US 11,993,725 B2
Barrier films and quantum dot polymer composite articles including the same
Tomoyuki Kikuchi, Hwaseong-si (KR); EunJoo Jang, Suwon-si (KR); Hyun A Kang, Suwon-si (KR); Nayoun Won, Suwon-si (KR); and Oul Cho, Suwon-si (KR)
Assigned to SAMSUNG ELECTRONICS CO., LTD., Gyeonggi-do (KR)
Filed by SAMSUNG ELECTRONICS CO., LTD., Suwon-si (KR)
Filed on Mar. 9, 2020, as Appl. No. 16/812,447.
Application 16/812,447 is a division of application No. 15/042,983, filed on Feb. 12, 2016, abandoned.
Claims priority of application No. 10-2015-0033992 (KR), filed on Mar. 11, 2015.
Prior Publication US 2020/0208011 A1, Jul. 2, 2020
Int. Cl. C09D 181/00 (2006.01); B32B 1/08 (2006.01); B32B 7/04 (2019.01); B32B 15/082 (2006.01); B32B 15/092 (2006.01); B32B 15/095 (2006.01); B32B 15/20 (2006.01); B32B 17/00 (2006.01); B32B 27/00 (2006.01); B32B 27/08 (2006.01); B32B 27/18 (2006.01); B32B 27/20 (2006.01); B32B 27/28 (2006.01); B32B 27/30 (2006.01); B32B 27/32 (2006.01); B32B 27/34 (2006.01); B32B 27/36 (2006.01); B32B 27/38 (2006.01); C09D 183/16 (2006.01); C09K 11/02 (2006.01); C09K 11/62 (2006.01); C08G 77/62 (2006.01)
CPC C09D 181/00 (2013.01) [B32B 1/08 (2013.01); B32B 7/04 (2013.01); B32B 15/082 (2013.01); B32B 15/092 (2013.01); B32B 15/095 (2013.01); B32B 15/20 (2013.01); B32B 17/00 (2013.01); B32B 27/00 (2013.01); B32B 27/08 (2013.01); B32B 27/18 (2013.01); B32B 27/20 (2013.01); B32B 27/281 (2013.01); B32B 27/285 (2013.01); B32B 27/286 (2013.01); B32B 27/288 (2013.01); B32B 27/30 (2013.01); B32B 27/302 (2013.01); B32B 27/304 (2013.01); B32B 27/308 (2013.01); B32B 27/32 (2013.01); B32B 27/325 (2013.01); B32B 27/34 (2013.01); B32B 27/36 (2013.01); B32B 27/365 (2013.01); B32B 27/38 (2013.01); C09D 183/16 (2013.01); C09K 11/02 (2013.01); C09K 11/623 (2013.01); B32B 2250/03 (2013.01); B32B 2255/10 (2013.01); B32B 2255/20 (2013.01); B32B 2255/26 (2013.01); B32B 2255/28 (2013.01); B32B 2264/10 (2013.01); B32B 2270/00 (2013.01); B32B 2307/412 (2013.01); B32B 2307/422 (2013.01); B32B 2307/7242 (2013.01); B32B 2307/7244 (2013.01); B32B 2307/7265 (2013.01); B32B 2307/728 (2013.01); B32B 2307/732 (2013.01); B32B 2457/12 (2013.01); B32B 2457/202 (2013.01); C08G 77/62 (2013.01)] 8 Claims
OG exemplary drawing
 
1. A quantum dot-polymer composite article comprising:
a quantum dot-polymer composite comprising a polymer host matrix and a plurality of quantum dots dispersed in the polymer host matrix; and
a barrier film disposed on at least a portion of surface of the quantum dot-polymer composite,
wherein the barrier film comprises:
a substrate;
a first layer disposed on the substrate and comprising an oxidation product of polysilazane, wherein the polysilazane consists of a repeating unit represented by Chemical Formula 1, wherein each occurrence of the repeating unit represented by Chemical Formula 1 may be the same or different,

OG Complex Work Unit Chemistry
wherein R1 and R2 are each independently hydrogen, an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, an alkylsilyl group, an alkylamino group, an alkoxy group, or an aromatic hydrocarbon group; and
a second layer disposed directly on the first layer and comprising a thiol-ene polymer, the thiol-ene polymer comprising a polymerization product of a first monomer having at least two thiol groups, wherein at least one thiol group is present at one terminal end and at least one thiol group is present at another terminal end, and a second monomer represented by Chemical Formula 3,

OG Complex Work Unit Chemistry
wherein, in Chemical Formula 3,
X is an aliphatic organic group comprising a carbon-carbon double bond or a carbon-carbon triple bond, an aromatic organic group comprising a carbon-carbon double bond or a carbon-carbon triple bond, or an alicyclic organic group comprising a carbon-carbon double bond or a carbon-carbon triple bond,
R2 is selected from hydrogen; a substituted or unsubstituted C1 to C30 linear or branched alkyl group; a substituted or unsubstituted C6 to C30 aryl group; a substituted or unsubstituted C3 to C30 heteroaryl group; a substituted or unsubstituted C3 to C30 cycloalkyl group; a substituted or unsubstituted C3 to C30 heterocycloalkyl group; a Cl to C10 alkoxy group; a hydroxy group; NH2; a substituted or unsubstituted C1 to C30 amine group (-NRR′, wherein R and R′ are independently hydrogen or a Cl to C30 linear or branched alkyl group); an isocyanate group; a halogen; -ROR′ (wherein R is a substituted or unsubstituted C1 to C20 alkylene group and R′ is hydrogen or a Cl to C20 linear or branched alkyl group); an acyl halide (-RC(═O)X, wherein R is a substituted or unsubstituted alkylene group and X is a halogen); —C(═O)OR′ (wherein R′ is hydrogen or a Cl to C20 linear or branched alkyl group); —CN; or —C(═O)ONRR′ (wherein R and R′ are independently hydrogen or a Cl to C20 linear or branched alkyl group),
L2 is a carbon atom, a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C6 to C30 cycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, or a substituted or unsubstituted C3 to C30 heteroarylene group,
Y2 is a single bond; a substituted or unsubstituted C1 to C30 alkylene group; a substituted or unsubstituted C2 to C30 alkenylene group; or a Cl to C30 alkylene group or a C2 to C30 alkenylene group wherein at least one methylene (-CH2-) group is replaced by sulfonyl (-S(═O)2-), carbonyl (-C(═O)-), ether (—O—), sulfide (—S—), sulfoxide (-S(═O)-), ester (-C(═O)O—), amide (-C(═O)NR-) (wherein R is hydrogen or a Cl to C10 linear or branched alkyl group), imine (—NR—) (wherein R is hydrogen or a Cl to C10 linear or branched alkyl group), or a combination thereof, n is an integer of 1 or more,
k3 is an integer of 0 or more,
k4 is an integer of 1 or more, and
the sum of n and k4 is an integer of 3 or more,
provided that when Y2 is not a single bond, n does not exceed the valence of Y2, and
provided that the sum of k3 and k4 does not exceed the valence of L2 and
wherein a surface of the second layer contacts at least a portion of the surface of the quantum dot-polymer composite.