Unexpected volume expanding behavior on ring-opening metathesis polymerization of norbornene bearing a five- Or six-membered-ring cyclic carbonate followed by a cationic ring-opening cross-linking reaction

Macromolecules

Volumn 37, Issue 26, 2004, Pages 9660-9663

  Hino, Tetsuo ^a   Inoue, Naoto ^a   Endo, Takeshi ^a  

^a YAMAGATA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CONFORMATIONS; COPOLYMERIZATION; COPOLYMERS; CROSSLINKING; CURING; DIFFERENTIAL SCANNING CALORIMETRY; INTERPENETRATING POLYMER NETWORKS; MOLECULAR WEIGHT; MONOMERS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ORGANIC SOLVENTS; RESIDUAL STRESSES; RING OPENING POLYMERIZATION; SOLUBILITY;

CATIONIC RING-OPENING REACTIONS; POLYALKENAMERS; RING-OPENING METATHESIS POLYMERIZATION (ROMP); VOLUME EXPANSION MONOMERS;

POLYCARBONATES;

EID: 11444254331     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma048037h     Document Type: Article

References (37)

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9. References 1 and 2d-f. For instance, volume shrinkage of phenyl glycidyl ether (PGE), which generally shows volume shrinkage in the homopolymerization by ca. 8-9%, was controlled by copolymerizations using a six-membered-ring spiro-orthocarbonate and bicyclic bis(γ-lactone)s under both cationic and anionic conditions.
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18. For example: (a) Kricheldorf, H. R.; Weegen-Schulz, B. Macromolecules 1993, 26, 5991. (b) Chen, X.; McCarthy, S. P.; Gross, R. A. Macromolecules 1997, 30, 3470. (c) Ariga, T.; Takata, T.; Endo, T. J. Polym. Sci., Part A: Polym. Chem. 1993, 31, 581. (d) Kricheldorf, H. R.; Weegen-Schulz, B. J. Polym. Sci., Part A: Polym. Chem. 1996, 33, 2193. (e) Clements, J. H. Ind. Eng. Chem. Res. 2003, 42, 664. (f) Takata, T.; Endo, T. Prog. Polym. Sci. 1993, 18, 839. (g) Sanda, F.; Takata, T.; Endo, T. Macromolecules 1994, 27, 3986. (h) Matsuo, J.; Sanda, F.; Endo, T. Macromol. Chem. Phys. 1998, 199, 2489. (i) Endo, T.; Sanda, F. Macromol. Symp. 2000, 159, 1. (j) Sudo, A.; Morioka, Y.; Sanda, F.; Endo, T. Tetrahedron Lett. 2004, 45, 1363. (k) Kihara, N.; Endo, T. Macromol. Chem. 1992, 293, 1481. (1) Takata, T.; Ariga, T.; Endo, T. Macromolecules 1992, 25, 3829. (m) Vogdanis, L.; Martens, B.; Uchtmann, H.; Hensel, F.; Heitz, W. Makromol. Chem. 1990, 191, 465. (n) Vogdanis, L.; Heitz, W. Makromol. Chem. Rapid Commun. 1986, 7, 543. (o) Storey, R. F.; Hoffman, D. C. Macromolecules 1992, 25, 5369.
19. For example: (a) Kricheldorf, H. R.; Weegen-Schulz, B. Macromolecules 1993, 26, 5991. (b) Chen, X.; McCarthy, S. P.; Gross, R. A. Macromolecules 1997, 30, 3470. (c) Ariga, T.; Takata, T.; Endo, T. J. Polym. Sci., Part A: Polym. Chem. 1993, 31, 581. (d) Kricheldorf, H. R.; Weegen-Schulz, B. J. Polym. Sci., Part A: Polym. Chem. 1996, 33, 2193. (e) Clements, J. H. Ind. Eng. Chem. Res. 2003, 42, 664. (f) Takata, T.; Endo, T. Prog. Polym. Sci. 1993, 18, 839. (g) Sanda, F.; Takata, T.; Endo, T. Macromolecules 1994, 27, 3986. (h) Matsuo, J.; Sanda, F.; Endo, T. Macromol. Chem. Phys. 1998, 199, 2489. (i) Endo, T.; Sanda, F. Macromol. Symp. 2000, 159, 1. (j) Sudo, A.; Morioka, Y.; Sanda, F.; Endo, T. Tetrahedron Lett. 2004, 45, 1363. (k) Kihara, N.; Endo, T. Macromol. Chem. 1992, 293, 1481. (1) Takata, T.; Ariga, T.; Endo, T. Macromolecules 1992, 25, 3829. (m) Vogdanis, L.; Martens, B.; Uchtmann, H.; Hensel, F.; Heitz, W. Makromol. Chem. 1990, 191, 465. (n) Vogdanis, L.; Heitz, W. Makromol. Chem. Rapid Commun. 1986, 7, 543. (o) Storey, R. F.; Hoffman, D. C. Macromolecules 1992, 25, 5369.
20. For example: (a) Kricheldorf, H. R.; Weegen-Schulz, B. Macromolecules 1993, 26, 5991. (b) Chen, X.; McCarthy, S. P.; Gross, R. A. Macromolecules 1997, 30, 3470. (c) Ariga, T.; Takata, T.; Endo, T. J. Polym. Sci., Part A: Polym. Chem. 1993, 31, 581. (d) Kricheldorf, H. R.; Weegen-Schulz, B. J. Polym. Sci., Part A: Polym. Chem. 1996, 33, 2193. (e) Clements, J. H. Ind. Eng. Chem. Res. 2003, 42, 664. (f) Takata, T.; Endo, T. Prog. Polym. Sci. 1993, 18, 839. (g) Sanda, F.; Takata, T.; Endo, T. Macromolecules 1994, 27, 3986. (h) Matsuo, J.; Sanda, F.; Endo, T. Macromol. Chem. Phys. 1998, 199, 2489. (i) Endo, T.; Sanda, F. Macromol. Symp. 2000, 159, 1. (j) Sudo, A.; Morioka, Y.; Sanda, F.; Endo, T. Tetrahedron Lett. 2004, 45, 1363. (k) Kihara, N.; Endo, T. Macromol. Chem. 1992, 293, 1481. (1) Takata, T.; Ariga, T.; Endo, T. Macromolecules 1992, 25, 3829. (m) Vogdanis, L.; Martens, B.; Uchtmann, H.; Hensel, F.; Heitz, W. Makromol. Chem. 1990, 191, 465. (n) Vogdanis, L.; Heitz, W. Makromol. Chem. Rapid Commun. 1986, 7, 543. (o) Storey, R. F.; Hoffman, D. C. Macromolecules 1992, 25, 5369.
21. For example: (a) Kricheldorf, H. R.; Weegen-Schulz, B. Macromolecules 1993, 26, 5991. (b) Chen, X.; McCarthy, S. P.; Gross, R. A. Macromolecules 1997, 30, 3470. (c) Ariga, T.; Takata, T.; Endo, T. J. Polym. Sci., Part A: Polym. Chem. 1993, 31, 581. (d) Kricheldorf, H. R.; Weegen-Schulz, B. J. Polym. Sci., Part A: Polym. Chem. 1996, 33, 2193. (e) Clements, J. H. Ind. Eng. Chem. Res. 2003, 42, 664. (f) Takata, T.; Endo, T. Prog. Polym. Sci. 1993, 18, 839. (g) Sanda, F.; Takata, T.; Endo, T. Macromolecules 1994, 27, 3986. (h) Matsuo, J.; Sanda, F.; Endo, T. Macromol. Chem. Phys. 1998, 199, 2489. (i) Endo, T.; Sanda, F. Macromol. Symp. 2000, 159, 1. (j) Sudo, A.; Morioka, Y.; Sanda, F.; Endo, T. Tetrahedron Lett. 2004, 45, 1363. (k) Kihara, N.; Endo, T. Macromol. Chem. 1992, 293, 1481. (1) Takata, T.; Ariga, T.; Endo, T. Macromolecules 1992, 25, 3829. (m) Vogdanis, L.; Martens, B.; Uchtmann, H.; Hensel, F.; Heitz, W. Makromol. Chem. 1990, 191, 465. (n) Vogdanis, L.; Heitz, W. Makromol. Chem. Rapid Commun. 1986, 7, 543. (o) Storey, R. F.; Hoffman, D. C. Macromolecules 1992, 25, 5369.
22. For example: (a) Kricheldorf, H. R.; Weegen-Schulz, B. Macromolecules 1993, 26, 5991. (b) Chen, X.; McCarthy, S. P.; Gross, R. A. Macromolecules 1997, 30, 3470. (c) Ariga, T.; Takata, T.; Endo, T. J. Polym. Sci., Part A: Polym. Chem. 1993, 31, 581. (d) Kricheldorf, H. R.; Weegen-Schulz, B. J. Polym. Sci., Part A: Polym. Chem. 1996, 33, 2193. (e) Clements, J. H. Ind. Eng. Chem. Res. 2003, 42, 664. (f) Takata, T.; Endo, T. Prog. Polym. Sci. 1993, 18, 839. (g) Sanda, F.; Takata, T.; Endo, T. Macromolecules 1994, 27, 3986. (h) Matsuo, J.; Sanda, F.; Endo, T. Macromol. Chem. Phys. 1998, 199, 2489. (i) Endo, T.; Sanda, F. Macromol. Symp. 2000, 159, 1. (j) Sudo, A.; Morioka, Y.; Sanda, F.; Endo, T. Tetrahedron Lett. 2004, 45, 1363. (k) Kihara, N.; Endo, T. Macromol. Chem. 1992, 293, 1481. (1) Takata, T.; Ariga, T.; Endo, T. Macromolecules 1992, 25, 3829. (m) Vogdanis, L.; Martens, B.; Uchtmann, H.; Hensel, F.; Heitz, W. Makromol. Chem. 1990, 191, 465. (n) Vogdanis, L.; Heitz, W. Makromol. Chem. Rapid Commun. 1986, 7, 543. (o) Storey, R. F.; Hoffman, D. C. Macromolecules 1992, 25, 5369.
23. For example: (a) Kricheldorf, H. R.; Weegen-Schulz, B. Macromolecules 1993, 26, 5991. (b) Chen, X.; McCarthy, S. P.; Gross, R. A. Macromolecules 1997, 30, 3470. (c) Ariga, T.; Takata, T.; Endo, T. J. Polym. Sci., Part A: Polym. Chem. 1993, 31, 581. (d) Kricheldorf, H. R.; Weegen-Schulz, B. J. Polym. Sci., Part A: Polym. Chem. 1996, 33, 2193. (e) Clements, J. H. Ind. Eng. Chem. Res. 2003, 42, 664. (f) Takata, T.; Endo, T. Prog. Polym. Sci. 1993, 18, 839. (g) Sanda, F.; Takata, T.; Endo, T. Macromolecules 1994, 27, 3986. (h) Matsuo, J.; Sanda, F.; Endo, T. Macromol. Chem. Phys. 1998, 199, 2489. (i) Endo, T.; Sanda, F. Macromol. Symp. 2000, 159, 1. (j) Sudo, A.; Morioka, Y.; Sanda, F.; Endo, T. Tetrahedron Lett. 2004, 45, 1363. (k) Kihara, N.; Endo, T. Macromol. Chem. 1992, 293, 1481. (1) Takata, T.; Ariga, T.; Endo, T. Macromolecules 1992, 25, 3829. (m) Vogdanis, L.; Martens, B.; Uchtmann, H.; Hensel, F.; Heitz, W. Makromol. Chem. 1990, 191, 465. (n) Vogdanis, L.; Heitz, W. Makromol. Chem. Rapid Commun. 1986, 7, 543. (o) Storey, R. F.; Hoffman, D. C. Macromolecules 1992, 25, 5369.
24. For example: (a) Kricheldorf, H. R.; Weegen-Schulz, B. Macromolecules 1993, 26, 5991. (b) Chen, X.; McCarthy, S. P.; Gross, R. A. Macromolecules 1997, 30, 3470. (c) Ariga, T.; Takata, T.; Endo, T. J. Polym. Sci., Part A: Polym. Chem. 1993, 31, 581. (d) Kricheldorf, H. R.; Weegen-Schulz, B. J. Polym. Sci., Part A: Polym. Chem. 1996, 33, 2193. (e) Clements, J. H. Ind. Eng. Chem. Res. 2003, 42, 664. (f) Takata, T.; Endo, T. Prog. Polym. Sci. 1993, 18, 839. (g) Sanda, F.; Takata, T.; Endo, T. Macromolecules 1994, 27, 3986. (h) Matsuo, J.; Sanda, F.; Endo, T. Macromol. Chem. Phys. 1998, 199, 2489. (i) Endo, T.; Sanda, F. Macromol. Symp. 2000, 159, 1. (j) Sudo, A.; Morioka, Y.; Sanda, F.; Endo, T. Tetrahedron Lett. 2004, 45, 1363. (k) Kihara, N.; Endo, T. Macromol. Chem. 1992, 293, 1481. (1) Takata, T.; Ariga, T.; Endo, T. Macromolecules 1992, 25, 3829. (m) Vogdanis, L.; Martens, B.; Uchtmann, H.; Hensel, F.; Heitz, W. Makromol. Chem. 1990, 191, 465. (n) Vogdanis, L.; Heitz, W. Makromol. Chem. Rapid Commun. 1986, 7, 543. (o) Storey, R. F.; Hoffman, D. C. Macromolecules 1992, 25, 5369.
25. For example: (a) Kricheldorf, H. R.; Weegen-Schulz, B. Macromolecules 1993, 26, 5991. (b) Chen, X.; McCarthy, S. P.; Gross, R. A. Macromolecules 1997, 30, 3470. (c) Ariga, T.; Takata, T.; Endo, T. J. Polym. Sci., Part A: Polym. Chem. 1993, 31, 581. (d) Kricheldorf, H. R.; Weegen-Schulz, B. J. Polym. Sci., Part A: Polym. Chem. 1996, 33, 2193. (e) Clements, J. H. Ind. Eng. Chem. Res. 2003, 42, 664. (f) Takata, T.; Endo, T. Prog. Polym. Sci. 1993, 18, 839. (g) Sanda, F.; Takata, T.; Endo, T. Macromolecules 1994, 27, 3986. (h) Matsuo, J.; Sanda, F.; Endo, T. Macromol. Chem. Phys. 1998, 199, 2489. (i) Endo, T.; Sanda, F. Macromol. Symp. 2000, 159, 1. (j) Sudo, A.; Morioka, Y.; Sanda, F.; Endo, T. Tetrahedron Lett. 2004, 45, 1363. (k) Kihara, N.; Endo, T. Macromol. Chem. 1992, 293, 1481. (1) Takata, T.; Ariga, T.; Endo, T. Macromolecules 1992, 25, 3829. (m) Vogdanis, L.; Martens, B.; Uchtmann, H.; Hensel, F.; Heitz, W. Makromol. Chem. 1990, 191, 465. (n) Vogdanis, L.; Heitz, W. Makromol. Chem. Rapid Commun. 1986, 7, 543. (o) Storey, R. F.; Hoffman, D. C. Macromolecules 1992, 25, 5369.
26. For example: (a) Kricheldorf, H. R.; Weegen-Schulz, B. Macromolecules 1993, 26, 5991. (b) Chen, X.; McCarthy, S. P.; Gross, R. A. Macromolecules 1997, 30, 3470. (c) Ariga, T.; Takata, T.; Endo, T. J. Polym. Sci., Part A: Polym. Chem. 1993, 31, 581. (d) Kricheldorf, H. R.; Weegen-Schulz, B. J. Polym. Sci., Part A: Polym. Chem. 1996, 33, 2193. (e) Clements, J. H. Ind. Eng. Chem. Res. 2003, 42, 664. (f) Takata, T.; Endo, T. Prog. Polym. Sci. 1993, 18, 839. (g) Sanda, F.; Takata, T.; Endo, T. Macromolecules 1994, 27, 3986. (h) Matsuo, J.; Sanda, F.; Endo, T. Macromol. Chem. Phys. 1998, 199, 2489. (i) Endo, T.; Sanda, F. Macromol. Symp. 2000, 159, 1. (j) Sudo, A.; Morioka, Y.; Sanda, F.; Endo, T. Tetrahedron Lett. 2004, 45, 1363. (k) Kihara, N.; Endo, T. Macromol. Chem. 1992, 293, 1481. (1) Takata, T.; Ariga, T.; Endo, T. Macromolecules 1992, 25, 3829. (m) Vogdanis, L.; Martens, B.; Uchtmann, H.; Hensel, F.; Heitz, W. Makromol. Chem. 1990, 191, 465. (n) Vogdanis, L.; Heitz, W. Makromol. Chem. Rapid Commun. 1986, 7, 543. (o) Storey, R. F.; Hoffman, D. C. Macromolecules 1992, 25, 5369.
27. For example: (a) Kricheldorf, H. R.; Weegen-Schulz, B. Macromolecules 1993, 26, 5991. (b) Chen, X.; McCarthy, S. P.; Gross, R. A. Macromolecules 1997, 30, 3470. (c) Ariga, T.; Takata, T.; Endo, T. J. Polym. Sci., Part A: Polym. Chem. 1993, 31, 581. (d) Kricheldorf, H. R.; Weegen-Schulz, B. J. Polym. Sci., Part A: Polym. Chem. 1996, 33, 2193. (e) Clements, J. H. Ind. Eng. Chem. Res. 2003, 42, 664. (f) Takata, T.; Endo, T. Prog. Polym. Sci. 1993, 18, 839. (g) Sanda, F.; Takata, T.; Endo, T. Macromolecules 1994, 27, 3986. (h) Matsuo, J.; Sanda, F.; Endo, T. Macromol. Chem. Phys. 1998, 199, 2489. (i) Endo, T.; Sanda, F. Macromol. Symp. 2000, 159, 1. (j) Sudo, A.; Morioka, Y.; Sanda, F.; Endo, T. Tetrahedron Lett. 2004, 45, 1363. (k) Kihara, N.; Endo, T. Macromol. Chem. 1992, 293, 1481. (1) Takata, T.; Ariga, T.; Endo, T. Macromolecules 1992, 25, 3829. (m) Vogdanis, L.; Martens, B.; Uchtmann, H.; Hensel, F.; Heitz, W. Makromol. Chem. 1990, 191, 465. (n) Vogdanis, L.; Heitz, W. Makromol. Chem. Rapid Commun. 1986, 7, 543. (o) Storey, R. F.; Hoffman, D. C. Macromolecules 1992, 25, 5369.
28. For example: (a) Kricheldorf, H. R.; Weegen-Schulz, B. Macromolecules 1993, 26, 5991. (b) Chen, X.; McCarthy, S. P.; Gross, R. A. Macromolecules 1997, 30, 3470. (c) Ariga, T.; Takata, T.; Endo, T. J. Polym. Sci., Part A: Polym. Chem. 1993, 31, 581. (d) Kricheldorf, H. R.; Weegen-Schulz, B. J. Polym. Sci., Part A: Polym. Chem. 1996, 33, 2193. (e) Clements, J. H. Ind. Eng. Chem. Res. 2003, 42, 664. (f) Takata, T.; Endo, T. Prog. Polym. Sci. 1993, 18, 839. (g) Sanda, F.; Takata, T.; Endo, T. Macromolecules 1994, 27, 3986. (h) Matsuo, J.; Sanda, F.; Endo, T. Macromol. Chem. Phys. 1998, 199, 2489. (i) Endo, T.; Sanda, F. Macromol. Symp. 2000, 159, 1. (j) Sudo, A.; Morioka, Y.; Sanda, F.; Endo, T. Tetrahedron Lett. 2004, 45, 1363. (k) Kihara, N.; Endo, T. Macromol. Chem. 1992, 293, 1481. (1) Takata, T.; Ariga, T.; Endo, T. Macromolecules 1992, 25, 3829. (m) Vogdanis, L.; Martens, B.; Uchtmann, H.; Hensel, F.; Heitz, W. Makromol. Chem. 1990, 191, 465. (n) Vogdanis, L.; Heitz, W. Makromol. Chem. Rapid Commun. 1986, 7, 543. (o) Storey, R. F.; Hoffman, D. C. Macromolecules 1992, 25, 5369.
29. For example: (a) Kricheldorf, H. R.; Weegen-Schulz, B. Macromolecules 1993, 26, 5991. (b) Chen, X.; McCarthy, S. P.; Gross, R. A. Macromolecules 1997, 30, 3470. (c) Ariga, T.; Takata, T.; Endo, T. J. Polym. Sci., Part A: Polym. Chem. 1993, 31, 581. (d) Kricheldorf, H. R.; Weegen-Schulz, B. J. Polym. Sci., Part A: Polym. Chem. 1996, 33, 2193. (e) Clements, J. H. Ind. Eng. Chem. Res. 2003, 42, 664. (f) Takata, T.; Endo, T. Prog. Polym. Sci. 1993, 18, 839. (g) Sanda, F.; Takata, T.; Endo, T. Macromolecules 1994, 27, 3986. (h) Matsuo, J.; Sanda, F.; Endo, T. Macromol. Chem. Phys. 1998, 199, 2489. (i) Endo, T.; Sanda, F. Macromol. Symp. 2000, 159, 1. (j) Sudo, A.; Morioka, Y.; Sanda, F.; Endo, T. Tetrahedron Lett. 2004, 45, 1363. (k) Kihara, N.; Endo, T. Macromol. Chem. 1992, 293, 1481. (1) Takata, T.; Ariga, T.; Endo, T. Macromolecules 1992, 25, 3829. (m) Vogdanis, L.; Martens, B.; Uchtmann, H.; Hensel, F.; Heitz, W. Makromol. Chem. 1990, 191, 465. (n) Vogdanis, L.; Heitz, W. Makromol. Chem. Rapid Commun. 1986, 7, 543. (o) Storey, R. F.; Hoffman, D. C. Macromolecules 1992, 25, 5369.
30. For example: (a) Kricheldorf, H. R.; Weegen-Schulz, B. Macromolecules 1993, 26, 5991. (b) Chen, X.; McCarthy, S. P.; Gross, R. A. Macromolecules 1997, 30, 3470. (c) Ariga, T.; Takata, T.; Endo, T. J. Polym. Sci., Part A: Polym. Chem. 1993, 31, 581. (d) Kricheldorf, H. R.; Weegen-Schulz, B. J. Polym. Sci., Part A: Polym. Chem. 1996, 33, 2193. (e) Clements, J. H. Ind. Eng. Chem. Res. 2003, 42, 664. (f) Takata, T.; Endo, T. Prog. Polym. Sci. 1993, 18, 839. (g) Sanda, F.; Takata, T.; Endo, T. Macromolecules 1994, 27, 3986. (h) Matsuo, J.; Sanda, F.; Endo, T. Macromol. Chem. Phys. 1998, 199, 2489. (i) Endo, T.; Sanda, F. Macromol. Symp. 2000, 159, 1. (j) Sudo, A.; Morioka, Y.; Sanda, F.; Endo, T. Tetrahedron Lett. 2004, 45, 1363. (k) Kihara, N.; Endo, T. Macromol. Chem. 1992, 293, 1481. (1) Takata, T.; Ariga, T.; Endo, T. Macromolecules 1992, 25, 3829. (m) Vogdanis, L.; Martens, B.; Uchtmann, H.; Hensel, F.; Heitz, W. Makromol. Chem. 1990, 191, 465. (n) Vogdanis, L.; Heitz, W. Makromol. Chem. Rapid Commun. 1986, 7, 543. (o) Storey, R. F.; Hoffman, D. C. Macromolecules 1992, 25, 5369.
31. For example: (a) Kricheldorf, H. R.; Weegen-Schulz, B. Macromolecules 1993, 26, 5991. (b) Chen, X.; McCarthy, S. P.; Gross, R. A. Macromolecules 1997, 30, 3470. (c) Ariga, T.; Takata, T.; Endo, T. J. Polym. Sci., Part A: Polym. Chem. 1993, 31, 581. (d) Kricheldorf, H. R.; Weegen-Schulz, B. J. Polym. Sci., Part A: Polym. Chem. 1996, 33, 2193. (e) Clements, J. H. Ind. Eng. Chem. Res. 2003, 42, 664. (f) Takata, T.; Endo, T. Prog. Polym. Sci. 1993, 18, 839. (g) Sanda, F.; Takata, T.; Endo, T. Macromolecules 1994, 27, 3986. (h) Matsuo, J.; Sanda, F.; Endo, T. Macromol. Chem. Phys. 1998, 199, 2489. (i) Endo, T.; Sanda, F. Macromol. Symp. 2000, 159, 1. (j) Sudo, A.; Morioka, Y.; Sanda, F.; Endo, T. Tetrahedron Lett. 2004, 45, 1363. (k) Kihara, N.; Endo, T. Macromol. Chem. 1992, 293, 1481. (1) Takata, T.; Ariga, T.; Endo, T. Macromolecules 1992, 25, 3829. (m) Vogdanis, L.; Martens, B.; Uchtmann, H.; Hensel, F.; Heitz, W. Makromol. Chem. 1990, 191, 465. (n) Vogdanis, L.; Heitz, W. Makromol. Chem. Rapid Commun. 1986, 7, 543. (o) Storey, R. F.; Hoffman, D. C. Macromolecules 1992, 25, 5369.
32. Review: Takata, T.; Sanda, F.; Ariga, T.; Nemoto, H.; Endo, T. Macromol. Rapid Commun. 1997, 18, 461.
33. Monomer 2 occurs volume expansion by 7.7% during the cationic ring-opening polymerization: Takata, T.; Amachi, K.; Kitazawa, K.; Endo, T. Macromolecules 1989, 22, 3188 and ref 9.
34. Monomers 2 and 3 were prepared by literature procedures. Monomer 2: ref 8b. Monomer 3: Newman, M. S.; Addor, R. W. J. Am. Chem. Soc. 1965, 77, 3789. See the Supporting Information.
35. It is known that ring-opening polymerizations and reactions of five-membered-ring cyclic carbonates proceed by coordinated anionic initiators and anionic compounds, although cationic ring-opening ones of these carbonates hardly proceed, in general. Additionally, the polymerizations of five-membered-ring cyclic carbonates propagated along with decarboxylation, resulting in the formation of a copolymer comprised of ethylene oxide and ethylene carbonate repeat units, poly(ethylene-ether-carbonate): refs 8m-o and 9.
36. It is considered that the cross-linking formation on transolefin site of the polymers formed by ROMP might hardly proceed. This is because the model reaction of propylene carbonate (six-membered-ring cyclic carbonate) and 8 under similar reaction conditions did not yield any networked polymers, in which the corresponding cationic ring-opening polymer was obtained with unreacted 8. In addition, the IR spectrum of 5′ indicated the similar trans-olefin peak to that of 5 as shown in Figure 1.
37. In general, the dipole moment of six-membered-ring cyclic carbonate is rather higher than that of five-membered-ring one, but the dipole moments of the corresponding acyclic ones of five- and six-membered ring cyclic carbonates are similar, e.g., the acyclic compounds of these carbonate indicate 0.97 and 0.92 D, respectively. See ref 9. Therefore, the phenomena might not be explained by only the difference of the dipole moment between five- and six-membered-ring cyclic carbonate units.