015
Date of Patent:
May 10, 2016
Assignee:
Sirrus, Inc.
Inventors:
Peter Rulon Stevenson, Aniruddha Sudhir Palsule, Jeffrey M. Sullivan
Abstract: Ink and coating compositions, printing and coating processes, and printed and coated substrates utilizing a polymerizable composition comprising one or more di-activated vinyl compounds, with the proviso that said a di-activated vinyl compound is not a cyanoacrylate. Exemplary compositions include methylene malonates, methylene ?-ketoesters, methylene ?-diketones, dialkyl disubstituted vinyls, and dihaloalkyl disubstituted vinyls. Exemplary compositions are polymerizable at ambient temperatures.
Type:
Grant
Filed:
March 29, 2013
Date of Patent:
January 12, 2016
Assignee:
Sirrus, Inc.
Inventors:
Bernard M. Malofsky, Adam G. Malofsky, Matthew M. Ellison
Abstract: A method of initiating polymerization of a composition formed of a 1,1-disubstituted alkene compound includes contacting the composition with a substrate and passing an electrical charge through the composition. The composition can also be electrografted to the substrate or include conductive synergists.
Type:
Grant
Filed:
June 1, 2015
Date of Patent:
December 22, 2015
Assignee:
Sirrus, Inc.
Inventors:
Peter Rulon Stevenson, Jeffrey M. Sullivan
Abstract: Ink and coating compositions, printing and coating processes, and printed and coated substrates utilizing a polymerizable composition comprising one or more di-activated vinyl compounds, with the proviso that said a di-activated vinyl compound is not a cyanoacrylate. Exemplary compositions include methylene malonates, methylene ?-ketoesters, methylene ?-diketones, dialkyl disubstituted vinyls, and dihaloalkyl disubstituted vinyls. Exemplary compositions are polymerizable at ambient temperatures.
Type:
Application
Filed:
March 29, 2013
Publication date:
April 16, 2015
Applicant:
Sirrus, Inc.
Inventors:
Bernard M. Malofsky, Adam G. Malofsky, Matthew M. Ellison