EP2396361A1 - Casting resin system for insulating materials in switch gears - Google Patents

Casting resin system for insulating materials in switch gears

Info

Publication number
EP2396361A1
EP2396361A1 EP10703174A EP10703174A EP2396361A1 EP 2396361 A1 EP2396361 A1 EP 2396361A1 EP 10703174 A EP10703174 A EP 10703174A EP 10703174 A EP10703174 A EP 10703174A EP 2396361 A1 EP2396361 A1 EP 2396361A1
Authority
EP
European Patent Office
Prior art keywords
alkyl
insulating
aryl
groups
insulating resin
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Withdrawn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
EP10703174A
Other languages
German (de)
French (fr)
Inventor
Gernot Swiatkowski
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.)
Siemens AG
Original Assignee
Siemens AG
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Filing date
Publication date
Application filed by Siemens AG filed Critical Siemens AG
Publication of EP2396361A1 publication Critical patent/EP2396361A1/en
Withdrawn legal-status Critical Current

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Classifications

    • 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
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
    • C08G59/42—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
    • 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
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
    • C08G59/42—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof
    • C08G59/4215—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof cycloaliphatic
    • 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
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/68—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the catalysts used
    • C08G59/686—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the catalysts used containing nitrogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3442—Heterocyclic compounds having nitrogen in the ring having two nitrogen atoms in the ring
    • C08K5/3445—Five-membered rings
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
    • H01B3/00—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties
    • H01B3/18—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances
    • H01B3/30—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes
    • H01B3/40—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes epoxy resins

Definitions

  • the present invention relates to the field of insulating resins for switchgear, in particular those insulating resins used as casting resins for "gas isolated lines” (GIL)
  • GIL gas isolated lines
  • these insulating materials which are usually used in the form of casting resins is a high glass transition temperature of advantage, but at the same time there are often high requirements for favorable mechanical properties, high field strength u. good tracking behavior. Especially with GIL the tracking behavior is often an important parameter; Further requirements are high bursting values and - if possible - good resistance to decomposition products of gases such as SF 6 .
  • the object is to provide, as an alternative to the existing solutions, an insulating resin for switchgear, in which an increased glass transition temperature with good or even improved other properties is found, in particular with regard to the tracking resistance.
  • a glycidyl ester-based insulating resin is proposed for insulating materials in switchgear assemblies based on the starting materials comprising a) a material containing methylnadic anhydride and / or hydrogenated methylnadic anhydride b) a material containing an imidazole of the following structure:
  • R1 is selected from the group consisting of alkyl, long chain alkyl, alkenyl, cycloalkyl, haloalkyl, aryl;
  • R 2 , R 3 , R 4 are independently selected from the group consisting of hydrogen, alkyl, long-chain alkyl, alkenyl, cycloalkyl, haloalkyl, aryl
  • Alkyl linear and branched C 1 -C 8 -alkyls, long-chain alkyls: linear and branched C5-C20 alkyls
  • Alkenyl C2-C6 alkenyl
  • cycloalkyl C3-C8-cycloalkyl
  • Alkylene selected from the group containing methylenes; 1,1-ethylene; 1,2-ethylene; 1, 1-propylidenes; 1,2-propylene; 1,3-propylene; 2, 2-propylidenes; butan-2-ol-1,4-diyl; propan-2-ol-1,3-diyl; 1, 4-butylenes; cyclohexane-1, 1-diyl; cyclohexane-1,2-diyl; cyclohexane-1,3-diyl; cyclohexane-1, 4-diyl; cyclopentane-1, 1-diyl; cyclopentane-1,2-diyl; and cyclopentane-1,3-diyl, vinyl, cyanoethyl, undecyl, hydroxymethyl
  • Aryl selected from aromatics with a molecular weight below 300Da
  • Haloalkyl selected from the group consisting of mono-, di-, tri-, poly- and perhalogenated linear and branched C1-C8-alkyl
  • Alkyl linear and branched C 1 -C 6 -alkyl, in particular methyl, ethyl, propyl, isopropyl;
  • Aryl selected from the group comprising: phenyl; biphenyl; naphthalenyl; anthracenyl; Phenanthrenyl, benzyl
  • insulating resins in the presence of the two components by a kind of synergistic effect in many applications of the present invention insulating resins can be obtained which have a high compared to the previous solutions glass transition temperature at the same time very high other properties such as tracking stability or bursting value.
  • the term "insulating resin” includes and / or comprises in particular a (preferably low-viscosity) casting resin system based on epoxy resin and anhydride component with controlled reactivity.
  • switchgear includes and / or encompasses, in particular, systems for the low, medium and high voltage.
  • glycidyl ester base includes and / or encompasses in particular that glycidyl ester resin is used as an initial component, in particular a main component, in which case all resins known in the prior art can be used.
  • the term "built up on the starting component (s)" means and / or comprises in particular that the insulating resin is produced from this component (s).
  • methylnadic anhydride means and / or comprises in particular the following compound:
  • the term "aluminum oxide” means and / or comprises in particular a material which consists of ⁇ 95% (% by weight), preferably ⁇ 98% and most preferably ⁇ 99% of aluminum oxide.
  • the ratio of the material a) to the material b) (in w / w) from ⁇ 50: l to ⁇ 300: l. This has proven to be advantageous in practice, since so the glass transition temperature can often be increased again.
  • the proportion of the material a) in the resin in
  • the ratio of the material a) to the material a) in the resin (in w / w glycidyl ester based) of ⁇ 0.85: l to ⁇ 0.98: l, more preferably> 0.92 to ⁇ 0.97: l.
  • W / w glycidyl ester base of ⁇ 0.01: l to ⁇ 0.1: l, more preferably ⁇ 0.02: l to ⁇ 0.09: l, and most preferably 0.04: 1 to ⁇ 0.07: l
  • component b) is selected from the group consisting of 1-methylimidazole, 1-ethylimidazole, 1-propylimidazole, 1-isopropylimidazole, 1,2-dimethylimidazole, 2-ethyl-4-ethylimidazole, imidazole, 1 Benzyl-2-phenylimidazole, 1-vinylimidazole, 2-methylimidazole, 2-heptadecylimidazole and mixtures thereof.
  • the proportion of filler c) in the resin is from ⁇ 50% to ⁇ 100%. Preference is given to ⁇ 65%, more preferably ⁇ 70%.
  • the d 5 o of the filler c) is from ⁇ 2 ⁇ m to ⁇ 6 ⁇ m. This has proven itself in practice, because so the bursting strength often can be increased. Even more preferred are ⁇ 3 ⁇ m to ⁇ 5 ⁇ m.
  • the insulating resin is prepared in a curing process comprising a curing step at ⁇ 140 ° C, preferably ⁇ 150 ° C and a curing time of ⁇ 12h, preferably ⁇ 14h, and most preferably ⁇ 16h.
  • the casting is preferably carried out in vacuo.
  • the present invention further relates to an insulating member containing an insulating resin according to the present invention.
  • the insulating part is preferably part of a GIL system.
  • the present invention further relates to the use of a glycidyl ester based resin system based on the starting components
  • R1 is selected from the group consisting of alkyl, long chain alkyl, alkenyl, cycloalkyl, haloalkyl, aryl;
  • R 2 , R 3 , R 4 are independently selected from the group consisting of hydrogen, alkyl, long-chain alkyl, alkenyl, cycloalkyl, haloalkyl, aryl
  • the resin was cured at 80 0 C, then 2 hours at 100 0 C, followed by Ih at 130 0 C and finally 16 hours at 150 0 C for 2 h.
  • Comparative Example I was selected as a filler instead of alumina dolomite with a d 5 o value of 21 microns. The manufacturing conditions were otherwise the same.
  • Comparative Example III In Comparative Example III was selected as a filler instead of alumina noble corundum with a d 5 o value of 4 .mu.m. The manufacturing conditions were otherwise the same.
  • the resin system according to the invention thus has the highest tensile strength, the highest Marten temperature and meets (with Comparative Example III) the requirements for the burst value.

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Organic Insulating Materials (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

The invention relates to an insulating resin for switch gears on the basis of glycidyl ester, comprising methyl nadic anhydride/hydrogenated methyl nadic anhydride as hardener and an N-substituted imidazole as accelerator. Furthermore, plate-shaped aluminum oxide is added as filler. The resin has a substantially elevated glass transition temperature, while at the same time having a high mechanical level and being very tracking resistant. It is suitable as a casting resin in GIL systems.

Description

Beschreibungdescription
Gießharzsystem für Isolierstoffe in SchaltanlagenCast resin system for insulating materials in switchgear
Die vorliegende Erfindung bezieht sich auf das Gebiet von Isolierharzen für Schaltanlagen, insbesondere solchen Isolierharzen, die als Gießharze für „gas isolated lines" (GIL) zum Einsatz kommenThe present invention relates to the field of insulating resins for switchgear, in particular those insulating resins used as casting resins for "gas isolated lines" (GIL)
Bei elektrischen Schaltanlagen spielt - insbesondere bei kompakter Bauweise - der Isolierstoff eine wichtige Rolle.In electrical switchgear plays - especially in a compact design - the insulating material an important role.
Bei diesen Isolierstoffen, die meist in der Form von Gießharzen eingesetzt werden ist eine hohe Glasübergangstemperatur von Vorteil, gleichzeitig bestehen aber auch häufig hohe Anforderungen an günstigen mechanischen Eigenschaften, hoher Feldstärke u. gutem Trackingverhalten . Insbesondere bei GIL ist das Trackingverhalten ein oftmals entscheidender Parameter; weitere Anforderungen sind hohe Berstwerte sowie - wenn möglich eine gute Resistenz gegenüber Zersetzungsprodukten von Gasen wie SF6.In these insulating materials, which are usually used in the form of casting resins is a high glass transition temperature of advantage, but at the same time there are often high requirements for favorable mechanical properties, high field strength u. good tracking behavior. Especially with GIL the tracking behavior is often an important parameter; Further requirements are high bursting values and - if possible - good resistance to decomposition products of gases such as SF 6 .
Es stellt sich somit die Aufgabe, alternativ zu den bestehenden Lösungen ein Isolierharz für Schaltanlagen zu schaffen, bei dem eine erhöhte Glasübergangstemperatur bei gleichzeitig guten oder sogar verbesserten sonstigen Eigenschaften aufgefunden wird, insbesondere hinsichtlich der Trackingbeständig- keit .Thus, the object is to provide, as an alternative to the existing solutions, an insulating resin for switchgear, in which an increased glass transition temperature with good or even improved other properties is found, in particular with regard to the tracking resistance.
Diese Aufgabe wird durch ein Isolierharz gemäß Anspruch 1 der vorliegenden Anmeldung gelöst. Demgemäß wird ein Isolierharz auf Glycidylesterbasis für Isolierstoffe in Schaltanlagen vorgeschlagen, aufgebaut auf den Ausgangsstoffen umfassend a) ein Material enthaltend Methylnadicanhydrid und/oder hydriertes Methylnadicanhydrid b) ein Material enthaltend ein Imidazol der folgenden Struktur : This object is achieved by an insulating resin according to claim 1 of the present application. Accordingly, a glycidyl ester-based insulating resin is proposed for insulating materials in switchgear assemblies based on the starting materials comprising a) a material containing methylnadic anhydride and / or hydrogenated methylnadic anhydride b) a material containing an imidazole of the following structure:
II
wobei Rl ausgewählt ist aus der Gruppe enthaltend Alkyl, langkettiges Alkyl, Alkenyl, Cycloalkyl, Halogenalkyl, Aryl;wherein R1 is selected from the group consisting of alkyl, long chain alkyl, alkenyl, cycloalkyl, haloalkyl, aryl;
R2, R3, R4 unabhängig voneinander ausgewählt sind aus der Gruppe enthaltend Wasserstoff, Alkyl, langkettiges Alkyl, Alkenyl, Cycloalkyl, Halogenalkyl, ArylR 2 , R 3 , R 4 are independently selected from the group consisting of hydrogen, alkyl, long-chain alkyl, alkenyl, cycloalkyl, haloalkyl, aryl
wobei bei geeigneten Resten eine oder mehrere nicht-benachbarte CH2-Gruppen unabhängig voneinander durch -0-, -S-, - NH-, -NR°-, -SiR0R00-, -CO-, -COO-, -OCO-, -OCO-O-, -S02-,- CN, -S-CO-, -CO-S-, -CY1=CY2 oder -C≡C- ersetzt sein können und zwar derart, dass 0 und/oder S Atome nicht direkt miteinander verbunden sind, ebenfalls optional mit Aryl- oder Hete- roaryl bevorzugt enthaltend 1 bis 30 C Atome ersetzt sind (endständige CH3-Gruppen werden wie CH2-Gruppen im Sinne von CH2-H verstanden, R° und R°° = Alkyl)wherein, with suitable radicals, one or more non-adjacent CH 2 groups are independently represented by -O-, -S-, -NH-, -NR ° -, -SiR 0 R 00 -, -CO-, -COO-, -OCO -, -OCO-O-, -SO 2 -, - CN, -S-CO-, -CO-S-, -CY1 = CY2 or -C≡C- can be replaced in such a way that 0 and / or S Atoms are not directly connected to each other, also optionally with aryl or heteroaryl preferably containing 1 to 30 C atoms are replaced (terminal CH3 groups are understood as CH2 groups in the sense of CH2-H, R ° and R °° = alkyl)
c) einen Füllstoff enthaltend blättchenförmiges Aluminiumoxidc) a filler containing platelet-shaped alumina
Allgemeine Gruppendefinition: Innerhalb der Beschreibung und den Ansprüchen werden allgemeine Gruppen, wie z.B. Alkyl, Al- koxy, Aryl etc. beansprucht und beschrieben. Wenn nicht anders beschrieben, werden bevorzugt die folgenden Gruppen innerhalb der allgemein beschriebenen Gruppen im Rahmen der vorliegenden Erfindung verwendet:General Group Definition: Within the specification and claims, general groups such as e.g. Alkyl, alkoxy, aryl, etc. claimed and described. Unless otherwise described, the following groups are preferably used within the groups generally described in the context of the present invention:
Alkyl: lineare und verzweigte Cl-C8-Alkyle, langkettige Alkyle: lineare und verzweigte C5-C20 AlkyleAlkyl: linear and branched C 1 -C 8 -alkyls, long-chain alkyls: linear and branched C5-C20 alkyls
Alkenyl: C2-C6-alkenyl; cycloalkyl: C3-C8-cycloalkyl;Alkenyl: C2-C6 alkenyl; cycloalkyl: C3-C8-cycloalkyl;
Alkylen: ausgewählt aus der Gruppe enthaltend methylene; 1,1- ethylene; 1, 2-ethylene; 1, 1-propylidene; 1, 2-propylene; 1,3- propylene; 2, 2-propylidene; butan-2-ol-l, 4-diyl; propan-2-ol- 1,3-diyl; 1, 4-butylene; cyclohexane-1, 1-diyl; cyclohexan- 1,2-diyl; cyclohexan-1, 3- diyl; cyclohexan-1, 4-diyl; cyclopentane-1, 1-diyl; cyclopentan-1, 2-diyl; und cyclopentan- 1,3-diyl, vinyl, cyanoethyl, undecyl, hydroxymethylAlkylene: selected from the group containing methylenes; 1,1-ethylene; 1,2-ethylene; 1, 1-propylidenes; 1,2-propylene; 1,3-propylene; 2, 2-propylidenes; butan-2-ol-1,4-diyl; propan-2-ol-1,3-diyl; 1, 4-butylenes; cyclohexane-1, 1-diyl; cyclohexane-1,2-diyl; cyclohexane-1,3-diyl; cyclohexane-1, 4-diyl; cyclopentane-1, 1-diyl; cyclopentane-1,2-diyl; and cyclopentane-1,3-diyl, vinyl, cyanoethyl, undecyl, hydroxymethyl
Aryl : ausgewählt aus Aromaten mit einem Molekulargewicht unter 300DaAryl: selected from aromatics with a molecular weight below 300Da
Halogenalkyl : ausgewählt aus der Gruppe enthaltend mono, di, tri-, poly und perhalogenierte lineare und verzweigte C1-C8- alkylHaloalkyl: selected from the group consisting of mono-, di-, tri-, poly- and perhalogenated linear and branched C1-C8-alkyl
Soweit nicht anders erwähnt, sind die folgenden Gruppen mehr bevorzugte Gruppen innerhalb der allgemeinen Gruppendefinition :Unless otherwise stated, the following groups are more preferred groups within the general group definition:
Alkyl: lineare und verzweigte Cl-C6-alkyl, insbesondere Me- thyl, Ethyl, Propyl, Isopropyl;Alkyl: linear and branched C 1 -C 6 -alkyl, in particular methyl, ethyl, propyl, isopropyl;
Aryl: ausgewählt aus der Gruppe enthaltend: Phenyl; Biphenyl; Naphthalenyl; Anthracenyl; Phenanthrenyl, BenzylAryl: selected from the group comprising: phenyl; biphenyl; naphthalenyl; anthracenyl; Phenanthrenyl, benzyl
Überraschend hat sich herausgestellt daß bei Vorhandensein der beiden Komponenten durch eine Art synergistische Wirkung bei vielen Anwendungen der vorliegenden Erfindungen Isolierharze erhalten werden können, die eine gegenüber den bisherigen Lösungen stark erhöhte Glasübergangstemperatur aufweisen bei gleichzeitig sehr hohen sonstigen Eigenschaften wie Trackingbeständigkeit oder Berstwert. Im Sinne der vorliegenden Erfindung beinhaltet und/oder um- fasst der Term „Isolierharz" insbesondere ein (bevorzugt niederviskoses) Gießharzsystem auf Basis von Epoxidharz u. Anhydridkomponente mit kontrollierter Reaktivität.Surprisingly, it has been found that in the presence of the two components by a kind of synergistic effect in many applications of the present invention insulating resins can be obtained which have a high compared to the previous solutions glass transition temperature at the same time very high other properties such as tracking stability or bursting value. For the purposes of the present invention, the term "insulating resin" includes and / or comprises in particular a (preferably low-viscosity) casting resin system based on epoxy resin and anhydride component with controlled reactivity.
Im Sinne der vorliegenden Erfindung beinhaltet und/oder um- fasst der Term „Schaltanlagen" insbesondere Anlagen für die Nieder, Mittel- u. Hochspannung.For the purposes of the present invention, the term "switchgear" includes and / or encompasses, in particular, systems for the low, medium and high voltage.
Im Sinne der vorliegenden Erfindung beinhaltet und/oder um- fasst der Term „Glycidylesterbasis" insbesondere daß als eine Ausgangskomponente - insbesondere Hauptkomponente - GIy- cidylesterharz verwendet wird. Dabei können alle im Stand der Technik bekannten Harze Verwendung finden.For the purposes of the present invention, the term "glycidyl ester base" includes and / or encompasses in particular that glycidyl ester resin is used as an initial component, in particular a main component, in which case all resins known in the prior art can be used.
Im Sinne der vorliegenden Erfindung bedeutet und/oder umfasst der Term „aufgebaut auf den Ausgangskomponente (n) " insbesondere, daß das Isolierharz aus dieser/diesen Komponente (n) hergestellt wird.For the purposes of the present invention, the term "built up on the starting component (s)" means and / or comprises in particular that the insulating resin is produced from this component (s).
Im Sinne der vorliegenden Erfindung bedeutet und/oder umfasst der Term „Methylnadicanhydrid" insbesondere die folgende Verbindung:For the purposes of the present invention, the term "methylnadic anhydride" means and / or comprises in particular the following compound:
Im Sinne der vorliegenden Erfindung bedeutet und/oder umfasst der Term „Aluminiumoxid" insbesondere ein Material, welches zu ≥95% (Gew-%) , bevorzugt ≥98% sowie am meisten bevorzugt ≥99% aus Aluminiumoxid besteht.For the purposes of the present invention, the term "aluminum oxide" means and / or comprises in particular a material which consists of ≥95% (% by weight), preferably ≥98% and most preferably ≥99% of aluminum oxide.
Gemäß einer bevorzugten Ausführungsform der vorliegenden Erfindung beträgt das Verhältnis des Materials a) zum Material b) (in Gew/Gew) von ≥50:l bis ≤300:l. Dies hat sich in der Praxis als vorteilhaft erwiesen, da so die Glasübergangstemperatur oftmals nochmals erhöht werden kann.According to a preferred embodiment of the present invention, the ratio of the material a) to the material b) (in w / w) from ≥50: l to ≤300: l. This has proven to be advantageous in practice, since so the glass transition temperature can often be increased again.
Bevorzugt beträgt das Verhältnis des Materials a) zum Material b) (in Gew/Gew) von >100:l bis ≤250:l, noch bevorzugt >150:l bis <220:l.Preferably, the ratio of the material a) to the material b) (in Gew / Gew) of> 100: l to ≤250: l, more preferably> 150: l to <220: l.
Gemäß einer bevorzugten Ausführungsform der vorliegenden Er- findung beträgt der Anteil des Materials a) im Harz (inAccording to a preferred embodiment of the present invention, the proportion of the material a) in the resin (in
Gew/Gew Glycidylesterbasis) von ≥0.8:l bis ≤1:1. Auch dies hat sich für die Erhöhung der Glasübergangstemperatur oftmals als vorteilhaft erwiesen.W / w glycidyl ester base) of ≥0.8: 1 to ≤1: 1. Again, this has often proved advantageous for increasing the glass transition temperature.
Bevorzugt beträgt das Verhältnis des Materials a) zum Material a) im Harz (in Gew/Gew Glycidylesterbasis) von ≥0.85:l bis <0.98:l, noch bevorzugt >0.92 bis <0.97:l.Preferably, the ratio of the material a) to the material a) in the resin (in w / w glycidyl ester based) of ≥0.85: l to <0.98: l, more preferably> 0.92 to <0.97: l.
Gemäß einer bevorzugten Ausführungsform der vorliegenden Er- findung beträgt der Anteil des Materials b) im Harz (inAccording to a preferred embodiment of the present invention, the proportion of material b) in the resin (in
Gew/Gew Glycidylesterbasis) von ≥0.01:l bis ≤0.1:l, noch bevorzugt ≥0.02:l bis ≤0.09:l sowie am meisten bevorzugt 0.04:1 bis <0.07:lW / w glycidyl ester base) of ≥0.01: l to ≤0.1: l, more preferably ≥0.02: l to ≤0.09: l, and most preferably 0.04: 1 to <0.07: l
Gemäß einer bevorzugten Ausführungsform der vorliegenden Erfindung ist Komponente b) ausgewählt aus der Gruppe enthaltend 1-Methylimidazol, 1-Ethylimidazol, 1-Propylimidazol, 1- Isopropylimidazol, 1,2 Dimethylimidazol, 2-Ethyl-4-Ethylimida- zol, Imidazol, l-Benzyl-2-Phenylimidazol, 1-Vinylimidazol, 2- Methylimidazol, 2-Heptadecylimidazol sowie Mischungen daraus.According to a preferred embodiment of the present invention, component b) is selected from the group consisting of 1-methylimidazole, 1-ethylimidazole, 1-propylimidazole, 1-isopropylimidazole, 1,2-dimethylimidazole, 2-ethyl-4-ethylimidazole, imidazole, 1 Benzyl-2-phenylimidazole, 1-vinylimidazole, 2-methylimidazole, 2-heptadecylimidazole and mixtures thereof.
Gemäß einer bevorzugten Ausführungsform der vorliegenden Erfindung beträgt der Anteil des Füllstoffes c) im Harz (in Gew/Gew der Gesamtmischung) von ≥50% bis ≤100%. Bevorzugt sind ≥65%, noch bevorzugt ≥70%.According to a preferred embodiment of the present invention, the proportion of filler c) in the resin (in w / w of the total mixture) is from ≥50% to ≤100%. Preference is given to ≥65%, more preferably ≥70%.
Gemäß einer bevorzugten Ausführungsform der vorliegenden Erfindung beträgt der d5o des Füllstoffs c) von ≥2μm bis ≤6μm. Dies hat sich in der Praxis bewährt, da so die Berstfestigkeit oftmals noch erhöht werden kann. Noch bevorzugt sind ≥3μm bis ≤5μm.According to a preferred embodiment of the present invention, the d 5 o of the filler c) is from ≥ 2 μm to ≦ 6 μm. This has proven itself in practice, because so the bursting strength often can be increased. Even more preferred are ≥3μm to ≤5μm.
Gemäß einer bevorzugten Ausführungsform der vorliegenden Erfindung wird das Isolierharz in einem Härtungsverfahren umfassend einen Härtungsschritt bei ≥140°C, bevorzugt ≥150°C und einer Härtungsdauer von ≥12 h, bevorzugt ≥14 h sowie am meisten bevorzugt ≥16 h hergestellt.According to a preferred embodiment of the present invention, the insulating resin is prepared in a curing process comprising a curing step at ≥140 ° C, preferably ≥150 ° C and a curing time of ≥ 12h, preferably ≥ 14h, and most preferably ≥ 16h.
Der Verguß erfolgt bevorzugt im Vakuum.The casting is preferably carried out in vacuo.
Die vorliegende Erfindung bezieht sich ausserdem auf ein Isolierteil enthaltend ein Isolierharz gemäß der vorliegenden Erfindung. Bevorzugt ist das Isolierteil Teil einer GIL-An- lage .The present invention further relates to an insulating member containing an insulating resin according to the present invention. The insulating part is preferably part of a GIL system.
Die vorliegende Erfindung bezieht sich ausserdem auf die Verwendung eines Harzsystems auf Glycidylesterbasis, aufgebaut auf den Ausgangskomponenten enthaltendThe present invention further relates to the use of a glycidyl ester based resin system based on the starting components
a) ein Material enthaltend Methylnadicanhydrid und/oder hydriertes Methylnadicanhydrida) a material containing methylnadic anhydride and / or hydrogenated methylnadic anhydride
b) ein Material enthaltend ein Imidazol der folgenden Struktur :b) a material containing an imidazole of the following structure:
wobei Rl ausgewählt ist aus der Gruppe enthaltend Alkyl, langkettiges Alkyl, Alkenyl, Cycloalkyl, Halogenalkyl, Aryl; wherein R1 is selected from the group consisting of alkyl, long chain alkyl, alkenyl, cycloalkyl, haloalkyl, aryl;
R2, R3, R4 unabhängig voneinander ausgewählt sind aus der Gruppe enthaltend Wasserstoff, Alkyl, langkettiges Alkyl, Alkenyl, Cycloalkyl, Halogenalkyl, ArylR 2 , R 3 , R 4 are independently selected from the group consisting of hydrogen, alkyl, long-chain alkyl, alkenyl, cycloalkyl, haloalkyl, aryl
wobei bei geeigneten Resten eine oder mehrere nicht-be- nachbarte CH2-Gruppen unabhängig voneinander durch -0-, -S-, -NH-, -NR°-, -SiR0R00-, -CO-, -COO-, -OCO-, -OCO- 0-, -S02-, -S-CO-, -CO-S-, -CY1=CY2 oder -C≡C- ersetzt sein können und zwar derart, dass 0 und/oder S Atome nicht direkt miteinander verbunden sind, ebenfalls opti- onal mit Aryl- oder Heteroaryl bevorzugt enthaltend 1 bis 30 C Atome ersetzt sind (endständige CH3-Gruppen werden wie CH2-Gruppen im Sinne von CH2-H verstanden, R° und R°° = Alkyl)where suitable radicals are one or more non-adjacent CH 2 groups independently of one another by -O-, -S-, -NH-, -NR ° -, -SiR 0 R 00 -, -CO-, -COO-, -OCO-, -OCO-O-, -SO 2, -S-CO-, -CO-S-, -CY 1 = CY 2 or -C≡C- can be replaced in such a way that 0 and / or S atoms are not directly connected to each other, are also optionally replaced with aryl or heteroaryl preferably containing 1 to 30 C atoms (terminal CH3 groups are understood as CH2 groups in the sense of CH2-H, R ° and R °° = alkyl )
c) einen Füllstoff enthaltend blättchenförmiges Aluminiumoxid.c) a filler containing platelet-shaped alumina.
als Isoliersystem für Schaltanlagen.as insulation system for switchgear.
Die vorgenannten sowie die beanspruchten und in den Ausführungsbeispielen beschriebenen erfindungsgemäß zu verwendenden Bauteile unterliegen in ihrer Größe, Formgestaltung, Materialauswahl und technischen Konzeption keinen besonderen Ausnahmebedingungen, so dass die in dem Anwendungsgebiet bekann- ten Auswahlkriterien uneingeschränkt Anwendung finden können.The above-mentioned as well as the claimed components to be used according to the invention described in the exemplary embodiments are not subject to special exceptions in terms of their size, shape, material selection and technical design, so that the selection criteria known in the field of application can be used without restriction.
Weitere Einzelheiten, Merkmale und Vorteile des Gegenstandes der Erfindung ergeben sich aus den Unteransprüchen sowie aus der nachfolgenden Beschreibung der zugehörigen Beispiele.Further details, features and advantages of the subject matter of the invention will become apparent from the dependent claims and from the following description of the accompanying examples.
BEISPIEL I Die vorliegende Erfindung wird - rein illustrativ und nicht beschränkend - anhand des vorliegenden erfindungsgemäßen Beispiels I untersucht. Dabei wurde ein Harz hergestellt, aufgebaut aus den folgenden Komponenten:EXAMPLE I The present invention is - purely illustrative and not restrictive - examined using the present inventive example I. In this case, a resin was prepared, composed of the following components:
Komponente rel. GewichtsanteilComponent rel. weight proportion
Glycidylesterharz 100Glycidyl ester resin 100
Methylnadicanhydrid 95Methylnadic anhydride 95
1- Methylimidazol 0.51-methylimidazole 0.5
Aluminiumoxid, d5o= 4μm blättchenformig 70 (bezogen auf die Gesamtmischung)Alumina, d 5 o = 4 μm platelet-shaped 70 (based on the total mixture)
Das Harz wurde 2h bei 800C, danach 2h bei 1000C, nachfolgend Ih bei 1300C sowie abschließend 16 h bei 1500C gehärtet.The resin was cured at 80 0 C, then 2 hours at 100 0 C, followed by Ih at 130 0 C and finally 16 hours at 150 0 C for 2 h.
Weiterhin wurden drei (nicht erfindungsgemäße) Vergleichsharze hergestellt.Furthermore, three comparative resins (not according to the invention) were produced.
Vergleichsbeispiel I:Comparative Example I:
Im Vergleichsbeispiel I wurde als Füllstoff statt Aluminiumoxid Dolomit mit einem d5o-Wert von 21μm gewählt. Die Herstellungsbedingungen waren ansonsten gleich.In Comparative Example I was selected as a filler instead of alumina dolomite with a d 5 o value of 21 microns. The manufacturing conditions were otherwise the same.
Vergleichsbeispiel II:Comparative Example II:
Im Vergleichsbeispiel II wurde als Füllstoff statt blättchen- förmiges Aluminiumoxid kugelförmiges Aluminium mit einem d5o- Wert von 5μm gewählt. Die Herstellungsbedingungen waren ansonsten gleich.In Comparative Example II, spherical aluminum with a d 5 o value of 5 μm was chosen as the filler instead of platelet-shaped aluminum oxide. The manufacturing conditions were otherwise the same.
Vergleichsbeispiel III: Im Vergleichsbeispiel III wurde als Füllstoff statt Aluminiumoxid Edelkorund mit einem d5o-Wert von 4μm gewählt. Die Herstellungsbedingungen waren ansonsten gleich.Comparative Example III: In Comparative Example III was selected as a filler instead of alumina noble corundum with a d 5 o value of 4 .mu.m. The manufacturing conditions were otherwise the same.
In einem Test wurden zum einen die Zugfestigkeit [ISO 527-4], die Martenstemperatur sowie der Berstwert (Abdrücken mit Wasser) ermitteltIn one test, the tensile strength [ISO 527-4], the Marten temperature and the bursting value (impressions with water) were determined
Das erfindungsgemäße Harzsystem hat somit die höchste Zugfestigkeit, die höchste Martenstemperatur sowie erfüllt (mit Vergleichsbeispiel III) die Anforderungen an den Berstwert.The resin system according to the invention thus has the highest tensile strength, the highest Marten temperature and meets (with Comparative Example III) the requirements for the burst value.
Von allen Harzsystemen wurde ebenfalls das Trackingverhalten untersucht; dabei schnitten alle Harze als ausreichend ab.Of all resin systems, the tracking behavior was also investigated; all of the resins were cut off sufficiently.
Weiterhin wurde die Beständigkeit gegenüber Zersetzungsprodukten von SF6 [Lagerung über 3 Monate in hochzersetzem SF6] ermittelt. Hier wurden gute Beständigkeiten nur bei Vergleichsbeispiel I und Beispiel I ermittelt. Bei den restlichen Varianten war die Beständigkeit reduziert, teilweise erheblich.Furthermore, the resistance to decomposition products of SF 6 [storage for 3 months in highly decomposed SF 6 ] was determined. Here, good resistances were determined only in Comparative Example I and Example I. In the remaining variants, the resistance was reduced, sometimes considerably.
Man sieht somit die vorteilhaften Eigenschaften des erfin- dungsgemäßen Isolierharzes, welches als einziges alle Anforderungen erfüllt. Thus one sees the advantageous properties of the insulating resin according to the invention, which alone fulfills all requirements.

Claims

Patentansprüche claims
1. Isolierharz für Isolierstoffe in Schaltanlagen auf GIy- cidylesterbasis, aufgebaut auf den Ausgangskomponenten umfas¬ send a) ein Material enthaltend Methylnadicanhydrid und/oder hydriertes Methylnadicanhydrid b) ein Material enthaltend ein Imidazol der folgenden Struktur :1. insulating resin for insulating materials in switchgear on glycidyl cidylesterbasis, formed from the starting components umfas ¬ send a) a material containing methylnadic anhydride and / or hydrogenated methylnadic b) a material comprising an imidazole having the following structure:
wobei Rl ausgewählt ist aus der Gruppe enthaltend Alkyl, langkettiges Alkyl, Alkenyl, Cycloalkyl, Halogenalkyl, Aryl;wherein R1 is selected from the group consisting of alkyl, long chain alkyl, alkenyl, cycloalkyl, haloalkyl, aryl;
R , R , R unabhängig voneinander ausgewählt sind aus der Gruppe enthaltend Wasserstoff, Alkyl, langkettiges Alkyl, Alkenyl, Cycloalkyl, Halogenalkyl, ArylR, R, R are independently selected from the group consisting of hydrogen, alkyl, long-chain alkyl, alkenyl, cycloalkyl, haloalkyl, aryl
wobei bei geeigneten Resten eine oder mehrere nicht-be¬ nachbarte CH2-Gruppen unabhängig voneinander durch -0-, -S-, -NH-, -NR°-, -SiR0R00-, -CO-, -COO-, -OCO-, -OCO- 0-, -S02-, -S-CO-, -CO-S-, -CY1=CY2 oder -C≡C- ersetzt sein können und zwar derart, dass 0 und/oder S Atome nicht direkt miteinander verbunden sind, ebenfalls optional mit Aryl- oder Heteroaryl bevorzugt enthaltend 1 bis 30 C Atome ersetzt sind (endständige CH3-Gruppen werden wie CH2-Gruppen im Sinne von CH2-H verstanden, R° und R°° = Alkyl) c) einen Füllstoff enthaltend blättchenförmiges Aluminiumoxid.wherein at suitable radicals one or more non-be ¬ neighboring CH2 groups independently of one another by -0-, -S-, -NH-, -NR ° -, -SiR 0 R 00 -, -CO-, -COO-, -OCO-, -OCO-O-, -SO 2, -S-CO-, -CO-S-, -CY 1 = CY 2 or -C≡C- can be replaced in such a way that 0 and / or S atoms are not directly connected to one another, also optionally with aryl or heteroaryl preferably containing 1 to 30 C atoms are replaced (terminal CH3 groups are understood as CH2 groups in the sense of CH2-H, R ° and R °° = alkyl) c) a filler containing platelet-shaped alumina.
2. Isolierharz nach Anspruch 1, wobei das Verhältnis des Materials a) zum Material b) (in Gew/Gew) von ≥50:l bis ≤300:l beträgt .2. Insulating resin according to claim 1, wherein the ratio of the material a) to the material b) (in w / w) of ≥50: l to ≤300: l.
3. Isolierharz nach Anspruch 1 oder 2, wobei der Anteil des Materials a) im Harz (in Gew/Gew Glycidylesterbasis) von3. insulating resin according to claim 1 or 2, wherein the proportion of the material a) in the resin (in wt / wt glycidyl ester based) of
>0.8:l bis <1:1 beträgt.> 0.8: l to <1: 1.
4. Isolierharz nach einem der Ansprüche 1 bis 3, wobei der Anteil des Materials b) im Harz (in Gew/Gew Glycidylesterba- sis) von >0.01:l bis <0.1:l beträgt.4. Insulating resin according to one of claims 1 to 3, wherein the proportion of the material b) in the resin (in w / w Glycidylesterba- sis) of> 0.01: l to <0.1: l.
5. Isolierharz nach einem der Ansprüche 1 bis 4, wobei die Komponente b) ausgewählt ist aus der Gruppe enthaltend 1 -Methylimidazol, 1-Ethylimidazol, 1-Propylimidazol, 1-Isopro- pylimidazol Imidazol, 2-Methylimidazol, 1, 2-Dimethylimida- zol, 2-Ethyl-4-Ethylimidazol, Imidazol, l-Benzyl-2-Phenylimida- zol, 1-Vinylimidazol, 2-Methylimidazol, 2 -Heptadecylimida- zol, 2-Phenylimidazol sowie Mischungen daraus.5. insulating resin according to any one of claims 1 to 4, wherein the component b) is selected from the group consisting of 1-methylimidazole, 1-ethylimidazole, 1-propylimidazole, 1-Isopro- pylimidazol imidazole, 2-methylimidazole, 1, 2-dimethylimida - zol, 2-ethyl-4-ethylimidazole, imidazole, 1-benzyl-2-phenylimidazole, 1-vinylimidazole, 2-methylimidazole, 2-heptadecylimidazole, 2-phenylimidazole and mixtures thereof.
6. Isolierharz nach einem der Ansprüche 1 bis 5, wobei der d5o des Füllstoffs c) von ≥2μm bis ≤6μm beträgt6. insulating resin according to any one of claims 1 to 5, wherein the d 5 o of the filler c) of ≥2μm to ≤6μm
7. Isolierteil enthaltend ein Isolierharz nach einem der Ansprüche 1 bis 6.7. insulating part containing an insulating resin according to any one of claims 1 to 6.
8. Isolierteil nach Anspruch 7, wobei das Isolierteil Teil einer GIL-Anlage ist.8. insulating part according to claim 7, wherein the insulating part is part of a GIL plant.
9. Verwendung eines Harzsystems auf Glycidylesterbasis, auf- gebaut auf den Ausgangskomponenten enthaltend a) ein Material enthaltend Methylnadicanhydrid und/oder hydriertes Methylnadicanhydrid b) ein Material enthaltend ein Imidazol der folgenden Struktur :9. Use of a glycidyl ester-based resin system based on the starting components comprising a) a material containing methylnadic anhydride and / or hydrogenated methylnadic anhydride b) a material containing an imidazole of the following structure:
wobei Rl ausgewählt ist aus der Gruppe enthaltend Alkyl, langkettiges Alkyl, Alkenyl, Cycloalkyl, Halogenalkyl, Aryl;wherein R1 is selected from the group consisting of alkyl, long chain alkyl, alkenyl, cycloalkyl, haloalkyl, aryl;
R2, R3, R4 unabhängig voneinander ausgewählt sind aus der Gruppe enthaltend Wasserstoff, Alkyl, langkettiges Alkyl, Alkenyl, Cycloalkyl, Halogenalkyl, ArylR 2 , R 3 , R 4 are independently selected from the group consisting of hydrogen, alkyl, long-chain alkyl, alkenyl, cycloalkyl, haloalkyl, aryl
wobei bei geeigneten Resten eine oder mehrere nicht-benachbarte CH2-Gruppen unabhängig voneinander durch -0-, -S-, -NH-, -NR°-, -SiR0R00-, -CO-, -COO-, -OCO-, -OCO- 0-, CN, -S02-, -S-CO-, -CO-S-, -CY1=CY2 oder -C≡C- ersetzt sein können und zwar derart, dass 0 und/oder S Atome nicht direkt miteinander verbunden sind, ebenfalls optional mit Aryl- oder Heteroaryl bevorzugt enthaltend 1 bis 30 C Atome ersetzt sind (endständige CH3-Gruppen werden wie CH2-Gruppen im Sinne von CH2-H verstanden, R° und R°° = Alkyl)wherein, with suitable radicals, one or more non-adjacent CH 2 groups are independently represented by -O-, -S-, -NH-, -NR ° -, -SiR 0 R 00 -, -CO-, -COO-, -OCO -, -OCO-O-, CN, -SO 2 -, -S-CO-, -CO-S-, -CY 1 = CY 2 or -C≡C- can be replaced in such a way that 0 and / or S atoms are not directly connected to one another, also optionally with aryl or heteroaryl preferably containing 1 to 30 C atoms are replaced (terminal CH3 groups are understood as CH2 groups in the sense of CH2-H, R ° and R °° = alkyl)
c) einen Füllstoff enthaltend blättchenförmiges Aluminiumoxid.c) a filler containing platelet-shaped alumina.
als Isolierstoff in elektrischen Schaltanlagen. as insulating material in electrical switchgear.
EP10703174A 2009-02-10 2010-01-21 Casting resin system for insulating materials in switch gears Withdrawn EP2396361A1 (en)

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