EP2964343A1 - Mousse d'extinction d'incendie renfermant du carbosilane - Google Patents

Mousse d'extinction d'incendie renfermant du carbosilane

Info

Publication number
EP2964343A1
EP2964343A1 EP14708851.2A EP14708851A EP2964343A1 EP 2964343 A1 EP2964343 A1 EP 2964343A1 EP 14708851 A EP14708851 A EP 14708851A EP 2964343 A1 EP2964343 A1 EP 2964343A1
Authority
EP
European Patent Office
Prior art keywords
independently
another
fire
carbohydrate
methyl
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.)
Granted
Application number
EP14708851.2A
Other languages
German (de)
English (en)
Other versions
EP2964343B1 (fr
Inventor
Dirk Blunk
Kai Oliver Wirz
Richard Daniel Matthias MEISENHEIMER
Ralf Helmut HETZER
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.)
BLUNK, DIRK
Original Assignee
Universitaet zu Koeln
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 Universitaet zu Koeln filed Critical Universitaet zu Koeln
Publication of EP2964343A1 publication Critical patent/EP2964343A1/fr
Application granted granted Critical
Publication of EP2964343B1 publication Critical patent/EP2964343B1/fr
Active legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • A—HUMAN NECESSITIES
    • A62—LIFE-SAVING; FIRE-FIGHTING
    • A62D—CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
    • A62D1/00—Fire-extinguishing compositions; Use of chemical substances in extinguishing fires
    • A62D1/0071—Foams
    • A—HUMAN NECESSITIES
    • A62—LIFE-SAVING; FIRE-FIGHTING
    • A62D—CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
    • A62D1/00—Fire-extinguishing compositions; Use of chemical substances in extinguishing fires
    • A—HUMAN NECESSITIES
    • A62—LIFE-SAVING; FIRE-FIGHTING
    • A62D—CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
    • A62D1/00—Fire-extinguishing compositions; Use of chemical substances in extinguishing fires
    • A62D1/0028—Liquid extinguishing substances
    • A62D1/0035—Aqueous solutions

Definitions

  • the present invention relates to the field of fire-extinguishing foams or foam concentrates.
  • Fuels are the extinguishing water usually added special foaming agents. These have surfactant properties and allow in contrast to conventional
  • Extinguishing foam means the self-wetting of the burned material surface. Therefore, such a so-called AFFF (Aqueous Film Forming Foams) extinguishing foams form as a special feature a film of water on the surface of the burning liquid.
  • the resulting vapor barrier makes it more difficult for the combustible liquid to pass into the gas phase and thus maintain the fire or form ignitable or explosive gas mixtures.
  • the wetting ability characteristic of the AFFF foams also allows the foam to slide on the surface of the burning liquid so that it also reaches areas where the extinguishing foam can not be applied directly.
  • the foam surface closes after failure (for example, by falling objects) again independently.
  • the film also flows and acts in areas that are not directly reached by foam.
  • PFOS perfluorooctylsulfonate
  • UD 40474 / SAM AH its use was severely restricted by EU Directive 2006/122 / EC of 12.12.2006. Extinguishing foams with more than 50 ppm PFOS content must not be used in the EU.
  • various other perfluorinated or polyfluorinated surfactants are used as substitutes for PFOS in AFFF. These surfactants are heretofore believed to be non-bioactive or at least less bioaccumulating and toxic.
  • a final assessment is still pending and the fundamental problem of persistence of polyfluorinated compounds remains intact.
  • a fire-extinguishing foam concentrate which comprises a surfactant containing at least one substituted or unsubstituted carbohydrate or carbohydrate derivative and at least one oligosilane.
  • containing in this context means that both the carbohydrate or carbohydrate derivative and the oligosilane are subcomponents of a larger molecule and both are linked via covalent bonds to the remainder of the molecule.
  • the total molecular size of the surfactants of the invention is sufficiently small with sufficient solubility; small Molecules are preferred in most applications because their
  • the surfactant is halogen-free, in particular fluorine-free and can be produced as far as possible from renewable raw materials.
  • the surfactants allow the self-formation of a closed water film on the surface of the fire (eg fuel): As a vapor barrier prevents this water film from the transition of the combustible liquid into the gas phase and minimized in this way that the fire material keeps the fire or fire / explosive Gas mixtures forms.
  • the surfactants have excellent durability, in particular
  • the surfactant comprises a molecule selected from the group comprising
  • A is a substituted or unsubstituted carbohydrate or carbohydrate derivative having one to twenty, preferably one to four sugar units
  • B represents an optional linker substructure of at least one atom or a chain
  • C is an oligosilane, preferably a di-, tri-, tetra- or pentasilane
  • D is an oligosiloxane, preferably a di-, tri- or tetrasiloxane.
  • Subcomponent A is a substituted or unsubstituted carbohydrate or carbohydrate derivative having one to twenty, preferably one to four sugar units.
  • mono-, di- and trisaccharides i. one, two or three sugar units, alternatively and equally preferred are higher saccharides, especially cyclodextrins.
  • subcomponent A or parts of subcomponent A may also be omitted
  • Carbohydrate derivatives such as e.g. the sugar acids (aldonic acids, uronic acids or
  • Aldar acids sugar alcohols (alditols), aminosugars or cyclitols, as well as their emerns, esters, amides or thioesters.
  • sugar alcohols alditols
  • aminosugars or cyclitols as well as their emerns, esters, amides or thioesters.
  • saccharides or “carbohydrate” is understood to mean, in particular, hexoses, pentoses or cyclitols, which (in the presence of di- or higher saccharides) are preferably linked to one another in a glycosidic manner.
  • the carbohydrates may be substituted or unsubstituted, with unsubstituted carbohydrates being preferred because of the resulting higher
  • Preferred carbohydrates or carbohydrate derivatives for the purposes of the present invention are monosaccharides: glucose, glucosamine, fructose, galactose in disaccharides: maltose, isomaltose, sucrose, cellobiose, lactose, trehalose in trisaccharides: raffinose, maltotriose, isomaltotriose, maltotriulose, ciceritol in cyclitols: inositol , Quebrachitol, pinitol in sugar acids: gluconic, glucuronic, glucaric, tartaric, galactonic, galactaric, mannonic, mannaric, fructonic, fructanic, arabinonic, arabinuronic, arabinaric, xylonic, xyluronic, xylaric, ribonic, riburonic, ribaric , Ascorbic acid in alditols: sorbito
  • Subcomponent B is an optional linker Sub structure of at least one atom or a chain, preferably of carbon and / or nitrogen and / or Sauerers toffatomen (OO bonds should be excluded).
  • This chain may be a pure alkyl chain, i. B is an unsubstituted or optionally
  • alkyl-substituted alkylene radical preferably with three, four, five, six or seven
  • B may also contain ether, ester, amide or amine groups.
  • B may contain glycerol, pentaerythritol, alkylamines or carboxylic acids as a substructure.
  • B contains an oligoethylene or oligopropylene glycol unit, preferably with two, three or four units.
  • attachment to the radical C is preferably an ethylene or propylene unit.
  • B is preferably linked to residue A glycosidically via an anomeric carbon atom.
  • B may also be linked to A via an amide or ester bond.
  • residue C the silane
  • B is linked via an Si-C, Si-O or Si-N bond.
  • subcomponent B can also be omitted, ie, if necessary, A and C are directly linked.
  • the radical BC or C may also be attached to other regiochemical positions of the carbohydrate or carbohydrate derivative A.
  • C is an oligosilane, preferably a di-, tri-, tetra or pentasilane, wherein C is explicitly not intended to be limited thereto and larger radicals should also be included.
  • Olesilane in the context of the present invention are compounds or
  • Siloxane unit ie, a compound SiR 1 R 2 R 3 R 4 wherein at least one of R is an alkoxy or oxo radical.
  • these compounds are commonly referred to as oxacarbosilanes.
  • these compounds are also referred to as oligosilanes for the sake of simplicity or these
  • the "terminal" silanes are tri (m) ethylsilanes (i.e., they have three methyl and / or ethyl moieties, or two methyl and one ethyl or two ethyl and one methyl moiety (s)).
  • the individual silanes are preferably connected via methylene, ethylene or propylene bridges, particularly preferably methylene units, since these have the amphiphobicity of Do not lower the whole molecule too much.
  • C also comprises siloxane units
  • Si-O-Si bridges are of course present.
  • C is a tri- or higher silane
  • C may be linked to B (or optionally A) via one of the terminal silanes (forming a kind of "continuous chain")
  • C may be combined with B (or possibly A ) may also be linked via one of the middle silanes, so that a kind of X- or T-shaped or branched structure forms.
  • substructures A-B and A associated with C may be the same or
  • C has one of the following structures:
  • each R, independently of one another, is ethyl or methyl
  • n (each independently of one another) is 1, 2 or 3
  • j, k, m are 1-9, preferably 1, 2 or 3, where 1 ⁇ j + k + m ⁇ 10.
  • each R, independently of one another, is ethyl or methyl
  • each X, independently of one another (CH 2 ) n or O with n (each independently of one another) is 1, 2 or 3
  • j, k, m is 1-9 1, 2 or 3, where 1 ⁇ j + k + m ⁇ 10; such as
  • each R independently of one another, is ethyl or methyl
  • each X independently of one another (CH 2 ) n or O with n (each independently of one another) is 1, 2 or 3, and also 1-9, preferably 1, 2 or 3 where 1 ⁇ j + k ⁇ 10.
  • D is an oligosiloxane, preferably a di-, tri- or tetrasiloxane.
  • the methyl and ethyl siloxanes or mixed siloxanes with methyl and ethyl radicals are preferred.
  • C is a tri- or higher siloxane
  • D may be linked to B (or optionally A) via one of the terminal siloxanes (forming a kind of "continuous chain")
  • D may be combined with B (or optionally A ) may also be linked via one of the medium siloxanes, so that a type of X- or T-shaped or branched structure forms.
  • D is derived from a di- or trihydro siloxane
  • the substructures A-B or A joined to D may be the same or different.
  • D has one of the following structures:
  • each R independently of one another, is ethyl or methyl and n is between 0 and 10, preferably between 0 and 5, more preferably 0, 1 or 2.
  • the fire-extinguishing foam concentrate still comprises one or more of the following constituents:
  • Foaming agents film formers, film stabilizers, antifreeze agents, preservatives and corrosion inhibitors, solubilizers and buffers.
  • these may be: linear alkylbenzenesulfonates, secondary alkanesulfonates, sodium alkylsulfonates, cc-olefinsulfonates, sulfosuccinic acid esters, cc-methyl ester sulfonates, alcohol ethoxylates, alkylphenol ethoxylates, fatty alcohol ethylene oxide / propylene oxide adducts, glycoside surfactants (these are particularly preferred, eg glucopone), lauryl sulfates .
  • Laureth sulphates imidazolium salts, lauriminodipropionate, acrylic copolymers.
  • Suitable counterions for the anionic surfactants present in this list are, in particular, Li + , Na + , K + , NH 4 + , N (C 2 H 5 ) 4 +
  • the foam concentrate may be admixed with, inter alia, the following constituents: polysaccharides, alginates,
  • Temperatures may be admixed with the foaming agent concentrate, inter alia, the following components: ethylene glycol, propylene glycol, glycerol, 1-propanol, 2-propanol, urea, inorganic salts
  • the foam concentrate may be admixed inter alia with the following components:
  • Formaldehyde solution alkylcarboxylic acid salts, ascorbic acid, salicylic acid, tolyltriazoles
  • the foam concentrate may be admixed with, inter alia, the following constituents:
  • Glycosides and siloxane surfactants are pH-sensitive in terms of shelf life. A buffering of the concentrate to a pH of about 7 is therefore advantageous. Buffer systems can be for example:
  • Citric acid / sodium acetate Citric acid / sodium acetate.
  • the present invention also relates to the use of a surfactant containing at least one substituted or unsubstituted carbohydrate or Carbohydrate derivative and at least one oligosilane as an additive to fire-fighting foams and / or concentrates.
  • Example I relates to a surfactant according to the present invention having the following
  • Example II relates to a surfactant according to the present invention having the structure:
  • Example III relates to a surfactant according to the present invention having the following structure
  • Example IV relates to a surfactant according to the present invention having the structure:
  • Example V relates to a surfactant according to the present invention having the structure:
  • Example VI refers to a mixture of two surfactants, one according to the present invention, having the following structures:
  • Example VII relates to a surfactant according to the present invention having the structure:
  • Example VIII relates to a surfactant according to the present invention having the structure:
  • silane glycoside surfactants shown in the examples can be prepared, inter alia, from the corresponding carbohydrates as follows:
  • R 1 H
  • R 1 a- (D) -glucopyranosyl
  • 9 R 1 2,3,4,6-tetra-O-acetyl-
  • R 4 Me a- (D) -glucopyranosyl
  • Example VII was prepared as follows:

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Business, Economics & Management (AREA)
  • Emergency Management (AREA)
  • Fire-Extinguishing Compositions (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)

Abstract

L'invention concerne des mousses d'extinction d'incendie et leurs concentrés, qui contiennent un tensioactif à base de silane renfermant un hydrate de carbone.
EP14708851.2A 2013-03-06 2014-03-05 Mousse d'extinction d'incendie renfermant du carbosilane Active EP2964343B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102013102239.1A DE102013102239A1 (de) 2013-03-06 2013-03-06 Carbosilanhaltiger Feuerlöschschaum
PCT/EP2014/054287 WO2014135601A1 (fr) 2013-03-06 2014-03-05 Mousse d'extinction d'incendie renfermant du carbosilane

Publications (2)

Publication Number Publication Date
EP2964343A1 true EP2964343A1 (fr) 2016-01-13
EP2964343B1 EP2964343B1 (fr) 2019-11-13

Family

ID=50239615

Family Applications (1)

Application Number Title Priority Date Filing Date
EP14708851.2A Active EP2964343B1 (fr) 2013-03-06 2014-03-05 Mousse d'extinction d'incendie renfermant du carbosilane

Country Status (9)

Country Link
US (1) US10307627B2 (fr)
EP (1) EP2964343B1 (fr)
JP (1) JP6371316B2 (fr)
AU (1) AU2014224688B2 (fr)
CA (1) CA2901045A1 (fr)
DE (1) DE102013102239A1 (fr)
IL (1) IL241220B (fr)
RU (1) RU2643044C2 (fr)
WO (1) WO2014135601A1 (fr)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102014112851A1 (de) 2014-09-05 2016-03-10 Universität Zu Köln Siliziumhaltige organische Säurederivate als umweltfreundliche AFFF-Löschmittel
DE102016000485B3 (de) * 2016-01-14 2016-10-27 Bundesrepublik Deutschland, vertreten durch das Bundesministerium der Verteidigung, vertreten durch das Bundesamt für Ausrüstung, Informationstechnik und Nutzung der Bundeswehr Verwendung eines Siloxantensids als Zusatz zu einer Öl-Herder-Zusammensetzung
AU2017302283B2 (en) 2016-07-29 2021-06-10 Tyco Fire Products Lp Firefighting foam compositions containing deep eutectic solvents
WO2018124968A1 (fr) * 2016-12-27 2018-07-05 Agency For Science, Technology And Research Formulation d'extincteur à base d'eau
RU2692259C1 (ru) * 2018-12-29 2019-06-24 Федеральное государственное бюджетное учреждение науки Институт элементоорганических соединений им. А.Н. Несмеянова Российской академии наук (ИНЭОС РАН) Этоксисодержащие линейные поликарбосилансилоксаны и способ их получения
WO2020217126A1 (fr) * 2019-04-23 2020-10-29 Tyco Fire Products Lp Agent non fluoré pour systèmes de véhicule liquide

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JP3172787B2 (ja) * 1992-01-14 2001-06-04 日本精化株式会社 糖残基を有するオルガノシロキサン誘導体およびその製造方法
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Also Published As

Publication number Publication date
US20160001115A1 (en) 2016-01-07
AU2014224688B2 (en) 2017-05-25
WO2014135601A1 (fr) 2014-09-12
JP2016517285A (ja) 2016-06-16
AU2014224688A1 (en) 2015-09-03
DE102013102239A1 (de) 2014-09-11
IL241220A0 (en) 2015-11-30
RU2015136626A (ru) 2017-04-10
CA2901045A1 (fr) 2014-09-12
EP2964343B1 (fr) 2019-11-13
JP6371316B2 (ja) 2018-08-08
RU2643044C2 (ru) 2018-01-30
IL241220B (en) 2019-09-26
US10307627B2 (en) 2019-06-04

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