Molecular printboards on silicon oxide: lithographic patterning of cyclodextrin monolayers with multivalent, fluorescent guest molecules

A. Mulder, S. Onclin, M. Péter, J.P. Hoogenboom, H. Beijleveld, J. ter Maat, M.F. Garcia Parajo, B.J. Ravoo, J. Huskens, N.F. van Hulst, D.N. Reinhoudt

Research output: Contribution to journalArticleAcademicpeer-review

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Abstract

Three compounds bearing multiple adamantyl guest moieties and a fluorescent dye have been synthesized for the supramolecular patterning of -cyclodextrin (CD) host monolayers on silicon oxide using microcontact printing and dip-pen nanolithography. Patterns created on monolayers on glass were viewed by laser scanning confocal microscopy. Semi-quantitative analysis of the patterns showed that with microcontact printing approximately a single monolayer of guest molecules is transferred. Exposure to different rinsing procedures showed the stability of the patterns to be governed by specific supramolecular multivalent interactions. Patterns of the guest molecules created at CD monolayers were stable towards thorough rinsing with water, whereas similar patterns created on poly(ethylene glycol) (PEG) reference monolayers were instantly removed. The patterns on CD monolayers displayed long-term stability when stored under N2, whereas patterns at PEG monolayers faded within a few weeks due to the diffusion of fluorescent molecules across the surface. Assemblies at CD monolayers could be mostly removed by rinsing with a concentrated CD solution, demonstrating the reversibility of the methodology. Patterns consisting of different guest molecules were produced by microcontact printing of one guest molecule and specific adsorption of a second guest molecule from solution to non-contacted areas, giving well-defined alternating assemblies. Fluorescent features of sub-micrometer dimensions were written using supramolecular dip-pen nanolithography.
Original languageEnglish
Pages (from-to)242-253
JournalSmall
Volume1
Issue number2
DOIs
Publication statusPublished - 2005

Fingerprint

Cyclodextrins
Silicon oxides
Silicon
Oxides
Monolayers
Printing
Molecules
Polyethylene glycols
Nanolithography
Ethylene Glycol
Bearings (structural)
Fluorescent Dyes
Confocal Microscopy
Adsorption
Glass
Confocal microscopy
Water
Dyes
Scanning
Lasers

Cite this

Mulder, A. ; Onclin, S. ; Péter, M. ; Hoogenboom, J.P. ; Beijleveld, H. ; ter Maat, J. ; Garcia Parajo, M.F. ; Ravoo, B.J. ; Huskens, J. ; van Hulst, N.F. ; Reinhoudt, D.N. / Molecular printboards on silicon oxide : lithographic patterning of cyclodextrin monolayers with multivalent, fluorescent guest molecules. In: Small. 2005 ; Vol. 1, No. 2. pp. 242-253.
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abstract = "Three compounds bearing multiple adamantyl guest moieties and a fluorescent dye have been synthesized for the supramolecular patterning of -cyclodextrin (CD) host monolayers on silicon oxide using microcontact printing and dip-pen nanolithography. Patterns created on monolayers on glass were viewed by laser scanning confocal microscopy. Semi-quantitative analysis of the patterns showed that with microcontact printing approximately a single monolayer of guest molecules is transferred. Exposure to different rinsing procedures showed the stability of the patterns to be governed by specific supramolecular multivalent interactions. Patterns of the guest molecules created at CD monolayers were stable towards thorough rinsing with water, whereas similar patterns created on poly(ethylene glycol) (PEG) reference monolayers were instantly removed. The patterns on CD monolayers displayed long-term stability when stored under N2, whereas patterns at PEG monolayers faded within a few weeks due to the diffusion of fluorescent molecules across the surface. Assemblies at CD monolayers could be mostly removed by rinsing with a concentrated CD solution, demonstrating the reversibility of the methodology. Patterns consisting of different guest molecules were produced by microcontact printing of one guest molecule and specific adsorption of a second guest molecule from solution to non-contacted areas, giving well-defined alternating assemblies. Fluorescent features of sub-micrometer dimensions were written using supramolecular dip-pen nanolithography.",
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Mulder, A, Onclin, S, Péter, M, Hoogenboom, JP, Beijleveld, H, ter Maat, J, Garcia Parajo, MF, Ravoo, BJ, Huskens, J, van Hulst, NF & Reinhoudt, DN 2005, 'Molecular printboards on silicon oxide: lithographic patterning of cyclodextrin monolayers with multivalent, fluorescent guest molecules' Small, vol. 1, no. 2, pp. 242-253. https://doi.org/10.1002/smll.200400063

Molecular printboards on silicon oxide : lithographic patterning of cyclodextrin monolayers with multivalent, fluorescent guest molecules. / Mulder, A.; Onclin, S.; Péter, M.; Hoogenboom, J.P.; Beijleveld, H.; ter Maat, J.; Garcia Parajo, M.F.; Ravoo, B.J.; Huskens, J.; van Hulst, N.F.; Reinhoudt, D.N.

In: Small, Vol. 1, No. 2, 2005, p. 242-253.

Research output: Contribution to journalArticleAcademicpeer-review

TY - JOUR

T1 - Molecular printboards on silicon oxide

T2 - lithographic patterning of cyclodextrin monolayers with multivalent, fluorescent guest molecules

AU - Mulder, A.

AU - Onclin, S.

AU - Péter, M.

AU - Hoogenboom, J.P.

AU - Beijleveld, H.

AU - ter Maat, J.

AU - Garcia Parajo, M.F.

AU - Ravoo, B.J.

AU - Huskens, J.

AU - van Hulst, N.F.

AU - Reinhoudt, D.N.

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N2 - Three compounds bearing multiple adamantyl guest moieties and a fluorescent dye have been synthesized for the supramolecular patterning of -cyclodextrin (CD) host monolayers on silicon oxide using microcontact printing and dip-pen nanolithography. Patterns created on monolayers on glass were viewed by laser scanning confocal microscopy. Semi-quantitative analysis of the patterns showed that with microcontact printing approximately a single monolayer of guest molecules is transferred. Exposure to different rinsing procedures showed the stability of the patterns to be governed by specific supramolecular multivalent interactions. Patterns of the guest molecules created at CD monolayers were stable towards thorough rinsing with water, whereas similar patterns created on poly(ethylene glycol) (PEG) reference monolayers were instantly removed. The patterns on CD monolayers displayed long-term stability when stored under N2, whereas patterns at PEG monolayers faded within a few weeks due to the diffusion of fluorescent molecules across the surface. Assemblies at CD monolayers could be mostly removed by rinsing with a concentrated CD solution, demonstrating the reversibility of the methodology. Patterns consisting of different guest molecules were produced by microcontact printing of one guest molecule and specific adsorption of a second guest molecule from solution to non-contacted areas, giving well-defined alternating assemblies. Fluorescent features of sub-micrometer dimensions were written using supramolecular dip-pen nanolithography.

AB - Three compounds bearing multiple adamantyl guest moieties and a fluorescent dye have been synthesized for the supramolecular patterning of -cyclodextrin (CD) host monolayers on silicon oxide using microcontact printing and dip-pen nanolithography. Patterns created on monolayers on glass were viewed by laser scanning confocal microscopy. Semi-quantitative analysis of the patterns showed that with microcontact printing approximately a single monolayer of guest molecules is transferred. Exposure to different rinsing procedures showed the stability of the patterns to be governed by specific supramolecular multivalent interactions. Patterns of the guest molecules created at CD monolayers were stable towards thorough rinsing with water, whereas similar patterns created on poly(ethylene glycol) (PEG) reference monolayers were instantly removed. The patterns on CD monolayers displayed long-term stability when stored under N2, whereas patterns at PEG monolayers faded within a few weeks due to the diffusion of fluorescent molecules across the surface. Assemblies at CD monolayers could be mostly removed by rinsing with a concentrated CD solution, demonstrating the reversibility of the methodology. Patterns consisting of different guest molecules were produced by microcontact printing of one guest molecule and specific adsorption of a second guest molecule from solution to non-contacted areas, giving well-defined alternating assemblies. Fluorescent features of sub-micrometer dimensions were written using supramolecular dip-pen nanolithography.

U2 - 10.1002/smll.200400063

DO - 10.1002/smll.200400063

M3 - Article

VL - 1

SP - 242

EP - 253

JO - Small

JF - Small

SN - 1613-6810

IS - 2

ER -