Abstract
تصف هذه الدراسة طريقة بسيطة جديدة لتحضير بولي منزوع الدهن (4-أسيتوكسيسترين). توفر الطريقة الجديدة طريقًا بديلاً وفعالًا من حيث التكلفة لتحضير البوليمرات المفسدة التي يجب أن يتم تحضيرها من المونومرات المتحللة. تم تصنيع البولي (4-أسيتيل ستيرين) (ACPS-d4) والبولي (4-أسيتوكسيسترين) (APS-d4) من البوليسترين المذاب تحت التفاعلات الحرارية. تمت أسيتيل البوليسترين- d5 (PS-d5) باستخدام الهكسان الحلقي كمذيب بدلاً من ثاني كبريتيد الكربون (مذيب عالي السمية وقابل للاشتعال) وكلوريد الأسيتيل كعامل أسيتيل. باستخدام الكواشف المتاحة تجاريًا ، تم تحويل مجموعة الأسيتيل إلى مجموعة أسيتوكسي بواسطة أكسدة Baeyer-Villiger. تم إجراء أكسدة ACPS مع العديد من العوامل وظروف التفاعل. تبعت حركية الأكسدة مع حمض البيروكسيتيك بواسطة التحليل الطيفي FT-IR. تميزت البوليمرات المبطنة بالرنين المغناطيسي النووي (NMR) والتحليل الطيفي للأشعة تحت الحمراء (FTIR). الإجراء الأمثل سيجعل العمل المستقبلي باستخدام التشتت النيوتروني ممكنًا.
Highlights
Deuterated polymers have aroused interest for use in neutron scattering studies and as materials for applications in optical communication due to their transparency in the infrared, the region between 500 and 800 cm–1.1, 2 a wide variety of deuterated polymers are commercially available, they can be quite expensive and viable synthetic routes to such polymers are desirable
This study describes a successful preparation of deuterated polymers starting with deuterated PS
The residual aromatic signal at 7.5 ppm gradually shifted upfield to 6.80 ppm as a result of the oxidation [Figure 3 (b and c)]. This was attributed to the loss of the deshielding of the protons ortho to the acetoxy group that previously were deshielded as a result of the presence of an acetyl group .After 142 h the oxidation was complete as evident from the appearance of signals at 2.25 and 6.80 ppm and the disappearance of the signals at 2.50 and 7.50 ppm
Summary
Deuterated polymers have aroused interest for use in neutron scattering studies and as materials for applications in optical communication due to their transparency in the infrared, the region between 500 and 800 cm–1.1, 2 a wide variety of deuterated polymers are commercially available, they can be quite expensive and viable synthetic routes to such polymers are desirable. The N-H protons in polyamides are readily exchangeable with deuterium oxide,[3] whereas partial H-D exchange on the aromatic ring of polystyrene is usually performed under hydrothermal conditions in the presence of a deuterium source and with the assistance of a Lewis acid catalyst.[2] A number of works concerning H/D exchange of polycyclic aromatic hydrocarbons have been reported in literature.[4,5,6,7] In addition, the preparation of deuterium-labelled compounds has been aided recently by the development of microwaveassisted techniques.[8,9,10,11,12,13,14] This study describes a successful preparation of deuterated polymers starting with deuterated PS. To the best of our knowledge, no attempts have been made, so far, for the synthesis of deuterated polymers, such as poly(4-acetylstyrene) and poly(4-acetoxystyrene) starting with deuterated PS under conventional conditions.This methodology offers several advantages over lowtemperature anionic polymerisation or free-radical polymerisation of the protected monomer
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