Selective, Catalytic Oxidations of C-H Bonds in Polyethylenes Produce Functional Materials with Enhanced Adhesion

被引:131
作者
Chen, Liye [1 ]
Malollari, Katerina G. [2 ]
Uliana, Adam [3 ]
Sanchez, Daniel [4 ]
Messersmith, Phillip B. [5 ,6 ,7 ]
Hartwig, John F. [1 ]
机构
[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
[2] Univ Calif Berkeley, Dept Mech Engn, Berkeley, CA 94720 USA
[3] Univ Calif Berkeley, Dept Chem & Biomol Engn, Berkeley, CA 94720 USA
[4] Princeton Univ, Dept Chem, Princeton, NJ 08544 USA
[5] Univ Calif Berkeley, Dept Mat Sci & Engn, Berkeley, CA 94720 USA
[6] Univ Calif Berkeley, Dept Bioengn, Berkeley, CA 94720 USA
[7] Lawrence Berkeley Natl Lab, Mat Sci Div, Berkeley, CA 94720 USA
关键词
HYDROXYLATION; COPOLYMERS; ETHYLENE; POLYOLEFINS; PERFORMANCE; MONOMERS;
D O I
10.1016/j.chempr.2020.11.020
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis of functional and processable polyethylenes from simple vinyl monomers with controlled molecular weights and architectures has been a grand challenge of polymer chemistry. Post-polymerization modification of the homopolymers of ethylene is attractive for this purpose but has been hampered by the lack of efficient methods for the selective functionalization of C-H bonds in polyolefins. We report the selective, catalytic oxidation of C-H bonds in commodity polyethylenes with varying molecular weights and architectures. Remarkably, the functionalized materials, even at low levels of functionalization, exhibit physical properties that are absent in unmodified polyolefins, such as strong adhesion and the ability to be painted with common waterborne latex paint. Such observations indicate that selectively modified polyethylenes as described here may help to transform existing commodity plastics into more valuable and potentially more sustainable materials.
引用
收藏
页码:137 / 145
页数:9
相关论文
共 35 条
[1]   Catalytic hydroxylation of polypropylenes [J].
Bae, C ;
Hartwig, JF ;
Harris, NKB ;
Long, RO ;
Anderson, KS ;
Hillmyer, MA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (02) :767-776
[2]   Regiospecific side-chain functionalization of linear low-density polyethylene with polar groups [J].
Bae, CS ;
Hartwig, JF ;
Chung, HY ;
Harris, NK ;
Switek, KA ;
Hillmyer, MA .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (39) :6410-6413
[3]   Post-polymerization functionalization of polyolefins [J].
Boaen, NK ;
Hillmyer, MA .
CHEMICAL SOCIETY REVIEWS, 2005, 34 (03) :267-275
[4]   Selective and mild oxyfunctionalization of model polyolefins [J].
Boaen, NK ;
Hillmyer, MA .
MACROMOLECULES, 2003, 36 (19) :7027-7034
[5]   Copolymerization of polar monomers with olefins using transition-metal complexes [J].
Boffa, LS ;
Novak, BM .
CHEMICAL REVIEWS, 2000, 100 (04) :1479-1493
[6]   ADHESION TO POLYETHYLENE AND POLYPROPYLENE [J].
BREWIS, DM ;
BRIGGS, D .
POLYMER, 1981, 22 (01) :7-16
[7]   Catalytic Hydroxylation of Polyethylenes [J].
Bunescu, Ala ;
Lee, Sunwoo ;
Li, Qian ;
Hartwig, John F. .
ACS CENTRAL SCIENCE, 2017, 3 (08) :895-903
[8]   A predictably selective aliphatic C-H oxidation reaction for complex molecule synthesis [J].
Chen, Mark S. ;
White, M. Christina .
SCIENCE, 2007, 318 (5851) :783-787
[9]  
Chung T.C., 2002, Functionalization of Polyolefins
[10]   THE ACTION OF OXYGEN CORONA AND OF OZONE ON POLYETHYLENE [J].
COOPER, GD ;
PROBER, M .
JOURNAL OF POLYMER SCIENCE, 1960, 44 (144) :397-409