Design, development, and evaluation of monovinyl acrylates characterized by secondary functionalities as reactive diluents to diacrylates

被引:11
|
作者
Kilambi, Harini
Reddy, Sirish K.
Schneidewind, Lauren
Lee, Tai Yeon
Stansbury, Jeffrey W.
Bowman, Christopher N. [1 ]
机构
[1] Univ Colorado, Dept Chem & Biol Engn, Boulder, CO 80309 USA
[2] Univ Colorado, Sch Dent, Dept Craniofacial Biol, Aurora, CO 80045 USA
关键词
D O I
10.1021/ma062708p
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
This study focuses on the design and development of novel monovinylic (meth)acrylate monomers with enhanced polymerization kinetics and the evaluation of their performance as reactive diluents in diacrylate systems. Novel (meth)acrylic monomers characterized by several new secondary functionalities are developed in this study and are shown to exhibit reactivities 10-70 fold greater than traditional monoacrylates such as hexyl acrylate. These monomers were designed based on our understanding of interactions between monomer structure, polymerizations kinetics, and polymer properties. Performance of these monovinyl monomers as reactive diluents is also investigated in this study. Copolymerization of these monomers with diacrylates enhanced both the reactivity and the mechanical properties of the diacrylate system. Specifically, while copolymerization of a diacrylate system with traditional monoacrylates such as hexyl acrylate decreases the overall reactivity of the system, its copolymerization with the novel monomers led to comonomer mixtures that were 30-50% more reactive than either of the individual components, with initial polymerization rates increased by as much as 2 times that of the more reactive component. Furthermore, the copolymerization of these novel monovinyl systems with diacrylates also enabled formation of polymers with enhanced mechanical properties over the corresponding diacrylates including a more homogeneous network structure as indicated by a glass transition temperature that was narrowed by up to 55% while increasing the glass transition temperature by as much as 10 degrees C.
引用
收藏
页码:6112 / 6118
页数:7
相关论文
共 15 条
  • [1] Influence of secondary functionalities on the reaction behavior of monovinyl (meth)acrylates
    Kilambi, Harini
    Reddy, Sirish K.
    Beckel, Eric R.
    Stansbury, Jeffrey W.
    Bowman, Christopher N.
    CHEMISTRY OF MATERIALS, 2007, 19 (04) : 641 - 643
  • [2] Enhanced reactivity of monovinyl acrylates characterized by secondary functionalities toward photopolymerization and Michael addition: Contribution of intramolecular effects
    Kilambi, Harini
    Stansbury, Jeffrey W.
    Bowman, Christopher N.
    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2008, 46 (10) : 3452 - 3458
  • [3] Factors affecting the sensitivity to acid inhibition in novel acrylates characterized by secondary functionalities
    Kilambi, Harini
    Konopka, Daniel
    Stansbury, Jeffrey W.
    Bowman, Christopher N.
    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2007, 45 (07) : 1287 - 1295
  • [4] SYNTHESES OF ALLYL PHENYL ACRYLATES AND THEIR EVALUATION AS REACTIVE DILUENTS IN UV-CURABLE COATING COMPOSITIONS
    VANI, JNR
    LAKSHMI, VV
    SITARAMAM, BS
    KRISHNAMURTI, N
    PROGRESS IN ORGANIC COATINGS, 1993, 21 (04) : 339 - 352
  • [5] Development of highly reactive mono-(meth)acrylates as reactive diluents for dimethacrylate-based dental resin systems
    Lu, H
    Stansbury, JW
    Nie, J
    Berchtold, KA
    Bowman, CN
    BIOMATERIALS, 2005, 26 (12) : 1329 - 1336
  • [6] Bio-Based Furanic Di(meth)acrylates as Reactive Diluents for UV Curable Coatings: Synthesis and Coating Evaluation
    Wu, Jingbo
    Qian, Yiqiu
    Sutton, Catherine A.
    La Scala, John J.
    Webster, Dean C.
    Sibi, Mukund P.
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2021, 9 (46) : 15537 - 15544
  • [7] Evaluation of Difunctional Vinylcyclopropanes as Reactive Diluents for the Development of Low-Shrinkage Composites
    Catel, Yohann
    Fassler, Pascal
    Fischer, Urs
    Gorsche, Christian
    Schoerpf, Sebastian
    Tauscher, Sven
    Liska, Robert
    Moszner, Norbert
    MACROMOLECULAR MATERIALS AND ENGINEERING, 2017, 302 (07)
  • [8] A Mobile Health Intervention for Fetal Alcohol Spectrum Disorders (Families Moving Forward Connect): Development and Qualitative Evaluation of Design and Functionalities
    Petrenko, Christie L. M.
    Parr, Jennifer
    Kautz, Carson
    Tapparello, Cristiano
    Olson, Heather Carmichael
    JMIR MHEALTH AND UHEALTH, 2020, 8 (04):
  • [9] Design, development and evaluation of open interactive learning objects for secondary school physical education
    Papastergiou, Marina
    Mastrogiannis, Iakovos
    EDUCATION AND INFORMATION TECHNOLOGIES, 2021, 26 (03) : 2981 - 3007
  • [10] Development and evaluation of emotional competences in secondary education teachers. Design of an applied research
    Torrijos Fincias, Patricia
    Martin Izard, Juan Francisco
    FIRST INTERNATIONAL CONFERENCE ON TECHNOLOGICAL ECOSYSTEM FOR ENHANCING MULTICULTURALITY (TEEM'13), 2013, : 591 - 595