WO2020030678A1 - Compositions de polymères d'organosiloxane ionisables - Google Patents

Compositions de polymères d'organosiloxane ionisables Download PDF

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WO2020030678A1
WO2020030678A1 PCT/EP2019/071185 EP2019071185W WO2020030678A1 WO 2020030678 A1 WO2020030678 A1 WO 2020030678A1 EP 2019071185 W EP2019071185 W EP 2019071185W WO 2020030678 A1 WO2020030678 A1 WO 2020030678A1
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groups
polymer
group
chain
composition according
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PCT/EP2019/071185
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Gururajan Padmanaban
Anesh GOPAL
Kaustav CHAKRABORTY
Vinayak VALODKAR
Floryan De Campo
Claudio Adolfo Pietro Tonelli
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Solvay Specialty Polymers Italy S.P.A.
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Publication of WO2020030678A1 publication Critical patent/WO2020030678A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
    • C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
    • C08G77/28—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen sulfur-containing groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
    • C08G77/30—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen phosphorus-containing groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/38—Polysiloxanes modified by chemical after-treatment
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/38—Polysiloxanes modified by chemical after-treatment
    • C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
    • C08G77/388—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing nitrogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
    • C08L83/04—Polysiloxanes
    • C08L83/06—Polysiloxanes containing silicon bound to oxygen-containing groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
    • C08L83/04—Polysiloxanes
    • C08L83/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen

Definitions

  • the present invention relates to organosiloxane polymers compositions, in particular to compositions comprising ionisable organosiloxane polymers.
  • Supramolecular polymer assemblies consist of polymeric units held together via non-covalent interactions, for example ionic interactions.
  • US 5498457 discloses a lubricanting layer comprising ionically interbonded fluoropolyethers with acidic and basic terminal groups, in particular comprising a fluoropolyether lubricant having at least two acidic terminal groups in each molecule and a fluoropolyether lubricant having at least two basic terminal groups in each molecule.
  • This document teaches that these two fluoropolyether lubricants form a stable network structure by an appropriate combination of the lubricant having the acidic groups and the one having the basic groups.
  • compositions comprising two ionisable fluoropolymers at an ionic ratio of 0.9-1.1.
  • Each fluoropolymer comprises recurring fluorinated blocks and recurring blocks comprising at least one ionisable anionic or cationic group, wherein at least one ionizable recurring block is comprised between two fluorinated blocks.
  • This document teaches that such compositions form elastomeric materials showing, in certain instances, a self-repairing behaviour.
  • compositions including at least a first polymer comprising a polymer chain consisting of a plurality of non-ionisable recurring units (such as a (per)fluorinated polyoxyalkylene chain, a polyalkylsiloxane chain, a polyoxyalkylene chain, a polycarbonate chain and a polyester chains) and having two chain ends, each end comprising at least one ionisable acid group, and at least a second polymer - whose chain is equal or different from that of the first polymer - having two chain ends, each end comprising at least one ionisable amino group.
  • a first polymer comprising a polymer chain consisting of a plurality of non-ionisable recurring units (such as a (per)fluorinated polyoxyalkylene chain, a polyalkylsiloxane chain, a polyoxyalkylene chain, a polycarbonate chain and a polyester chains) and having two chain ends, each end comprising at least one ion
  • the present invention relates to a polymer composition
  • a polymer composition comprising:
  • polymer (P1) comprising a polyalkylsiloxane
  • chain [chain (R s )], said chain R s consisting of a plurality of recurring units [units (Us)] of formula:
  • Ra s and Rb s are equal to or different from one another and independently selected from hydrogen, straight or branched (halo)alkyl and aryl, with the proviso that at least one of Ra s and Rb s is not hydrogen, said polymer (P1) having two chain ends, each end comprising at least two ionisable acid groups;
  • polymer (P2) comprising a chain (R s ) , as above detailed, said chain (R s ) being equal to or different from that of polymer (P1) and said polymer (P2) having two chain ends, each end comprising at least two ionisable amino groups.
  • polymer (P2) as defined above which comprise a polyalkylsiloxane chain and at least two ionisable acid and amino groups at respective chain ends, it is possible to obtain ionically interconnected polymer networks with a higher elasticity than those comprising a chain of different nature, i.e. a chain other than polyalkylsiloxane chain. Said ionically interconnected polymer networks are also provided with a higher elasticity than those having two acid groups but only one amino group at respective chain ends.
  • A“trivalent hydrocarbon group” is a trivalent radical derived from a
  • a trivalent hydrocarbon group thus comprises three ends, each end being able to form a linkage with another chemical group.
  • An“alicyclic group” is an aliphatic cyclic group consisting of one or more all-carbon rings which may be either saturated or unsaturated.
  • the adjective“aromatic” denotes any mono- or polynuclear cyclic group (or moiety) having a number of p electrons equal to 4n+2, wherein n is 0 or any positive integer; an aromatic group (or moiety) can be an aryl or an arylene group (or moiety).
  • An“aromatic group” consists of one core composed of one benzenic ring or of a plurality of benzenic rings fused together by sharing two or more neighboring ring carbon atoms.
  • Non limitative examples are benzene, naphthalene, anthracene, phenanthrene, tetracene, triphenylene, pyrene, perylene.
  • Alicyclic and aromatic groups can be substituted with one or more straight or branched alkyl or alkoxy groups and/or halogen atoms and/or can comprise one or more heteroatoms, like nitrogen, oxygen and sulfur, in the ring.
  • average functionality (F) denotes the average number of functional groups per polymer molecule and can be calculated according to methods known in the art.
  • The“storage modulus (G’)” is the measurement of the stored energy, which represents the elastic portion of the composition
  • the“loss modulus (G”)” is the measurement of the energy dissipated as heat, which represents the viscous portion of the composition.
  • ionisable amino groups and“ionisable acid groups” identify amino or acid groups able to form ionic groups, namely cationic and anionic groups respectively.
  • an ionisable amino group identifies a primary, secondary or tertiary amino group
  • an ionisable acid group identifies an acid group comprising at least one hydroxyl function in its protonated form, i.e. a protic acid group.
  • Polymer (P1) can be represented with formula (P1) here below:
  • R s is a polyalkylsiloxane chain [chain (R s )], as detailed above, and E1 and E1’, equal to or different from one another, are end groups each comprising at least two ionisable acid groups.
  • E1 and E1’ do not comprise ionisable amino groups.
  • chain (Rs) consists of a plurality of recurring units [units (Us)], as detailed above.
  • both Ra s and Rb s are methyl, i.e. chain (Rs) is a polydimethylsiloxane chain [chain (Rs-I)], which consists of a plurality of recurring units of formula (Us-i) here below:
  • spurious units, defects or recurring unit impurities may be comprised in chain (Rs-I) without this affecting chemical properties of this chain.
  • Chain (Rs) has a number average molecular weight (M n ) preferably
  • End groups E1 and E1’ typically comprise at least two ionisable acid
  • Each of said ionisable acid groups is able to form an anionic group via acid/base reaction with one of the at least two ionisable amino groups at one end of polymer (P2).
  • groups E1 and E1’ are equal to one another.
  • groups E1 and E1’ comply with formula (E1-A) here below:
  • B1 is a trivalent hydrocarbon group preferably comprising from 1 to 20 carbon atoms and possibly comprising one or more than one heteroatom, said heteroatom(s) being preferably selected among N, S and O; and EA represents a -COOH, a -P(0)(0REA)2 or a -S(0) 2 0H group, wherein one of REA is hydrogen and the other one is hydrogen or straight or branched alkyl, preferably Ci-C 4 alkyl. In one preferred embodiment, EA is a -COOH group.
  • B1 comprises one or more than one cyclic hydrocarbon group, which may be alicyclic group(s), aromatic group(s), heterocyclic group(s) comprising one or more than one heteroatom, and heteroaromatic group(s) comprising one or more than one heteroatom, the heteroatom(s) being preferably selected from N, S and O.
  • cyclic hydrocarbon group which may be alicyclic group(s), aromatic group(s), heterocyclic group(s) comprising one or more than one heteroatom, and heteroaromatic group(s) comprising one or more than one heteroatom, the heteroatom(s) being preferably selected from N, S and O.
  • hydrocarbon groups may comprise one or more substituents.
  • B1 comprises more than one cyclic group, i.e. at least two cyclic gropus
  • said cyclic groups may be condensed or may be connected through a bond or through any (hydro)carbon divalent group optionally comprising one or more than one heteroatom, said heteroatom(s) being preferably selected from N, S and O.
  • polymer P1 complies with the
  • ns * is 0 or a positive number equal to or higher than 1 , preferably ranging from 1 to 10
  • R BI is a C1-C10 straight or branched aliphatic group, a C 4 -C6 alicyclic group or heterocyclic group, a C5-C6 aromatic group or heteroaromatic group.
  • Rs is advantageously a chain of formula Si(CH3)20[Si(CH 3 )20]nsSi(CH 3 )2 [chain (Rs-I)], with ns being a positive number selected in such a way that the number average molecular weight (Mn) of the [Si(CH 3 ) 2 0]ns chain preferably ranges from 500 to 10,000, more preferably from 500 to 5,000, as defined above.
  • R BI is an aromatic group. More preferably, R BI is a C6 aromatic group. According to different embodiments, each -COOH group may be in ortho, meta, para positions with respect to -NHC(O)-. According to different embodiments, each -COOH group may be in ortho, meta, para positions with respect to each other.
  • a preferred example of polymer (P1-A) is one complying with formula (P1- Aa) here below:
  • Polymer (P2) can be represented with formula (P2) here below:
  • R is a polymer chain as defined above, and E2 and E2’, equal to or different from one another, are end groups each comprising at least two ionisable amino groups.
  • E2 and E2’ do not comprise ionisable acid groups.
  • Chain (Rs) of polymer (P2) can be equal to or different from the chain (Rs) of polymer (P1).
  • End groups E2 and E2’ typically comprise at least two ionisable amino groups selected among primary, secondary or tertiary amino groups.
  • “Ionisable primary, secondary or tertiary amino group” means that the amino group is in its free form, so that it is capable to form a cationic group via acid/base reaction with one of the at least two ionisable acid groups at one end of the polymer (P1).
  • groups E2 and E2’ are equal to one another.
  • groups E2 and E2’ comply with formula (E2-A) here below:
  • B2 is a trivalent hydrocarbon group preferably comprising from 1 to 20 carbon atoms and possibly comprising one or more than one heteroatom, said heteroatom(s) being preferably selected among N, S and O; and each of R P 2, equal to or different from each other at each occurrence, is hydrogen or straight or branched alkyl, preferably Ci-C 4 alkyl.
  • B2 comprises one or more than one group selected from the following: -0-, -S-, -0C(0)0-, -0C(0)NH-, -NH-C(O)-, OC(0)S-, -SC(0)S-, -NHC(0)NH-, -NHC(S)NH-, -N(Rp2 * )- wherein Rp2 * represents hydrogen or straight or branched alkyl, preferably Ci-C 4 alkyl, more preferably methyl.
  • B2 comprises one or more than one cyclic hydrocarbon group, which may be alicyclic group(s), aromatic group(s), heterocyclic group(s) comprising one or more than one heteroatom, and heteroaromatic group(s) comprising one or more than one heteroatom, the heteroatom(s) being preferably selected from N, S and O.
  • cyclic hydrocarbon group which may be alicyclic group(s), aromatic group(s), heterocyclic group(s) comprising one or more than one heteroatom, and heteroaromatic group(s) comprising one or more than one heteroatom, the heteroatom(s) being preferably selected from N, S and O.
  • hydrocarbon groups may comprise one or more substituents.
  • B2 comprises more than one cyclic group, i.e. at least two cyclic gropus
  • said cyclic groups may be condensed or may be connected through a bond or through any (hydro)carobn divalent group possibly comprising one or more than one heteroatom, said heteroatom(s) being preferably selected from N, S and O.
  • polymer P2 complies with the
  • ns * is 0 or a positive number equal to or higher than 1 , preferably ranging from 1 to 10
  • R B 2 is a C1-C10 straight or branched aliphatic group, a C 4 -C6 alicyclic group or heterocyclic group, a C5-C6 aromatic group or heteroaromatic group.
  • Rs is advantageously a chain of formula Si(CH3)20[Si(CH 3 )20]nsSi(CH 3 )2 [chain (Rs-I)], with ns being a positive number selected in such a way that the number average molecular weight (Mn) of the [Si(CH 3 ) 2 0]ns chain preferably ranges from 500 to 10,000, more preferably from 500 to 5,000, as defined above.
  • R B 2 is an aromatic group. More preferably, R B 2 is a
  • a preferred example of polymer (P2-A) is one complying with formula (P2- Aa) here below:
  • Composition (C) can be prepared by mixing polymer (P1) and polymer (P2) according to conventional mixing techniques at an equivalent ratio between polymer (P1) and polymer (P2) ranging from 1.1 to 0.9. Mixing can be carried out with or without solvents, using appropriate mixing equipment. For the avoidance of doubt, the ratio between the equivalents of polymer (P1) and the equivalents of polymer (P2) is referred to the acid/base reaction between the at least two ionisable amino groups in each end group of polymer (P1) and the at least two ionisable acid groups in each end of polymer (P2).
  • One or more polymers (P1) can be used in the manufacture of
  • composition (C).“More polymers” means that polymers (P1) can be used which differ from one another in the kind of recurring units (Us) of the chain (Rs), in the kind of end groups (E1) and (E1’) or both.
  • One or more polymers (P2) can also be used in the manufacture of
  • composition (C).’’More polymers means that polymers (P2) can be used which differ from one another in the kind of recurring units (Us) of the chain (Rs), in the kind of end groups (E2) and (E2’) or both.
  • one polymer (P1) and one polymer (P2) are used in the manufacture of composition (C); the chain (Rs) of polymer (P1) can be equal to or different from the chain (Rs) of polymer (P2).
  • chain (Rs) in either (P1) or (P2) is a chain of formula (Rs-I) as defined above.
  • compositions (C) comprise a polymer (P1) and a polymer (P2) wherein, in both polymers, chains (Rs) are chains of formula (Rs-I).
  • Composition (C) may further comprise one or more organic polar protic or aprotic solvents.
  • solvents are alcohols, ketones, acetates, dimethylacetamide (DMA), hydrofluoroethers, toluene, bis- trifluorodimethylbeneze, ethers.
  • Preferred organic solvents are ketones, like methylethylketone (MEK), acetates, like ethylacetate and butyl acetate, and ethers, like ter-Buthylmethylether.
  • said one or more than one organic solvent is comprised in compositions (C) in an amount ranging from 1 % to 99.9%(wt) with respect to the overall weight of the composition.
  • Poly(propyleneglycol)-bis(2-aminopropylether) (Mn 2000 [herein after (PPG-diamine)] was purchased from Aldrich® and was used as received. It is a low viscous liquid characterized by a T g of -70°C, it contains two amine groups per molecule, and complies with formula:
  • n an integer so as to provide for the Mn as detailed above.
  • the polymer (P1) and polymer (P2) were individually dissolved in a suitable solvent (1-99 wt% for instance in tert-Butyl methyl ether or ethyl acetate or dichloromethane) and then mixed together in a reactor equipped with a mechanical stirrer at room temperature (30 °C). The mixture was kept at room temperature (25 °C) for 12 hours, after that the solvent was removed at 70 °C under reduced pressure (0.001 torr).
  • a suitable solvent (1-99 wt% for instance in tert-Butyl methyl ether or ethyl acetate or dichloromethane
  • Viscosities and moduli of the compositions were measured one week after their preparation.
  • Test geometry 25 mm circular parallel plate
  • Test mode 1 Frequency sweep from 1 rad/sec to 500 rad/sec at constant temperature (30 °C).
  • Test mode 2 Temperature sweep from 30 °C to melting/softening of
  • the polymer structures were determined by 1 H or 13 C NMR analyses.
  • the number average molecular weight (M n ) of the polymers (P1) and (P2) were estimated by polymer and group analysis (using 1 H NMR spectra).
  • a glass reactor was charged with polymer P3B (100 g, 33.33 mmol, Mn 3000) and dried under vacuum for two hours under mechanical stirring at 70 °C.
  • 1 ,4-dioxane (100 ml) and trimellitic anhydride (15.95 g, 83 mmol) were added to the reactor and stirred at 100 °C for 18 hours.
  • the reaction completion was monitored by 1 H-NMR.
  • the NMR analyses confirmed the obtainment of title product, with purity higher than 99%.
  • a glass reactor was charged with polymer P3C (100 g, 20 mmol, Mn 5000) and dried under vacuum for two hours under mechanical stirring at 70 °C.
  • 1 ,4-dioxane (100 ml) and trimellitic anhydride (9.606 g, 50 mmol) were added to the reactor and stirred at 100 °C for 24 hours.
  • the reaction completion was monitored by 1 H-NMR.
  • the NMR analyses confirmed the obtainment of title product, with purity higher than 99%.
  • Step 1 Synthesis of the dimesylate compound of formula:
  • Step 2 Reaction of the dimesylate compound with a diamine
  • a glass reactor was charged the dimesylate compound obtained in step 1 above (40 g, 6.95 mmol) and ethylene diamine (20.88 g, 347.46 mmol).
  • the reaction mixture was stirred at 80 °C for 12 h.
  • the completion of the reaction was monitored by NMR.
  • the solvent was evaporated under reduced pressure and the polymer was purified by water wash (100 ml, thrice). All analyses confirmed the obtainment of the title product, with purity higher than 99%.
  • trimellitic anhydride 144.1 g, 750 mmol
  • dehydrated DMF 100 ml
  • Triethylamine (165 ml) and DMAP (9.16 g, 75 mmol) were introduced to the solution and the mixture was stirred for 30 min at room temperature (25°C).
  • Poly(propyleneglycol) (PPG-diol) (250 g, 125 mmol) was dissolved in DMF (100ml) and added dropwise to the mixture over a period of 30 min. The mixture was stirred continuously at 80 °C for 48 hours, until complete conversion of hydroxyl groups of (PPG-diol), which was monitored by NMR.
  • Table 1 reports the molecular weight (Mn), the equivalent weight (Ew) and the viscosity m (at 10rad/sec and 30 °C) of each polymer.
  • Table 2 reports the ingredients of compositions C1 to C6 prepared
  • compositions C1 to C3 represent object of the present invention, while compositions C4 to C7 are comparative examples.
  • Table 3 reports the experimental viscosity values of said compositions, their average molecular and equivalent weights, their storage and loss moduli.
  • compositions C1 to C3, which are object of the present invention have the G’ value higher than the G” value, meaning that their elastic behaviour prevails over the viscous one.
  • the viscous behavior prevails on the elastic one, the G’ value being lower than the G” value.
  • compositions C1 to C3 surprisingly have higher viscosity values than the compositions C4 to C7.
  • C2 object of the invention
  • C5 not object of the invention
  • G storage modulus
  • composition C7 is highly cross-linked (i.e. it has a low
  • composition shows very low viscosity and G” largely prevailing on the storage modulus G’. This means that C7 behaves as a viscous fluid and not as an elastic material.

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Abstract

L'invention concerne une composition comprenant : au moins un polymère [polymère (P1)] comprenant une chaîne polyalkylsiloxane et deux extrémités de chaîne, chaque extrémité comprenant au moins deux groupes acides ionisables, et au moins un polymère [polymère (P2)] comprenant une chaîne polyalkylsiloxane égale à ou différente de celle du polymère (P1) et deux extrémités de chaîne, chaque extrémité comprenant au moins deux groupes amino ionisables.
PCT/EP2019/071185 2018-08-10 2019-08-07 Compositions de polymères d'organosiloxane ionisables WO2020030678A1 (fr)

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WO2013017470A1 (fr) 2011-08-04 2013-02-07 Solvay Specialty Polymers Italy S.P.A. Compositions de fluoropolymères ionisables
WO2014090646A1 (fr) 2012-12-13 2014-06-19 Solvay Specialty Polymers Italy S.P.A. Compositions non aqueuses de polymère fluoré
TW201803544A (zh) * 2016-05-31 2018-02-01 資生堂股份有限公司 彈性體
WO2018078001A1 (fr) 2016-10-28 2018-05-03 Solvay Specialty Polymers Italy S.P.A. Procédé de prévention de la corrosion d'articles métalliques

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US5498457A (en) 1992-01-27 1996-03-12 Hitachi, Ltd. Magnetic recording medium having a lubricant layer comprising ionically interbonded fluoropolyethers with acidic and basic terminal groups
US5272241A (en) * 1992-08-21 1993-12-21 General Electric Company Amino acid functionalized silicones and method for preparation
US20070032610A1 (en) * 2005-08-08 2007-02-08 General Electric Company Energy responsive composition and associated method
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