3m Innovative Properties Company

Erik M Townsend

William H Moser

Michael A Kropp

Shantanu R Ranade

Jonathan D Zook

Ross E Behling

Sheng Ye

Dean M Moren

Jason D Clapper

Michael D Swan

Alexander J Kugel

Kathleen S Shafer

Kai U Claussen

William H Sikorski, Jr

Rachna Khurana

Susan E DeMoss

Binhong Lin

Jayshree Seth

Mario Alberto Perez

Mary M Caruso Dailey

Kelly A Volp

Ian Dailey

Zachary J Thompson

Li Yao

Scott A Boyd

Andrew R Davis

Brian S Lam

Clinton J Cook

Susan E Demoss

An article comprises a substrate having a first portion comprising at least one of a metal or a ceramic metal oxide. A composite foam is bonded to the metal or ceramic metal oxide. The composite foam comprises: at least one polymer preparable by ring-opening metathesis polymerization; at least one catalyst for the ring-opening metathesis polymerization; at least one difunctional coupling agent represented by Z—X—Z. Each Z independently represents a group that is chemically reactive with at least one of the chemically bound surface hydroxyl groups thereby forming at least one covalent bond. Each X independently represents a divalent organic linking group having a number average molecular weight of 500 to 10000 grams per mole; and at least one of hollow glass microspheres or expanded polymeric microspheres. A method of making the article is also disclosed.

Article and method of making the same

A two-part curable composition comprises: a Part A component comprising polythiol having a thiol group functionality of at least two, and tertiary amine accelerator; and a Part B component comprising polyene comprising at least two of non-aromatic C—C double bonds, C—C triple bonds, or a combination thereof and organic peroxide curative. At least one of the polythiol or the polyene comprises a respective reaction product of reaction components comprising: HSRO(CHCHRO)RSH wherein each Rindependently represents an alkyl group having from 2 to 12 carbon atoms, each Rindependently represents H or CH, and a represents an integer from 1 to 20; triallyl isocyanurate; H═CHORO(CHCHRO)ROCH═CH; and. A method of making a curable composition comprises combining the Part A and Part B components of the two-part curable composition. Methods of sealing a substrate and adhering two substrates, and articles made thereby are also disclosed. (Formula AA).

Curable compositions and methods of making and using the same

Adhesive composition and articles are described comprising a carrier substrate (e.g. release liner or backing) and an adhesive composition disposed on the carrier substrate. The adhesive composition comprises at least 20 wt. % of a polymer; unpolymerized cyclic olefin; and a (e.g. latent) ring opening metathesis polymerization catalyst or precatalyst thereof. The polymer may have a Tg less than 25° C. and/or may be an acrylic polymer. Also described is a method of bonding.

Adhesive article comprising polymer and polymerizable cyclic olefins, adhesive compositions and methods

Curable adhesive free-standing films and adhesive systems comprising such films are provided. In some embodiments, a curable adhesive free-standing film comprises a blend of: a) a first film-forming polymer or oligomer; b) a first species comprising first unsaturated free-radically polymerizable groups, which may be a) or a species other than a); c) a first transition metal cation; d) a reducing agent; and no oxidizing agent. In some embodiments, an adhesive system comprises: I) a first curable adhesive free-standing film as described preceding; and II) a second curable adhesive free-standing film comprising a blend of: e) a second film-forming polymer or oligomer; f) a second species comprising second unsaturated free-radically polymerizable groups, which may be e) or may be a species other than e); and g) an oxidizing agent. In some embodiments, the curable adhesive free-standing films may be pressure sensitive adhesives prior to cure. Methods of use are provided.

Film-initiated cure of structural adhesive film

Curable adhesive films, primers for adhesion of curable adhesive films, and adhesive systems comprising adhesive films and primers are provided. In some embodiments, an adhesive system comprises: I) a curable adhesive free-standing film comprising a blend of: a) a first film-forming polymer or oligomer; b) a first species comprising first unsaturated free-radically polymerizable groups, which may be a) or a species other than a); and c) a first transition metal cation; and II) a primer for adhesion of a curable adhesive free-standing film to a first substrate comprising an oxidizing agent. In some embodiments, an adhesive system comprises: I) a curable adhesive free-standing film comprising an outer surface bearing embossed air bleed channels capable of aiding in escape of air during application of the outer surface to a primed substrate; and II) a primer comprising components that initiate cure of the curable adhesive free-standing film.

Primer-initiated cure of structural adhesive film

The present disclosure provides a redox initiator system for initiating polymerization comprising an oxidizing agent, a photolabile reducing agent derived from a barbiturate, and a transition metal complex that participates in a redox cycle. On exposure to actinic radiation, such as UV, the photolabile compound photolyzes, releasing the reducing agent and initiating the redox-initiated polymerization.

Photolabile barbiturate compounds

An adhesive article comprising first and second tacky latent adhesive layers disposed on respective first and second opposed major surfaces of a substrate. Each of the first and second tacky latent adhesive layers independently comprises at least one polymerizable component, and a redox initiator system comprising a transition metal complex that participates in a redox cycle, an oxidizing agent, and a blocked reducing agent represented by the formula ((I). Each of Rand Rare independently H, an alkyl, an aryl, or RPhoto5 with the proviso that at least one of R1 and Ris RPhoto. Rrepresents a photoremovable group. Each of Rand Rindependently represents H, an alkyl group, or an aryl group comprising a monovalent ester, ether, urethane, or carbonate group. Methods of making and using the adhesive articles are also disclosed. 

Adhesive article and methods of making and using the same

A composition including a polythiol having more than one thiol groups, a polyepoxide having more than one epoxide group, a photolatent base catalyst that can photochemically generate a first amine, and a second amine phase-separated within the composition. A polymer network preparable from the composition, and a method for making the polymer network are also disclosed.

Composition including a polythiol, a polyepoxide, a photolatent base, and an amine and methods relating to the composition

A dual curable thiol-ene composition comprising a polythiol, an unsaturated compound, a photoinitiator, an organic hydroperoxide (thermal initiator) and optionally a nitrogen-containing base, such as e.g. an N-heterocyclic compound (together with the organic hydroperoxide a redox initiator system). A cross-linked polymer prepared therefrom. A method of making such a polymer. A cured sealant comprising such a polymer. The sealant is preferably for use in aerospace.

Dual curable thiol-ene composition, comprising a polythiol, an unsaturated compound, a photoinitiator and an organic hydroperoxide, as well as a cross-linked polymer sealant prepared therefrom for use in aerospace

Provided are dual cure monomer are of the formula: (I) wherein R* is a (hetero)hydrocarbyl group; Xis &#x2014;O&#x2014;, &#x2014;S&#x2014;, &#x2014;NR&#x2014;, &#x2014;NR&#x2014;CO&#x2014;NR, &#x2014;CO&#x2014;NR&#x2014; or NR&#x2014;CO&#x2014;, where Ris H, C-Calkyl or R-Epoxy; Ris a divalent (hetero)hydrocarbyl group; Xis &#x2014;O&#x2014;, &#x2014;S&#x2014;, &#x2014;NR&#x2014;, &#x2014;NR&#x2014;CO&#x2014;NR&#x2014;, &#x2014;CO&#x2014;NR&#x2014;, &#x2014;NR&#x2014;CO&#x2014; where Ris H, C-Calkyl or R&#x2014;CH&#x2550;CH; Ris a divalent (hetero)hydrocarbyl group; subscripts a and b are at least one, subscripts c and d are at least one, with the proviso that the monomer has at least two epoxy groups and at least two ene groups. 

Dual cure monomers

Provided are sealant compositions that include a first component and second component. The first component contains a polysulfide, a polythioether, or a copolymer or combination thereof containing pendant or terminal thiol groups, while the second in component contains an ethylenically-unsaturated compound and either the first or second component further contains a photoinitiator. Alternatively, the second component can contain a polyepoxide and either the first or second component can contain a photolatent base and a photosensitizer. The first or second component further contains a colorant that substantially reflects or substantially transmits light over the wavelength range from 350 nm to 500 nm. These compositions can provide cure-on-demand sealant formulations that comply with Class B sealant regulations on color, provide an acceptable depth of cure, and allow two-part mixing to be easily distinguishable.

Polythiol sealant compositions

Polymerizable compositions comprising a redox initiator system is disclosed. The redox initiators comprises a photolabile reducing agent, that photolyzes and initiates the redox cycle. Dental compositions comprising dental resins and the photolabile redox initiator system are also described.

Redox polymerizable composition with photolabile reducing agents

Polymerizable compositions comprising a redox initiator system is disclosed. The redox initiator system comprises a photolabile transition metal complex that photolyzes and initiates the redox cycle. Dental compositions comprising dental resins and the photolabile redox initiator system are also described.

Redox polymerizable composition with photolabile transition metal complexes

Polymerizable dental compositions comprising a redox initiator system is disclosed. The redox initiator system comprises a photolabile transition metal complex that photolyzes and initiates the redox cycle.

Growing community of inventors

Hastings, MN, United States of America

Erik M Townsend