US 11,746,176 B2Granted

Omniphobic compatibilizers for clear coatings, related articles, and related methods

AssigneeBoard of Trustees of Michigan State University

InventorsMuhammad Rabnawaz, Muhammad Naveed

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Abstract

The disclosure generally relates to omniphobic compatibilizers, which include a polymerization reaction product between a first vinyl monomer, optionally a second vinyl crosslinking monomer, and a functionalized omniphobic polymer. The functionalized omniphobic polymer can include two or more vinyl functional groups or at least one free radical initiator functional group such that the reaction product forming the omniphobic compatibilizer can be a vinyl or free-radical polymerization product. The omniphobic compatibilizer can be incorporated into a UV-curable or a non-UV-curable thermoset omniphobic composition. The UV-curable composition can be a crosslinked polymerization reaction product between the omniphobic compatibilizer, a third vinyl monomer, and a fourth polyvinyl crosslinking monomer. The non-UV-curable composition can be a crosslinked polymerization reaction product between the omniphobic compatibilizer, a first thermosetting component, and a second thermosetting component. The thermoset omniphobic composition can be a coating on a substrate in a corresponding coated article.

Claims35

Dependent claims

An omniphobic compatibilizer comprising:

a polymerization reaction product between:
a first vinyl monomer,
a second vinyl crosslinking monomer having a structure according to formula II:
CH2═CR1R3 (II)
where:
R1 is selected from hydrogen atoms, halogen atoms, alkyl groups, aryl groups, nitrile groups, ester groups, carboxylic acid groups, ketone groups, ether groups, and heteroatom-substituted derivatives of the foregoing groups, and
R3 comprises (i) a reactive functional group selected from epoxide groups, isocyanate groups, amino groups, hydroxyl groups, carboxylic groups, and combinations thereof, and (ii) a linking group selected from hydrocarbons containing from 1 to 20 carbon atoms and heteroatom-substituted hydrocarbons containing from 1 to 20 carbon atoms, and
a functionalized omniphobic polymer having a glass transition temperature (Tg) of 70° C. or less, the functionalized omniphobic polymer comprising two or more vinyl functional groups;
wherein the polymerization reaction product comprises:
block polymerization segments comprising first vinyl monomer backbone units and optionally second vinyl crosslinking monomer units, but no functionalized omniphobic polymer backbone units;
and
random polymerization segments comprising first vinyl monomer backbone units, second vinyl crosslinking monomer units, and functionalized omniphobic polymer backbone units.

9 more elements

A thermoset omniphobic composition comprising:

a crosslinked polymerization reaction product of a mixture comprising:
an omniphobic compatibilizer comprising a polymerization reaction product between (i) a first vinyl monomer, (ii) optionally a second vinyl crosslinking monomer, and (iii) a functionalized omniphobic polymer having a glass transition temperature (Tg) of 70° C. or less, wherein the functionalized omniphobic polymer comprises (A) two or more vinyl functional groups or (B) at least one free radical initiator functional group,
a third vinyl monomer,
a fourth polyvinyl crosslinking monomer, and
a UV-curing catalyst;
wherein:
the third vinyl monomer is present in the crosslinked polymerization reaction product in an amount in a range from 5 to 98 wt. % based on the crosslinked polymerization reaction product;
the omniphobic compatibilizer is present in the crosslinked polymerization reaction product in an amount in a range from 0.5 to 20 wt. % based on the crosslinked polymerization reaction product;
and
the fourth polyvinyl crosslinking monomer is present in the crosslinked polymerization reaction product in an amount in a range from 0.5 to 20 wt. % based on the crosslinked polymerization reaction product.

7 more elements

Dependencies are inferred from the claim text.

Facts

Application: 17/624,652Filed 3 Jul 2020 · us provisional application
Priority: 5 Jul 2019
Published: US 2022/0259360 A118 Aug 2022
Granted: 5 Sep 2023
Term ends: Not estimatedThe source records don’t support an estimate.

Classification18 codes

C08F 283/124
On to polysiloxanes: on to polysiloxanes having carbon-to-carbon double bonds
C08G 59/3209
Epoxy compounds containing three or more epoxy groups: obtained by polymerisation of unsaturated mono-epoxy compounds
C08F 2/50
By ultraviolet or visible light: with sensitising agents
C08F 293/00
Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable