Synthesis, characterization, and photopolymerization of (meth)acrylate‐functional polyisobutylene macromers produced by cleavage/alkylation of butyl rubber,Journal of Polymer Science

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Synthesis, characterization, and photopolymerization of (meth)acrylate‐functional polyisobutylene macromers produced by cleavage/alkylation of butyl rubber
Journal of Polymer Science ( IF 3.9 ) Pub Date : 2020-09-18 , DOI: 10.1002/pol.20200524
Corey M. Parada ₁ , Bin Yang ₁ , C. Garrett Campbell ₁ , Robson F. Storey ₁

Affiliation

Linear, multi‐functional polyisobutylene (PIB) macromers bearing pendent and terminal (meth)acrylate moieties were prepared via electrophilic cleavage/alkylation of butyl rubber in the presence of (3‐bromopropoxy)benzene, followed by displacement of the resulting bromide moieties with potassium (meth)acrylate. Number average functionality (F_n) ranged from 2.8–7.9; functional equivalent weights ranged from 2.3–4.7 kg/mol. For comparison, a three‐arm, end‐functional PIB triacrylate with equivalent weight of 3.3 kg/mol was also synthesized via living polymerization and end quenching with 4‐phenoxy‐1‐butyl acrylate. All polymers were photocured using Darocur 1173 photoinitiator, and curing kinetics were monitored by real time Fourier‐transform infrared spectroscopy. All systems reached ~100% conversion by 1,800 s, but the linear macromers displayed slower curing rates compared to the PIB triacrylate. The curing rate of linear macromers increased as molecular weight decreased. Cured networks were characterized using dynamic mechanical analysis and tensile testing. Tensile strength varied from 0.15–0.80 MPa. Young's modulus varied from 0.13–1.8 MPa. Strain at break for most networks ranged from 34–54%, but the network derived from the lowest molecular weight PIB reached 113% at failure. Percent extractables, measured using solvent extraction, was about 2% for linear macromers and about 4% for PIB triacrylate.

中文翻译：

丁基橡胶裂解/烷基化制得的（甲基）丙烯酸酯官能的聚异丁烯大分子单体的合成，表征和光聚合

通过在（3-溴丙氧基）苯存在下对丁基橡胶进行亲电裂解/烷基化，然后用钾置换所得的溴化物部分，制备带有侧链和末端（甲基）丙烯酸酯部分的线性，多功能聚异丁烯（PIB）大分子单体（甲基）丙烯酸酯。数均功能（F _n）范围从2.8-7.9；功能当量重量范围为2.3-4.7 kg / mol。为了进行比较，还通过活性聚合和丙烯酸4-苯氧基-1-丁酯的末端猝灭反应合成了当量为3.3 kg / mol的三臂末端官能PIB三丙烯酸酯。所有聚合物均使用Darocur 1173光引发剂进行光固化，并通过实时傅里叶变换红外光谱监测固化动力学。到1800 s，所有系统的转化率均达到约100％，但与PIB三丙烯酸酯相比，线性大分子单体的固化速度较慢。线性大分子单体的固化速率随分子量的降低而增加。使用动态力学分析和拉伸测试来表征固化网络。拉伸强度在0.15-0.80 MPa之间变化。杨氏模量在0.13–1.8 MPa之间变化。大多数网络的断裂应变范围为34–54％，但源自最低分子量PIB的网络断裂时达到113％。使用溶剂萃取测量的可萃取物百分比，对于线性大分子单体约为2％，对于PIB三丙烯酸酯约为4％。

更新日期：2020-10-02

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