Abstract:Polyisocyanurates have been successfully prepared by the thermal rearrangement of polycyanurates, which were obtained from 2,4-dichloro-6-methoxy-1,3,5-triazine and bisphenol monomers. The thermal rearrangement was carried out in the presence of a small amount of tetrabutylammonium bromide (TBAB) as a catalyst at 200 C for 30 or 60 min in an argon atmosphere, and the degree of arrangement was greater than 95%. Transparent and amorphous polyisocyanurate films were obtained and showed a good thermal stability wi… Show more
“…The molecular weights of the polycyanurates rapidly decrease during the thermal rearrangement to polyisocyanurates in air, as previously reported . Based on this finding, the DA with a high debonding temperature was developed.…”
Section: Discussionsupporting
confidence: 63%
“…The results are summarized in Table . A standard polycyanurate ( P1 ) was prepared by the phase‐transfer‐catalyzed polycondensation of DMT with M1 in the presence of quaternary ammonium salts following published procedures in previous articles . However, random copolymers, polycyanurates P2, P3, and P4 , were synthesized using M1 and a comonomer, M2 or M3 , respectively.…”
Section: Resultsmentioning
confidence: 99%
“…2,4‐Dichloro‐6‐methoxy‐1,3,5‐triazine ( DMT ) was kindly donated by Sankyo Chemical, and was recrystallized from n ‐hexane. P1 was prepared by the phase‐transfer‐catalyzed polycondensation of DMT with M1 in the presence of quaternary ammonium salts following procedures in previous articles …”
Section: Methodsmentioning
confidence: 99%
“…During the study of the synthesis of polycyanurates and their electric and optical applications, we found that the molecular weights of the polycyanurates rapidly decreased during the rearrangement to polyisocyanurates by a thermal treatment . For instance, the number‐average molecular weight ( M n ) value of a polycyanurate decreased from 104,000 to 23,000 after the thermal rearrangement at 180 °C for 5 min in air …”
Section: Introductionmentioning
confidence: 99%
“…In a previous study, we carefully investigated the thermal rearrangement of 2,4‐bis(4‐methoxyphenyl)‐6‐methoxy‐1,3,5‐triazine under various conditions, and found that the hydrolysis of aryl imidates in the presence of moisture occurred during the thermal rearrangement (Scheme ) …”
Random copolycyanurates with a low number of amide units in the main chain have been developed as a candidate of dismantlable adhesives based on the rapid decrease of the molecular weights during the rearrangement to polyisocyanurates by a thermal treatment. The random copolycyanurates were prepared by the phase-transfer-catalyzed polycondensation of 2,4-dichloro-6-methoxy-1,3,5-triazine with bisphenol A and a new bisphenol containing an amide unit in the presence of tetrabutylammonium bromide. They exhibited an excellent adhesive property for the silicon and copper deposited on the silicon substrate after the high thermal treatment of 240 8C under 0.6 MPa compression, and the die shear strengths of these polymers dramatically decreased at 260 8C for 1 h. Random copolycyanurates containing the amide unit are shown to be promising materials for dismantlable adhesion.
“…The molecular weights of the polycyanurates rapidly decrease during the thermal rearrangement to polyisocyanurates in air, as previously reported . Based on this finding, the DA with a high debonding temperature was developed.…”
Section: Discussionsupporting
confidence: 63%
“…The results are summarized in Table . A standard polycyanurate ( P1 ) was prepared by the phase‐transfer‐catalyzed polycondensation of DMT with M1 in the presence of quaternary ammonium salts following published procedures in previous articles . However, random copolymers, polycyanurates P2, P3, and P4 , were synthesized using M1 and a comonomer, M2 or M3 , respectively.…”
Section: Resultsmentioning
confidence: 99%
“…2,4‐Dichloro‐6‐methoxy‐1,3,5‐triazine ( DMT ) was kindly donated by Sankyo Chemical, and was recrystallized from n ‐hexane. P1 was prepared by the phase‐transfer‐catalyzed polycondensation of DMT with M1 in the presence of quaternary ammonium salts following procedures in previous articles …”
Section: Methodsmentioning
confidence: 99%
“…During the study of the synthesis of polycyanurates and their electric and optical applications, we found that the molecular weights of the polycyanurates rapidly decreased during the rearrangement to polyisocyanurates by a thermal treatment . For instance, the number‐average molecular weight ( M n ) value of a polycyanurate decreased from 104,000 to 23,000 after the thermal rearrangement at 180 °C for 5 min in air …”
Section: Introductionmentioning
confidence: 99%
“…In a previous study, we carefully investigated the thermal rearrangement of 2,4‐bis(4‐methoxyphenyl)‐6‐methoxy‐1,3,5‐triazine under various conditions, and found that the hydrolysis of aryl imidates in the presence of moisture occurred during the thermal rearrangement (Scheme ) …”
Random copolycyanurates with a low number of amide units in the main chain have been developed as a candidate of dismantlable adhesives based on the rapid decrease of the molecular weights during the rearrangement to polyisocyanurates by a thermal treatment. The random copolycyanurates were prepared by the phase-transfer-catalyzed polycondensation of 2,4-dichloro-6-methoxy-1,3,5-triazine with bisphenol A and a new bisphenol containing an amide unit in the presence of tetrabutylammonium bromide. They exhibited an excellent adhesive property for the silicon and copper deposited on the silicon substrate after the high thermal treatment of 240 8C under 0.6 MPa compression, and the die shear strengths of these polymers dramatically decreased at 260 8C for 1 h. Random copolycyanurates containing the amide unit are shown to be promising materials for dismantlable adhesion.
To study the co-reaction of benzoxazine and triazine, a triazine-containing benzoxazine (P-tta) was prepared through nucleophilic substitution of 4-(2H-benzo[e][1,3]oxazin-3(4H)-yl)phenol (P-ap) with 2,4,6-trichloro-1,3,5-triazine.
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