EP1904428A2 - Neue fluorierte verbindungen, ihre synthese und anwendung - Google Patents

Neue fluorierte verbindungen, ihre synthese und anwendung

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Publication number
EP1904428A2
EP1904428A2 EP06755959A EP06755959A EP1904428A2 EP 1904428 A2 EP1904428 A2 EP 1904428A2 EP 06755959 A EP06755959 A EP 06755959A EP 06755959 A EP06755959 A EP 06755959A EP 1904428 A2 EP1904428 A2 EP 1904428A2
Authority
EP
European Patent Office
Prior art keywords
formula
group
defined above
iii
comprised
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP06755959A
Other languages
English (en)
French (fr)
Inventor
Francesco Maniero
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
GUARNIFLON S.P.A.
Original Assignee
MAFLON Srl
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by MAFLON Srl filed Critical MAFLON Srl
Priority to EP11163163A priority Critical patent/EP2343270A3/de
Publication of EP1904428A2 publication Critical patent/EP1904428A2/de
Withdrawn legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
    • C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
    • C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
    • C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
    • C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
    • C23F11/12—Oxygen-containing compounds
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    • C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C215/04—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
    • C07C215/06—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
    • C07C215/08—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic with only one hydroxy group and one amino group bound to the carbon skeleton
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    • C07C215/04—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
    • C07C215/06—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
    • C07C215/14—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic the nitrogen atom of the amino group being further bound to hydrocarbon groups substituted by amino groups
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    • C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
    • C07C229/10—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
    • C07C229/12—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings to carbon atoms of acyclic carbon skeletons
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    • C07C309/07—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing oxygen atoms bound to the carbon skeleton
    • C07C309/09—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing oxygen atoms bound to the carbon skeleton containing etherified hydroxy groups bound to the carbon skeleton
    • C07C309/10—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing oxygen atoms bound to the carbon skeleton containing etherified hydroxy groups bound to the carbon skeleton with the oxygen atom of at least one of the etherified hydroxy groups further bound to an acyclic carbon atom
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    • C07C323/66—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and sulfur atoms, not being part of thio groups, bound to the same carbon skeleton containing sulfur atoms of sulfo, esterified sulfo or halosulfonyl groups, bound to the carbon skeleton
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Definitions

  • the present invention relates to new fluorinated compounds, to
  • fluorinated surfactants are used
  • extinguishing agents such as extinguishing
  • fluorinated surfactants have a film-forming
  • fluorinated surfactants make the foam more fluid and therefore faster in
  • the aim of the present invention is therefore to provide
  • An object is to provide fluorinated products having improved
  • Another object is to provide a method that is fast, inexpensive,
  • the invention relates to new fluorinated
  • Rf is a saturated perfluorocarbon chain or a mixture of saturated
  • perfluorocarbon chains which are preferably linear, optionally comprising
  • R is selected between hydrogen and a linear or ramified alkyl C 1 -C 5
  • R is CH 3 - and more preferably R is H;
  • B is selected among :
  • R 2 where R 2 is selected among :
  • R 1 is selected among:
  • p is an integer comprised between 1 and 50, preferably between 2 and 10;
  • pi is an integer comprised between 1
  • D is an integer comprised between 1 and
  • G is an integer comprised between 1
  • t, A and b are each independently 0 or 1;
  • T is an atom of carbon or an atom of nitrogen
  • R 3 is selected among:
  • neutral conjugate acid preferably is selected among: ii-a) -COOQ,
  • ammonium ion an ammonium ion, optionally mono-, di- or
  • Ci-Cio alkyl as CH 3 -, (CH 3 ) 3 C-, C 4 H 9 -, C 8 H 17 -,
  • pl9 is an integer comprised between 1 and 50, and p9 is as
  • iii-e a group selected among: iii-e-l) (CH 2 CH 2 O)-C 6 H 4 -(CH 2 CH 2 O)—
  • I D iii-g a group having the formula ._ , , I . . _ . where Fg is as
  • R 4 is hydrogen or a linear or ramified C 1 -C 5 alkyl group; preferably
  • Y is hydrogen or a group having the formula ( II )
  • u, v and z are integers and each is independently equal to 0 or 1;
  • E is defined as B;
  • R 5 is hydrogen or a linear or ramified C 1 -C 5 alkyl group; preferably
  • R ⁇ is selected among:
  • plO is an integer comprised between 1 and
  • qlO and rlO are integers and each is independently equal to 0
  • pllO is an integer comprised between 1 and 50, plO is as defined above ;
  • R 7 is selected between :
  • R 8 is selected among:
  • p8 is an integer comprised between 1 and 50, preferably
  • CH 3 8 as defined above and FQ is an integer comprised between 1 and 40;
  • v a group selected among: v - a ) (CH 3 CH 2 O)-C 6 H 4 -(CH 3 CH 2 O)--
  • n when present, can assume the values
  • compositions comprising
  • compositions such as aqueous solutions or solutions of other solvents
  • alcohols such as methanol, ethanol, n-propanol, isopropanol, amyl
  • ketones such as acetone, methyl ethyl
  • glycols such as diethylene glycol, propylene glycol and the like.
  • esters such as ethyl acetate, butyl acetate, ethyl propionate, butyl propionate, dioxane, n-methyl pyrrolidinone, tetrahydrofuran,
  • fluorinated and non-fluorinated amphoteric surfactants for example fluorinated and non-fluorinated amphoteric surfactants such as fluorinated and non-fluorinated amphoteric surfactants
  • surfactants such as amine salts, quaternary amine compounds.
  • quantity of fluorinated compound (I) is comprised between 0.001% and 10%
  • paraffins mixtures of paraffins, mixtures of paraffins and mineral oils
  • fluorinated compounds such as Rf-Rh and fluorinated compounds such as Rf-
  • the invention relates to the use of the
  • compositions are provided.
  • A is 1, more preferably the ones in which A is 1 and Y is hydrogen,
  • Emulsions based on hydrolyzed animal or plant protein are
  • surfactants are incorporated, allowing to obtain a foam which is more
  • fluorinated surfactants offer higher resistance to
  • the ratio i.e., the ratio between the generated foam volume and the volume of the initial aqueous solution
  • the settling time i.e., the time
  • foam i.e., the rate at which the foam covers a preset portion of an
  • Bases are constituted generally by high-density
  • polyethylene and are manufactured by extrusion or sintering of the
  • bases can be formed by using a composition
  • compositions in a mixture with paraffin waxes so as to improve their
  • the mixture can be prepared by simple
  • the invention relates to a method for the
  • Z differs from Y
  • B, and optionally E if present, are equal
  • reaction temperature must be
  • reaction can be performed in the mass or in
  • toluene N methyl pyrrolidinone, alkanes, or mixtures thereof.
  • reaction time varies between 4 and
  • inorganic bases or of tertiary amines can also precede the reaction of
  • the finished product can be placed in solution or can be kept as such.
  • B and optionally E if present are both -O- .
  • Q if present, be selected
  • alkyl groups such as R 2 .
  • an inert solvent such as methyl ethyl ketone, tetrahydrofuran, dioxane,
  • Lewis acid preferably in a quantity comprised between 0.001% and 1% by
  • the reaction temperature must also be comprised between 20 °C and
  • fluorinated epoxide or mixture of epoxides with n of different value is
  • reaction temperature is comprised
  • reaction time varies between 4 and 20 hours, preferably between 6 and 12 hours.
  • the product can be
  • glycols such as ethylene glycol
  • propylene glycol - ketones such as acetone, methyl ethyl ketone, methyl
  • esters such as butyl or ethyl acetate, and dioxane
  • the reaction temperature must be comprised between 20°C and 12O 0 C;
  • reaction time varies between 4 and
  • the product can be placed in
  • the polymers can be used to obtain an oil-hydro-repellence effect
  • reaction mixture is distilled to remove the solvent and the water present
  • the temperature of the reaction mass is brought to 9O 0 C. After one
  • reaction is monitored by gas chromatographic analysis
  • reaction is monitored by gas chromatographic analysis, extracting the epoxide with a non-polar solvent such as chloroform.
  • the product is solubilized with 31.6 g of water so as to obtain a
  • propanol and in acetates such as butyl acetate and ethyl acetate.
  • the system is heated to 8O 0 C, a temperature at which the reagent is
  • the reaction in this case lasts 4 hours after the end of dripping.
  • An apparatus as in Example 1 is loaded with:
  • the dioxane is removed by distillation and with a slight flow of
  • reaction mass is brought to 110-115 0 C so as to melt the product
  • the reaction temperature is 90 0 C.
  • the reaction is performed in the mass at. the temperature of 12O 0 C
  • the product is dissolved in 2-propanol until a 50% solution is obtained.
  • the product can be purified by dissolving it when hot in
  • the end product has a melting point of 68°C-70 c C. It
  • surfactant which at a concentration of 0.01% by weight in water provides
  • Table 1 relates to products having the formula ( I ) that have
  • a protein concentrate was prepared which was intended for use in
  • Protein concentrate at 53% by weight 100 g
  • the characteristics of the foam were determined according to a
  • the volume of the foam is measured 30 seconds after
  • the fluidity of the foam is determined by measuring the speed with the fluidity of the foam.
  • This last container contains 2 liter
  • a photocell was placed at the beginning and at the end of the
  • products are composed as follows: - product A: semiperfluorinated alkanes having the general formula
  • The- skier performed five series of tests (five laps of the trail)

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Mechanical Engineering (AREA)
  • Metallurgy (AREA)
  • Emergency Medicine (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
EP06755959A 2005-06-20 2006-06-16 Neue fluorierte verbindungen, ihre synthese und anwendung Withdrawn EP1904428A2 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP11163163A EP2343270A3 (de) 2005-06-20 2006-06-16 Neue fluorierte Verbindungen, ihre Synthese und Verwendung

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IT001155A ITMI20051155A1 (it) 2005-06-20 2005-06-20 Nuovi composti fluorurati, loro sintesi e uso.
PCT/IB2006/001678 WO2006136920A2 (en) 2005-06-20 2006-06-16 New fluorinated compounds, their synthesis and use

Publications (1)

Publication Number Publication Date
EP1904428A2 true EP1904428A2 (de) 2008-04-02

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IT (1) ITMI20051155A1 (de)
WO (1) WO2006136920A2 (de)

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EP3269395A1 (de) 2008-11-07 2018-01-17 Massachusetts Institute Of Technology Aminoalkohol-lipoide und verwendungen davon
US9364858B2 (en) 2011-07-06 2016-06-14 Basf Coatings Gmbh Method for producing a colouring and/or effect-giving multilayer paint finish
CN103865362B (zh) * 2014-03-31 2016-01-20 方倩 一种耐磨阻燃斜盘的制备方法
WO2016205691A1 (en) 2015-06-19 2016-12-22 Massachusetts Institute Of Technology Alkenyl substituted 2,5-piperazinediones and their use in compositions for delivering an agent to a subject or cell
JPWO2023042690A1 (de) * 2021-09-17 2023-03-23
CN117285429B (zh) * 2022-06-17 2025-08-29 中国石油化工股份有限公司 化合物及其制备方法与应用
CN116836750B (zh) * 2023-06-27 2024-12-10 大连奥首科技有限公司 一种金刚线切割液、其制备方法与应用

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Also Published As

Publication number Publication date
EP2343270A3 (de) 2011-12-28
ITMI20051155A1 (it) 2006-12-21
EP2343270A2 (de) 2011-07-13
WO2006136920A3 (en) 2007-06-14
WO2006136920A2 (en) 2006-12-28

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