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- Title
Telechelic Poly(methyl acrylate)s as Constituents for Multiblock Poly(urethane urea)s.
- Authors
Couthouis, Justine; Keul, Helmut; Möller, Martin
- Abstract
New poly(urethane urea)s based on telechelic poly(methyl acrylate)s (PMAs) and different diisocyanates and diamines are prepared by a two-step polyaddition process--formation of an isocyanate telechelic prepolymer followed by chain extension with a diamine to form the final poly(urethane urea)s. Hydroxyl-telechelic or mixed amino-hydroxyl-telechelic PMAs are obtained by two different concepts: (i) according to the first concept methyl acrylate (MA) was polymerized by single electron transfer-living radical polymerization (SET-LRP) using 2-hydroxyethyl 2-bromoisobutyrate as initiator followed by nucleophilic substitution of the halogen end group with n-butylamine, 2-methylamino ethanol, or 3-amino-1-propanol and (ii) according to the second concept after SET-LRP under the same conditions the halogen end group is converted to an azide followed by a click reaction using sodium azide and propargyl alcohol in a one-pot reaction. Applying the second concept, a hydroxyl-functional PMA with a share of 83 mol% bifunctionality is obtained. This PMA-diol is used in polyaddition reaction with different diisocyanates (isophorone diisocyanate (IPDI), 4,4'-methylenebis(cyclohexyl isocyanate) (HMDI), and 4,4 -methylenediphenyl diisocyanate (MDI)) resulting in an isocyanate-telechelic prepolymer followed by chain extension with the corresponding diamines (isophorone diamine (IPDA), 4,4'-methylenebis(cyclohexyl amine) (HMDA), and 4,4'-methylenediphenyl diamine (MDA)). A The polyurethane based on hydroxyl-telechelic PMAs and IPDI/IPDA has a molecular weight of Mn = 44 500 g mol-1 and a dispersity Ð = 3.5, respectively; those based on HMDI/HMDA and MDI/MDA have Mn = 24 600 g mol-1 and Ð = 2.2 and Mn = 16 100 g mol-1 and Ð = 2.0, respectively.
- Subjects
TELECHELIC polymers; ISOCYANATES; POLYURETHANES; UREA; DIAMINES
- Publication
Macromolecular Chemistry & Physics, 2016, Vol 217, Issue 1, p72
- ISSN
1022-1352
- Publication type
Article
- DOI
10.1002/macp.201500294