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Papers by Vito Tortelli
Molecules, 2011
In this study we will present and discuss both the synthesis of CF 2 =CFCF 2 OSO 2 F (perfluoroal... more In this study we will present and discuss both the synthesis of CF 2 =CFCF 2 OSO 2 F (perfluoroallyl fluorosulfate, FAFS), focusing in particular on the important role of C 3 F 6 /SO 3 ratio, reaction temperature and boron catalyst/SO 3 ratio on FAFS' yield and selectivity, as well as a wide variety of ionic and radical reactions possible with FAFS. We focused our attention on reactions of FAFS with aliphatic and aromatic alcohols, acyl halides, halides, H 2 O 2 , ketones and radicals whose synthesis and reaction mechanisms will be presented and discussed. Particular attention will be devoted to the novel diallyl-fluoroalkyl peroxide obtained. Factors such as pK a and Lowry and Pearson's Hard/Soft Acid-Base Theory which determine the selectivity between Addition/Elimination vs. Nucleophilic Substitution reaction mechanisms on FAFS will also be presented and discussed.
La presente invention concerne un ionomere fluore [polymere (I)] comprenant des unites repetitive... more La presente invention concerne un ionomere fluore [polymere (I)] comprenant des unites repetitives issues d'au moins les monomeres suivants : (i) 5 a 50 % en poids d'un monomere fluore [monomere (A)] contenant au moins une fonctionnalite -SO 2 X, de preference ayant la formule de CF 2 =CF-O-(CF 2 CF(CF 3 )O) m -(CF 2 ) n SO 2 X (I), m etant 0 ou 1, n etant un entier entre 0-10 et X etant choisi parmi F, OH et O - Me + , Me + representant un ion de metal alcalin ou un cation ammonium de formule NR 4 + ou chaque R represente independamment un atome d'hydrogene ou un radical organique monovalent choisi parmi les radicaux aliphatiques ayant de 1 a 8 atomes de carbone et les radicaux aryliques ou alicycliques ayant de 3 a 8 atomes de carbone ; (ii) un monomere fluore non fonctionnel [monomere (B)] ayant au moins une insaturation ethylenique ; et (iii) un compose polyfonctionnel fluore ayant la formule generale : (CR 1 R 2 =CFCF 2 -O) a -R f -((O) c -CF=CR 3 R 4 ) b (11) dans ...
The Journal of Physical Chemistry, 1994
Journal of Fluorine Chemistry, 1992
Tetrahedron Letters, 1995
The reaction of trifluomethylhypofluorite with the two anionic dimers of hexafluoropropene leads ... more The reaction of trifluomethylhypofluorite with the two anionic dimers of hexafluoropropene leads to the trifluoromethylether adducts in excellent yield. The radical intermediates of the reaction have been detected using the EPR technique.
Related U.S. Application Data 63 Continuation of Ser. No. 449,317, Dec. 11, 1989, aban doned, whi... more Related U.S. Application Data 63 Continuation of Ser. No. 449,317, Dec. 11, 1989, aban doned, which is a continuation of Ser. No. 124,044, Nov. 23, 1987, abandoned. 30 Foreign Application Priority Data Nov. 27, 1986 IT Italy ............................... 22467 AA86 51 Int. Cl. ....................... CO7C 17/00; CO7C 17/26 EH USOO5082981A 11 Patent Number: 5,082,981 (45) Date of Patent: "Jan. 21, 1992
PURPOSE: To obtain a novel peroxide-curable fluoroelastomer which requites only a short-time post... more PURPOSE: To obtain a novel peroxide-curable fluoroelastomer which requites only a short-time post-curing treatment and is particularly suitable for producing O-rings by forming a polymer which has specified terminal structures and structural chain units. CONSTITUTION: This fluoroelastomer has iodine atoms at the molecular terminals and monomeric units derived from an iodinated olefin of the formula: CHR=CB- Z-CH 2 CHR-I [wherein R is H or CH 3 ; and Z is an ether-oxygen-contg. 1-18C (per)fluoroalkylene or (per)fluoropolyoxyalkylene radical] in the chain. The content of the monomer units derived from the iodinated monomer is generally 0.01-1.0 mol based on 100 mol of the other monomer units. Generally, the number of total iodine atoms in the fluoroelastomer is, on average, 1.8-5.0 per chain, and the number of iodine atoms at the molecular terminals is, on average, 1.0-2.0 per chain. COPYRIGHT: (C)1995,JPO
Molecules, 2011
In this study we will present and discuss both the synthesis of CF 2 =CFCF 2 OSO 2 F (perfluoroal... more In this study we will present and discuss both the synthesis of CF 2 =CFCF 2 OSO 2 F (perfluoroallyl fluorosulfate, FAFS), focusing in particular on the important role of C 3 F 6 /SO 3 ratio, reaction temperature and boron catalyst/SO 3 ratio on FAFS' yield and selectivity, as well as a wide variety of ionic and radical reactions possible with FAFS. We focused our attention on reactions of FAFS with aliphatic and aromatic alcohols, acyl halides, halides, H 2 O 2 , ketones and radicals whose synthesis and reaction mechanisms will be presented and discussed. Particular attention will be devoted to the novel diallyl-fluoroalkyl peroxide obtained. Factors such as pK a and Lowry and Pearson's Hard/Soft Acid-Base Theory which determine the selectivity between Addition/Elimination vs. Nucleophilic Substitution reaction mechanisms on FAFS will also be presented and discussed.
La presente invention concerne un ionomere fluore [polymere (I)] comprenant des unites repetitive... more La presente invention concerne un ionomere fluore [polymere (I)] comprenant des unites repetitives issues d'au moins les monomeres suivants : (i) 5 a 50 % en poids d'un monomere fluore [monomere (A)] contenant au moins une fonctionnalite -SO 2 X, de preference ayant la formule de CF 2 =CF-O-(CF 2 CF(CF 3 )O) m -(CF 2 ) n SO 2 X (I), m etant 0 ou 1, n etant un entier entre 0-10 et X etant choisi parmi F, OH et O - Me + , Me + representant un ion de metal alcalin ou un cation ammonium de formule NR 4 + ou chaque R represente independamment un atome d'hydrogene ou un radical organique monovalent choisi parmi les radicaux aliphatiques ayant de 1 a 8 atomes de carbone et les radicaux aryliques ou alicycliques ayant de 3 a 8 atomes de carbone ; (ii) un monomere fluore non fonctionnel [monomere (B)] ayant au moins une insaturation ethylenique ; et (iii) un compose polyfonctionnel fluore ayant la formule generale : (CR 1 R 2 =CFCF 2 -O) a -R f -((O) c -CF=CR 3 R 4 ) b (11) dans ...
The Journal of Physical Chemistry, 1994
Journal of Fluorine Chemistry, 1992
Tetrahedron Letters, 1995
The reaction of trifluomethylhypofluorite with the two anionic dimers of hexafluoropropene leads ... more The reaction of trifluomethylhypofluorite with the two anionic dimers of hexafluoropropene leads to the trifluoromethylether adducts in excellent yield. The radical intermediates of the reaction have been detected using the EPR technique.
Related U.S. Application Data 63 Continuation of Ser. No. 449,317, Dec. 11, 1989, aban doned, whi... more Related U.S. Application Data 63 Continuation of Ser. No. 449,317, Dec. 11, 1989, aban doned, which is a continuation of Ser. No. 124,044, Nov. 23, 1987, abandoned. 30 Foreign Application Priority Data Nov. 27, 1986 IT Italy ............................... 22467 AA86 51 Int. Cl. ....................... CO7C 17/00; CO7C 17/26 EH USOO5082981A 11 Patent Number: 5,082,981 (45) Date of Patent: "Jan. 21, 1992
PURPOSE: To obtain a novel peroxide-curable fluoroelastomer which requites only a short-time post... more PURPOSE: To obtain a novel peroxide-curable fluoroelastomer which requites only a short-time post-curing treatment and is particularly suitable for producing O-rings by forming a polymer which has specified terminal structures and structural chain units. CONSTITUTION: This fluoroelastomer has iodine atoms at the molecular terminals and monomeric units derived from an iodinated olefin of the formula: CHR=CB- Z-CH 2 CHR-I [wherein R is H or CH 3 ; and Z is an ether-oxygen-contg. 1-18C (per)fluoroalkylene or (per)fluoropolyoxyalkylene radical] in the chain. The content of the monomer units derived from the iodinated monomer is generally 0.01-1.0 mol based on 100 mol of the other monomer units. Generally, the number of total iodine atoms in the fluoroelastomer is, on average, 1.8-5.0 per chain, and the number of iodine atoms at the molecular terminals is, on average, 1.0-2.0 per chain. COPYRIGHT: (C)1995,JPO