Metric engineering of supramolecular Borromean rings

Author(s): Liantonio, R; Metrangolo, P; Meyer, F; Pilati, T; Navarrini, W; Resnati, G.

Source: CHEMICAL COMMUNICATIONS

Issue: 17 Pages: 1819-1821

DOI: 10.1039/b516730b Published: 2006

ABSTRACT:

Two homologues of supramolecular Borromean rings were obtained based on the halogen-bonding-driven self-assembly of iodide ions with telechelic diiodoperfluoroalkanes.

http://pubs.rsc.org/en/journals/journalissues/cc#!recentarticles&all

Perfluorodiacyl peroxides: a class of free radical sources with a wide range of thermal decomposition temperatures

Author(s): Corvaja, Carlo; Famulari, Antonino; Franco, Lorenzo; Galimberti, Marco; Metrangolo,

Pierangelo; Navarrini, Walter; Resnati, Giuseppe; Sansotera, Maurizio.

Source: CHIMICA OGGI-CHEMISTRY TODAY

Volume: 24 Issue: 3 Supplement: S Pages: 17-22 Published: 2006

ABSTRACT:

Perfluorodiacyl peroxides are an important class of perfluorinated peroxides. Thermal decompositions of selected temperature range perfluorinated peroxides have been analyzed in terms of stability of the radical products. In the temp of 0-90 C, all these peroxides undergo first-order decomposition in diluted solutions. EPR analyses provide important information in order to prove the structure of the oncoming perfluorinated radicals. Correlations between thermal stability and radical structures have been supposed.

New catalytic alkylation of in situ generated perfluoro-alkyloxy-anions and perfluoro-carbanions

Author(s): Galimberti, M; Fontana, G; Resnati, G; Navarrini, W.

Source: JOURNAL OF FLUORINE CHEMISTRY

Volume: 126 Issue: 11-12 Pages: 1578-1586

DOI: 10.1016/j.jfluchem.2005.09.005 Published: DEC 2005

ABSTRACT:

Alkyl fluoroformates RHOC(O)F are a new family of excellent alkylating agents. Perfluoroacyl fluorides, selected perfluoroketones and fluoroolefins can be alkylated to hydrofluoroethers R-F-O-R-H and hydrofluoroalkanes R-F-R-H, respectively. Potassium fluoride and cesium fluorides catalysts in glymes at 50-100 degrees C are the preferred experimental conditions.

http://www.sciencedirect.com/science/article/pii/S0022113905002551

Method of Making Fluorovinyl Ethers and Polymer Obtainable Therefrom

US Patent: 6963013 B2

Date: Nov. 8, 2005

Inventor: W. Navarrini

US6963013B2 – PDF

Polyhalogenated Ethers

US Patent: 6936722 B2

Date: Aug. 30, 2005

Inventors: G. Fontana, W. Navarrini

US6936722B2 – PDF

Process for preparing acylfluorides

US Patent: 6852884

Date: Aug. 2 2005

Inventors: Walter Navarrini, Marco Galimberti

US6852884B2 – PDF

alpha-Branched-perfluorodiacyl peroxides: preparation and characterization

Author(s): Galimberti, M; Barchiesi, E; Navarrini, W.

Source: JOURNAL OF FLUORINE CHEMISTRY

Volume: 126 Issue: 4 Pages: 587-593

DOI: 10.1016/j.jfluchem.2005.01.003 Published: APR 2005

ABSTRACT:

New perfluorodiacyl peroxides substituted at the a position have been synthesized and characterized. This class of peroxides shows good hydrolytic stability.

http://www.sciencedirect.com/science/article/pii/S0022113905000072#

Perfluorodiacylperoxides as Polymerization Iniziators

EP: 1238988 B1

Date: Jan. 12, 2005

Inventors: W. Navarrini, M. Galimberti

EP1238988B1 – PDF

Perfluorodiacylperoxides as polymerization initiators

US Patent: 6747109

Date: Aug. 6 2004

Inventors: Walter Navarrini, Marco Galimberti

US6747109B2 – PDF

New perfluorovinylethers through the bis(fluoroxy)difluoromethane (BDM) chemistry

Author(s): Navarrini, W; Corti, S.

Source: JOURNAL OF FLUORINE CHEMISTRY

Volume: 125 Issue: 2 Pages: 189-197

DOI: 10.1016/j.jfluchem.2003.07.011 Published: FEB 2 2004

ABSTRACT:

In the present work we give an overview of the CF2(OF)(2) radical reactivity and report the synthesis of new perfluorovinylethers. CF2=CF-OCF2OCF2CF3 and CF2=CF-OCF2OCF2CF2OCF3 are prepared in a semi-continuous methodology starting from CF2(OF)(2). These highly reactive vinylethers are characterized by the OCF2O group directly bonded to the insaturation. For this reason they are excellent candidates for the preparation of very low T-g perfluororubbers.

http://www.sciencedirect.com/science/article/pii/S0022113903002732

Perfluoro-4-methyl-1,3-dioxole: a new monomer for high-T-g amorphous fluoropolymers

Author(s): Russo, A; Navarrini, W.

Source: JOURNAL OF FLUORINE CHEMISTRY

Volume: 125 Issue: 1 Pages: 73-78

DOI: 10.1016/j.jfluchem.2003.10.009 Published: JAN 1 2004

ABSTRACT:

A 4-Chloro-5-trifluoromethyl-2,2,4-trifluoro-1,3-dioxolane (1) was synthesised by reaction of CF2(OF)(2) with CF3-CH=CFCl; the elimination of HCl from (1) in basic conditions led to the formation of dioxole perfluoro-4-methyl-1,3-dioxole (2). Both these synthetic steps gave the corresponding product in high yield. A new synthetic route for the preparation of CF3-CH=CFCl, starting from CF2ClBr and CH2=CF2, together with some examples of polymerisation products obtained by reaction of dioxole (2) with fluoroolefins are also reported.

http://www.sciencedirect.com/science/article/pii/S0022113903003099

Copolymers of perfluorodioxoles

US Patent: 6335408

Date: Gen 1 2002

Inventors: Walter. Navarrini, Antonio Russo

US6335408B1 – PDF

Hydro-Fluoroalkylvinylethers and Process for Obtaining Them

US Patent: 6300526 B1

Date: Oct. 9, 2001

Inventors: W. Navarrini, A. Russo

US6300526 B1 – PDF

Crown ethers as pre-organised exo-receptors in the divergent recognition of alpha,omega-diiodoperfluoroalkanes

Author(s): Navarrini, W; Metrangolo, P; Pilati, T; Resnati, G.

Source: NEW JOURNAL OF CHEMISTRY

Volume: 24 Issue: 10 Pages: 777-780

DOI: 10.1039/b002247k

Published: 2000

ABSTRACT:

Both the nitrogen atoms of Kryptofix(R) 2.2. 1 act as electron-donors to the iodine atoms of alpha,omega-diiodoperfluoroalkanes 2a,b giving rise to infinite 1D chains 3a,b as white crystalline solids which are stable in air at room temperature. The structural features of these non-covalent co-polymers have been studied using various techniques (IR, H-1 NMR, F-19 NMR, X-ray diffraction) and it has been established that when Kryptofix 2.2. is halogen bonded to iodides 2, it adopts the same conformation as when in the pure form, namely the exo-exo topology. The co-existence of halogen-bonding and hydrogen-bonding in supramolecular architectures 3 suggests pre-organisation of the interacting partners as a new strategy in the rational design of divergent self-assembly processes. http://pubs.rsc.org/en/Content/ArticleLanding/2000/NJ/b002247k#!divAbstract

Infrared and Raman analyses of the halogen-bonded non-covalent adducts formed by alpha,omega-diiodoperfluoroalkanes with DABCO and other electron donors

Author(s): Messina, MT; Metrangolo, P; Navarrini, W; Radice, S; Resnati, G; Zerbi, G.

Source: JOURNAL OF MOLECULAR STRUCTURE

Volume: 524 Pages: 87-94

DOI: 10.1016/S0022-2860(99)00445-7 Published: JUN 13 2000

ABSTRACT:

An attractive intermolecular interaction which has been called “halogen bonding” exists between the nitrogen, sulfur, or oxygen atoms present in HC motifs and the iodine atom of PFC residues. The “halogen bonding” is strong enough to overcome the low affinity existing between PFC and HC compounds, driving their self-assembly into supramolecular architectures. The non-covalent co-polymer formed by 1,2-diiodotetrafluoroethane with diazabicyclooctane has been prepared and characterised by FT-IR and -Raman spectroscopies. We propose the changes shown by the vibrational spectra of single PFC and HC components when involved in halogen bonded co-polymers as diagnostic probes of the interaction and as tools to rank the electron-donor ability of differently heteroatom substituted hydrocarbons.

http://www.sciencedirect.com/science/article/pii/S0022286099004457