Poly(ester amide)s derived fromL-tartaric acid and amino alcohols. II. Aregic polymers

Linear polyamides from L‐malic acid and alkanediamines

“…These results seemed to indicate that the main degrading mechanism implies the breaking of the amide group with the release of 1,6‐hexamethylene diamine. This process could take place through an intramolecular cyclization reaction leading to the formation of ending cyclic malimide rings, similar to that reported in the thermal degradation of poly(tartaresteramide)s 26…”

“…These results seemed to indicate that the main degrading mechanism implies the breaking of the amide group with the release of 1,6-hexamethylene diamine. This process could take place through an intramolecular cyclization reaction leading to the formation of ending cyclic malimide rings, similar to that reported in the thermal degradation of poly-(tartaresteramide)s. 26 Previously reported work on the degradability of PnDMLT has shown that these polyamides degraded very slowly when incubated at 37°C at neutral pH. 17 As could be anticipated from the constitution of PnMLM, the same pattern of be- havior has been found for these polyamides.…”

Linear polyamides from L‐malic acid and alkanediamines

“…These results seemed to indicate that the main degrading mechanism implies the breaking of the amide group with the release of 1,6‐hexamethylene diamine. This process could take place through an intramolecular cyclization reaction leading to the formation of ending cyclic malimide rings, similar to that reported in the thermal degradation of poly(tartaresteramide)s 26…”

“…These results seemed to indicate that the main degrading mechanism implies the breaking of the amide group with the release of 1,6-hexamethylene diamine. This process could take place through an intramolecular cyclization reaction leading to the formation of ending cyclic malimide rings, similar to that reported in the thermal degradation of poly-(tartaresteramide)s. 26 Previously reported work on the degradability of PnDMLT has shown that these polyamides degraded very slowly when incubated at 37°C at neutral pH. 17 As could be anticipated from the constitution of PnMLM, the same pattern of be- havior has been found for these polyamides.…”

Poly(ester amide)s Derived from l-Malic Acid

“…The polymerization yields oscillated between 80 and 90%, and intrinsic viscosities of the poly(ester amide)s ranged between 0.9 and 0.3 dL g -1 , with the polymer size decreasing with the content in ester groups. This range of viscosities would roughly correspond to number-average molecular weights between 50 000 and 7000 if comparison with data reported for poly(ester amide)s obtained from 6-aminohexanol and di- O -methyl- l -tartaric acid was made 5b1 Polycondensation Data of Poly(ester amide)s PEALM ( a : b ) feed compositionpolymer composition a elemental analysis b poly(ester amide)[ IX ]/[ X ]/[ III ]( a : b )[ IX ]/[ X ]/[ III ]( a : b )C (%)H (%)N (%)yield (%) c [η] d (dL g -1 ) ar -PEALM (1:50) 2.6/48.7/48.7 1:38 2/49/49 1:50 55.21 8.65 11.38 85 0.60 (55.69) (8.60) (11.57) ar -PEALM (1:25) 5.0/47.5/47.5 1:20 4/48/48 1:25 56.10 8.39 11.17 83 0.93 (55.68) (8.58) (11.35) ar -PEALM (1:17) 8.2/45.9/45.9 1:12 6/47/47 1:17 55.27 8.67 11.38 90 0.70 (55.67) (8.56) (11.14) ar -PEALM (1:12) 11.0/44.5/44.5 1:9 8/46/46 1:12 55.45 8.45 10.74 85 0.50 (55.66) (8.55) (10.94) ar -PEALM (1:5) 25.0/37.5/37.5 1:4 21/40/39 1:5 56.14 8.63 10.56 80 0.35 (55.61) (8.47) (9.76) ar -PEALM (1:2) 50.0/25.0/25.0 1:2 42/29/29 1:2.4 55.68 8.51 11.80 80 0.30 …”

A simple and efficient way to synthesize optically active polyamides by solution polycondensation of di‐O‐methyl‐L‐tartaryl chloride with diamines

“…The second and the third stages appeared at above 420°C. Decomposition at higher temperatures (above 420°C) is known to happen by extensive scission of main chain CC bonds to produce volatile compounds and carbonaceous residues and ashes 22. The regular trend observed in the first decomposition step is interesting and deserving of specific attention.…”

“…The similar results were obtained from the analysis of the residue of polyamide 7a on heating at 290°C for 1.5 h. The imidation reaction probably occurred in the first decomposition step of polyamides 7a – f is depicted in Scheme . A mechanism based on imide formation during the pyrolysis due to the intramolecular nucleophilic attack of the amidic nitrogen to the neighboring carbonyl carbon of the amide group has been reported in the literature 22, 23…”

Linear polyamides from L‐malic acid and alkanediamines

“…These results seemed to indicate that the main degrading mechanism implies the breaking of the amide group with the release of 1,6‐hexamethylene diamine. This process could take place through an intramolecular cyclization reaction leading to the formation of ending cyclic malimide rings, similar to that reported in the thermal degradation of poly(tartaresteramide)s 26…”

“…These results seemed to indicate that the main degrading mechanism implies the breaking of the amide group with the release of 1,6-hexamethylene diamine. This process could take place through an intramolecular cyclization reaction leading to the formation of ending cyclic malimide rings, similar to that reported in the thermal degradation of poly-(tartaresteramide)s. 26 Previously reported work on the degradability of PnDMLT has shown that these polyamides degraded very slowly when incubated at 37°C at neutral pH. 17 As could be anticipated from the constitution of PnMLM, the same pattern of be- havior has been found for these polyamides.…”

Poly(ester amide)s Derived from l-Malic Acid

“…The polymerization yields oscillated between 80 and 90%, and intrinsic viscosities of the poly(ester amide)s ranged between 0.9 and 0.3 dL g -1 , with the polymer size decreasing with the content in ester groups. This range of viscosities would roughly correspond to number-average molecular weights between 50 000 and 7000 if comparison with data reported for poly(ester amide)s obtained from 6-aminohexanol and di- O -methyl- l -tartaric acid was made 5b1 Polycondensation Data of Poly(ester amide)s PEALM ( a : b ) feed compositionpolymer composition a elemental analysis b poly(ester amide)[ IX ]/[ X ]/[ III ]( a : b )[ IX ]/[ X ]/[ III ]( a : b )C (%)H (%)N (%)yield (%) c [η] d (dL g -1 ) ar -PEALM (1:50) 2.6/48.7/48.7 1:38 2/49/49 1:50 55.21 8.65 11.38 85 0.60 (55.69) (8.60) (11.57) ar -PEALM (1:25) 5.0/47.5/47.5 1:20 4/48/48 1:25 56.10 8.39 11.17 83 0.93 (55.68) (8.58) (11.35) ar -PEALM (1:17) 8.2/45.9/45.9 1:12 6/47/47 1:17 55.27 8.67 11.38 90 0.70 (55.67) (8.56) (11.14) ar -PEALM (1:12) 11.0/44.5/44.5 1:9 8/46/46 1:12 55.45 8.45 10.74 85 0.50 (55.66) (8.55) (10.94) ar -PEALM (1:5) 25.0/37.5/37.5 1:4 21/40/39 1:5 56.14 8.63 10.56 80 0.35 (55.61) (8.47) (9.76) ar -PEALM (1:2) 50.0/25.0/25.0 1:2 42/29/29 1:2.4 55.68 8.51 11.80 80 0.30 …”

A simple and efficient way to synthesize optically active polyamides by solution polycondensation of di‐O‐methyl‐L‐tartaryl chloride with diamines

“…The second and the third stages appeared at above 420°C. Decomposition at higher temperatures (above 420°C) is known to happen by extensive scission of main chain CC bonds to produce volatile compounds and carbonaceous residues and ashes 22. The regular trend observed in the first decomposition step is interesting and deserving of specific attention.…”

“…The similar results were obtained from the analysis of the residue of polyamide 7a on heating at 290°C for 1.5 h. The imidation reaction probably occurred in the first decomposition step of polyamides 7a – f is depicted in Scheme . A mechanism based on imide formation during the pyrolysis due to the intramolecular nucleophilic attack of the amidic nitrogen to the neighboring carbonyl carbon of the amide group has been reported in the literature 22, 23…”

Linear polyamides from L‐malic acid and alkanediamines

“…These results seemed to indicate that the main degrading mechanism implies the breaking of the amide group with the release of 1,6‐hexamethylene diamine. This process could take place through an intramolecular cyclization reaction leading to the formation of ending cyclic malimide rings, similar to that reported in the thermal degradation of poly(tartaresteramide)s 26…”

“…These results seemed to indicate that the main degrading mechanism implies the breaking of the amide group with the release of 1,6-hexamethylene diamine. This process could take place through an intramolecular cyclization reaction leading to the formation of ending cyclic malimide rings, similar to that reported in the thermal degradation of poly-(tartaresteramide)s. 26 Previously reported work on the degradability of PnDMLT has shown that these polyamides degraded very slowly when incubated at 37°C at neutral pH. 17 As could be anticipated from the constitution of PnMLM, the same pattern of be- havior has been found for these polyamides.…”

Poly(ester amide)s Derived from l-Malic Acid

“…The polymerization yields oscillated between 80 and 90%, and intrinsic viscosities of the poly(ester amide)s ranged between 0.9 and 0.3 dL g -1 , with the polymer size decreasing with the content in ester groups. This range of viscosities would roughly correspond to number-average molecular weights between 50 000 and 7000 if comparison with data reported for poly(ester amide)s obtained from 6-aminohexanol and di- O -methyl- l -tartaric acid was made 5b1 Polycondensation Data of Poly(ester amide)s PEALM ( a : b ) feed compositionpolymer composition a elemental analysis b poly(ester amide)[ IX ]/[ X ]/[ III ]( a : b )[ IX ]/[ X ]/[ III ]( a : b )C (%)H (%)N (%)yield (%) c [η] d (dL g -1 ) ar -PEALM (1:50) 2.6/48.7/48.7 1:38 2/49/49 1:50 55.21 8.65 11.38 85 0.60 (55.69) (8.60) (11.57) ar -PEALM (1:25) 5.0/47.5/47.5 1:20 4/48/48 1:25 56.10 8.39 11.17 83 0.93 (55.68) (8.58) (11.35) ar -PEALM (1:17) 8.2/45.9/45.9 1:12 6/47/47 1:17 55.27 8.67 11.38 90 0.70 (55.67) (8.56) (11.14) ar -PEALM (1:12) 11.0/44.5/44.5 1:9 8/46/46 1:12 55.45 8.45 10.74 85 0.50 (55.66) (8.55) (10.94) ar -PEALM (1:5) 25.0/37.5/37.5 1:4 21/40/39 1:5 56.14 8.63 10.56 80 0.35 (55.61) (8.47) (9.76) ar -PEALM (1:2) 50.0/25.0/25.0 1:2 42/29/29 1:2.4 55.68 8.51 11.80 80 0.30 …”

A simple and efficient way to synthesize optically active polyamides by solution polycondensation of di‐O‐methyl‐L‐tartaryl chloride with diamines

“…The second and the third stages appeared at above 420°C. Decomposition at higher temperatures (above 420°C) is known to happen by extensive scission of main chain CC bonds to produce volatile compounds and carbonaceous residues and ashes 22. The regular trend observed in the first decomposition step is interesting and deserving of specific attention.…”

“…The similar results were obtained from the analysis of the residue of polyamide 7a on heating at 290°C for 1.5 h. The imidation reaction probably occurred in the first decomposition step of polyamides 7a – f is depicted in Scheme . A mechanism based on imide formation during the pyrolysis due to the intramolecular nucleophilic attack of the amidic nitrogen to the neighboring carbonyl carbon of the amide group has been reported in the literature 22, 23…”