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Synthesis 2008(4): 515-518
DOI: 10.1055/s-2008-1032158
DOI: 10.1055/s-2008-1032158
PAPER
© Georg Thieme Verlag Stuttgart · New York
Synthesis of New Functionalized Cyclopentadienes To Reach Reversible Bonding between Two Substrates
Further Information
Received
8 August 2007
Publication Date:
31 January 2008 (online)
Publication History
Publication Date:
31 January 2008 (online)
Abstract
Reversible adhesive bonding of polymer films requires new reactive chemical compounds that permit easily broken bonds between two polymer layers. This work describes the synthesis of such new molecules possessing two reactive moieties, the cyclopentadiene-terminated thiol and the cyclopentadiene-terminated amine in 50% and 70% yields, respectively, from the known, corresponding alcohol.
Key words
polymers - functional cyclopentadienes - adhesive bonding - adhesive
- 1
Shun QQ.Love PJ.Bayman A.Hansma PK. Appl. Surf. Sci. 1982, 13: 374 - 2
Zehner RW.Sita LR. Langmuir 1997, 13: 2973 - 3
Austin MD.Chou SY. Nano Lett. 2003, 3: 1687 - 4
Oye G.Roucoules V.Oates LJ.Cameron AM.Cameron NR.Steel PG.Davis BG.Coe D.Cox R.Badyal JPS. Langmuir 2002, 18: 8996 - 5
Teare DOH.Spanos C.Ridley P.Kinmond EJ.Roucoules V.Badyal JPS. Chem. Mater. 2002, 14: 4566 - 6
Teare DOH.Schofield WCE.Roucoules V.Badyal JPS. Langmuir 2003, 19: 2398 - 7
Roucoules V.Fail CA.Schofield WCE.Teare DOH.Badyal JPS. Langmuir 2005, 21: 1412 - 8
Siffer F.Schultz J.Roucoules V. Alkene Pulsed Plasma Functionalized Surfaces. An Interfacial Diels-Alder Reaction Study, In Adhesion - Current Research and ApplicationsPossart W. Wiley-VCH; New York: 2005. p.289-303 - 9
Siffer F. Ph.D. Dissertation University of Haute-Alsace; France: 2006. - 10
Keana JFW.Ogan MD. J. Am. Chem. Soc. 1986, 108: 7951 - 11
Schutte E.Weakley TJR.Tyler DR. J. Am. Chem. Soc. 2003, 125: 10319 - 12 For a review concerning aminocyclopentadienyl complexes, see:
Jutzi P.Redeker Th. Eur. J. Inorg. Chem. 1998, 663 - 13
Dillmore WSh.Yousaf MN.Mrksich M. Langmuir 2004, 20: 7223 - 14
Korenevsky VA.Sergeyev NM. J. Am. Chem. Soc. 1972, 94: 8586 ; add ca. 0.16 ppm to the δ values - 15
McLean S.Haynes P. Tetrahedron Lett. 1964, 5: 2385 - 16
Stammen B.Berlage U.Kindermann R.Kaiser M.Günther B.Sheldrick WS.Welzel P.Roth WR. J. Org. Chem. 1992, 57: 6566 - 17
Volante RP. Tetrahedron Lett. 1981, 22: 3119 - 18
Schultz AG.Dittami JP.Myong SO.Sha ChK. J. Am. Chem. Soc. 1983, 105: 3273