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Abstract

A dendritic aromatic polyamide having carboxyl groups on the periphery and a benzyl chloride group at the core (Cl-G1-4COOH) was prepared as an initiator for atom transfer radical polymerization (ATRP). The ATRP of 4-vinylpyridine initiated by Cl-G1-4COOH was carried out in the presence of tris[2-(dimethylamino)ethyl]amine (Me₆ TREN) and CuCl to form tadpole-shaped dendritic-linear copolymers (P4VP-G1-4COOH). The structure of P4VP-G1-4COOH was confirmed by nuclear magnetic resonance (NMR) and infrared measurements. The thermal and solution properties of P4VP-G1-4COOH are influenced by the multiple hydrogen bonding between the carboxyl groups on the periphery and vinylpyridine segments. A glass transition temperature value that is higher than that of Cl-G1-4COOH could be due to the contribution of the multiple hydrogen bonding. The decreased solubility in methanol and chloroform suggests the presence of the multiple hydrogen bonding. The solubility of each component also affected the association of P4VP-G1-4COOH in solution. A structural model for the molecular interaction of P4VP-G1-4COOH in methanol, chloroform and N,N-dimethylformamide based on the hydrodynamic radii and NMR measurements is proposed..

Keywords

Dendritic initiator dendritic-linear copolymer multiple hydrogen bonding

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References

Newkome G R , Moorefield C N and Vögtle F 2001 Dendrimers and Dendrons ( Weinheim: Wiley-VCH )

Jikei M and, Kakimoto M 2001 Prog. Polym. Sci. 26 1233-1233

Frey H and Haag R 2002 Rev. Molecular Biotech. 90 257-257

Fréchet J M J 2003 J. Polym. Sci.: Part A: Polym. Chem. 41 3713-3713

Liu D , De Feyter S , Cotlet M , Stefan A , Wiesler U-M , Herrmann A , Grebel-Koehler D , Qu J , Mllen K and De Schryver F C 2003 Macromolecules 36 5918-5918

Boas U and Heegaard P M H 2004 Chem. Soc. Rev. 33 43-43

Ong W , Gómez-Kaifer M and Kaifer A E 2004 Chem. Commun. 1677-1677

Smith D K , Hirst A R , Love C S , Hardy J G , Brignell S V and Huang B 2005 Prog. Polym. Sci. 30 220-220

Tomalia D A 2005 Prog. Polym. Sci. 30 294-294

10.

Liang C and Fréchet J M J 2005 Prog. Polym. Sci. 30 385-385

11.

Jiang D-L and Aida T 2005 Prog. Polym. Sci. 30 403-403

12.

Crespo L , Sanclimens G , Pons M , Giralt E , Royo M and Albericio F 2005 Chem. Rev. 105 1663-1663

13.

Gitsov I , Wooley K L and Fréchet J M J 1992 Angew. Chem. Int. Ed. Engl. 31 1200-1200

14.

Gitsov I and Wooley K L , Hawker C J , Ivanova P T , Fréchet J M J 1993 Macromolecules 26 5621-5621

15.

Gitsov I and Fréchet J M J 1996 J. Am. Chem. Soc. 118 3785-3785

16.

Chapman T M , Hillyer G L , Mahan E J and Shaffer K A 1994 J. Am. Chem. Soc. 116 11195-11195

17.

van Hest J C M , Delnoye D A P , Baars M W P L , van Genderen M H P and Meijer E W 1995 Science 268 1592-1592

18.

van Hest J C M , Baars M W P L , Elissen-Román C , van Genderen M H P and Meijer E W 1995 Macromolecules 28 6689-6689

19.

Aoi K , Motoda A , Ohno M , Tsutsumiuchi K , Okada M and Imae T 1999 Polym. J. 31 1071-1071

20.

Zhang A , Shu L , Bo Zhishan and Schlüter A D 2003 Macromol. Chem. Phys. 204 328-328

21.

Leduc M R , Hawker C J , Da J and Fréchet J M J 1996 J. Am. Chem. Soc. 118 11111-11111

22.

Kato T and Fréchet J M J 1989 Macromolecules 22 3818-3818

23.

Kato T , Mizoshita N and Kanie K 2001 Macromol. Rapid Commun. 22 797-797

24.

Berl V , Schmutz M , Krische M J , Khoury R G and Lehn J-M 2002 Chem. Eur. J. 8 1227-1227

25.

Hilger C and Stadler R 1990 Macromolecules 23 2095-2095

26.

Hilger C , Dräger M and Stadler R 1992 Macromolecules 25 2498-2498

27.

Sijbesma R P , Beijer F H , Brunsveld L , Folmer B J B , Hirschberg J H K K , Lange R F M , Lowe J K L and Meijer E W 1997 Science 278 1601-1601

28.

ten Cate A T and Sijbesma R P 2002 Macromol. Rapid Commun. 23 1094-1094

29.

Sijbesma R P and Meijer E W 2003 Chem. Commun. 5-5

30.

Yamauchi K , Lizotte J R , Hercules D M , Vergne M J and Long T E 2002 J. Am. Chem. Soc. 124 8599-8599

31.

Yamauchi K , Lizotte J R and Long T E 2003 Macromolecules 36 1083-1083

32.

Kouketsu T , Yokomachi K , Kakimoto M and Jikei M 2004 High Perform. Polym. 16 611-611

33.

Jikei M , Kouketsu T and Kakimoto M 2005 High Perform. Polym. in press.

34.

Kouketsu T , Jikei M , Hayakawa T and Kakimoto M 2004 J. Photopolym. Sci. 17 283-283

35.

Xia J , Gaynor S G and, Matyjaszewski K 1998 Macromolecules 31 5958-5958

36.

Ciampolini M and Nardi N 1956 Inorg. Chem. 5 41-41

37.

Xia J , Zhang X and Matyjaszewski K 1999 Macromolecules 32 3531-3531

38.

Matyjaszewski K , Patten T E and Xia J 1997 J. Am. Chem. Soc. 119 674-674

39.

Yasuda, Y , Iishi E , Inada H and Shirota Y 1996 Chem. Lett. 575-575

40.

Hanabusa K , Kato C , Kimura M , Shirai H and Kakehi A 1997 Chem. Lett. 429-429

41.

Kraft A and Osterod F 1998 J. Chem. Soc., Perkin Trans. 1 1019-1019

42.

van Gorp J J , Vekemans J A J M and Meijer E W 2002 J. Am. Chem. Soc. 124 14759-14759

43.

Fu K , Nakasugi Y , Takagawara Y , Li L , Hayakawa T , Jikei M , Tokita M , Kakimoto M and Watanabe J 2005 J. Molecular Struc. 739 125-125

Synthesis and Properties of Carboxylated Dendritic Polyamide-b-Poly(4-vinylpyridine) Block Copolymers Capable of Multiple Hydrogen Bonding

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