DE1811590C3 - Laminating resin based on a mixture of epoxy resin and unsaturated polyester resin - Google Patents
Laminating resin based on a mixture of epoxy resin and unsaturated polyester resinInfo
- Publication number
- DE1811590C3 DE1811590C3 DE19681811590 DE1811590A DE1811590C3 DE 1811590 C3 DE1811590 C3 DE 1811590C3 DE 19681811590 DE19681811590 DE 19681811590 DE 1811590 A DE1811590 A DE 1811590A DE 1811590 C3 DE1811590 C3 DE 1811590C3
- Authority
- DE
- Germany
- Prior art keywords
- resin
- component
- unsaturated polyester
- laminating
- mixture
- 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.)
- Expired
Links
- 229920000647 polyepoxide Polymers 0.000 title claims description 10
- 229920005989 resin Polymers 0.000 title claims description 10
- 239000011347 resin Substances 0.000 title claims description 10
- 239000003822 epoxy resin Substances 0.000 title claims description 9
- 239000000203 mixture Substances 0.000 title claims description 9
- 229920006337 unsaturated polyester resin Polymers 0.000 title claims description 9
- 238000010030 laminating Methods 0.000 title claims description 8
- 150000002148 esters Chemical class 0.000 claims description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 3
- 239000003054 catalyst Substances 0.000 claims description 3
- 239000004848 polyfunctional curative Substances 0.000 claims description 3
- 229920001187 thermosetting polymer Polymers 0.000 claims description 3
- 229920001225 polyester resin Polymers 0.000 claims description 2
- 239000004645 polyester resin Substances 0.000 claims description 2
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- QSAWQNUELGIYBC-OLQVQODUSA-N (1s,2r)-cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)[C@H]1CCCC[C@H]1C(O)=O QSAWQNUELGIYBC-OLQVQODUSA-N 0.000 description 1
- YKTNISGZEGZHIS-UHFFFAOYSA-N 2-$l^{1}-oxidanyloxy-2-methylpropane Chemical group CC(C)(C)O[O] YKTNISGZEGZHIS-UHFFFAOYSA-N 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 208000002352 blister Diseases 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- -1 ether compound Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011810 insulating material Substances 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- H01B3/42—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 polyesters; polyethers; polyacetals
- H01B3/421—Polyesters
- H01B3/425—Non-saturated polyesters derived from polycarboxylic acids and polyhydroxy compounds, in which at least one of the two components contains aliphatic unsaturation
-
- 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
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/06—Unsaturated polyesters
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Physics & Mathematics (AREA)
- Organic Chemistry (AREA)
- Laminated Bodies (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Organic Insulating Materials (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Epoxy Resins (AREA)
Description
Die zumeist verwendeten Laminierharze sind Harze auf Basis der ungesättigten Polyester oder Epoxidharze, z. B. Glicidyläther mit mehr als einer endständigen Epoxidgruppe. Daneben sind auch Harze auf Phenol-, Melamin- und Silikonbasis usw. als Laminierharze bekannt, deren mechanische Eigenschaften jedoch geringer sind als die der erstgenannten Gruppe. Die ungesättigten Polyesterharze unterscheiden sich durch wesentliche Eigenschaften von den Epoxidharzen, vor allem haben sie eine kürzere Aushärtezeit gegenüber den Epoxidharzen. Allerdings haben sie eine verhältnismäßig hohen Schwund, so daß eine Neigung zur Lunker- und Rissebildung besteht. Außerdem ist die Gefahr einer Blasenbildung gegeben, weil der Siedepunkt des häufig verwendeten Monostyrols als Lösungsmittel vor allem bei Heißhärtung weit unter der maximalen Reaktionstemperatur liegt. Auch sind die mechanischen Festigkeiten der ungesättigten Polyesterharze etwas geringer als die der Epoxidharze.The most commonly used laminating resins are resins based on unsaturated polyester or epoxy resins, z. B. Glicidyl ether with more than one terminal epoxy group. Next to it are also resins phenolic, melamine and silicone based, etc. known as laminating resins, their mechanical properties however, are lower than those of the former group. The unsaturated polyester resins differ Epoxy resins are characterized by essential properties, and above all they have a shorter curing time compared to the epoxy resins. However, they have a relatively high shrinkage, so that there is a tendency to form cavities and cracks. There is also the risk of blistering, because the boiling point of monostyrene, which is frequently used as a solvent, is particularly important when it is hot-cured is far below the maximum reaction temperature. Also are the mechanical strengths of unsaturated polyester resins is somewhat lower than that of epoxy resins.
Die Epoxidharze hingegen haben zwar einen geringen Schwund bei der Aushärtung, sie haben also daher weder eine Neigung zur Lunker- oder Rissebildung, noch bilden sie bei den üblichen Härtetemperaturen Blasen in ihrem Innern. Ihr Nachteil liegt jedoch in den verhältnismäßig langen Aushärtezeiten.The epoxy resins, on the other hand, have little shrinkage during curing, so they therefore have neither have a tendency to form cavities or cracks, nor do they form at the usual hardening temperatures Bubbles inside. Their disadvantage, however, is the relatively long curing times.
Gemäß der schweizerischen Patentschrift 427 267 ist ein kalthärtbares Gemisch aus cycloaliphatischen PoIyepoxidverbindungen, Metallfluorboraten und ein Komplex aus Borbifluorid, Wasser, Ammoniak oder einer organischen Verbindung bekannt. Für diese Gemische sind lange Aushärtzeiten von etwa 14 Stunden notwendig. Dies ist aber für eine rationelle Fertigung ungünstig. According to Swiss patent specification 427 267, a cold-curable mixture of cycloaliphatic polyepoxide compounds, Metal fluoroborates and a complex of boron bifluoride, water, ammonia or one known organic compound. Long curing times of around 14 hours are necessary for these mixtures. However, this is unfavorable for efficient production.
Weiterhin ist aus der USA.-Patentschrift 3 035 001 die Herstellung eines heißhärtbaren Gemisches aus einer Epoxidätherverbindung, einem Polycarbonsäureanhydrid als Härter und Katalysatoren, wie z. B-Mineralsäuren, Aminen, bekannt. Damit waren dem Fachmann einerseits die ungesättigten Polyesterharze und andererseits die Epoxidharze als Laminierharze bekannt, es fehlte ihm aber an einer Kombination, bei der die guten Eigenschaften obengenannter Verbindungen erhalten bleiben und die schlechteren Eigenschaften unterdrückt werden. Gleichzeitig sollen die Verfahrenstechnologien gegenüber dem Stand derFurthermore, US Pat. No. 3,035,001 describes the production of a thermosetting mixture from an epoxy ether compound, a polycarboxylic acid anhydride as hardeners and catalysts, such as. B-mineral acids, Amines, known. Thus, on the one hand, unsaturated polyester resins were known to the person skilled in the art and on the other hand the epoxy resins known as laminating resins, but lacked a combination which retain the good properties of the above-mentioned compounds and the poorer properties be suppressed. At the same time, the process technologies should be compared to the state of
ίο Technik verbessert werden, um bei gleichbleibender Qualität schneller wie bisher fertigen zu können.ίο technique to be improved while maintaining the same To be able to produce quality faster than before.
Es sei noch auf die bekannten cycloaliphatischen Glicidylester hingewiesen, die gegenüber den Glicidyläthern eine merklich kürzere Aushärtezeit aufweisen,Attention should also be drawn to the known cycloaliphatic glicidyl esters, which are opposite to the glicidyl ethers have a noticeably shorter curing time,
is jedoch die noch kürzeren Härtezeiten der ungesättigten Polyesterharze nicht erreichen.is, however, the even shorter curing times of the unsaturated ones Polyester resins do not reach.
Aufgabe der Erfindung ist es daher, ein Laminierharz zu schaffen, das bei allgemein guter mechanischer Festigkeit eine möglichst kurze Aushärtezeit aufweist, das aber nicht infolge hohen Schwunds zu Lunkeroder Rissebildung neigt und bei dem die Blasenbildung durch verdampfende Lösungsmittel praktisch unterdrückt ist, so daß es geeignet ist, als Isolierstoff in der Hochspannungstechnik eingesetzt zu werden.The object of the invention is therefore to provide a laminating resin that is generally good in mechanical properties Strength has the shortest possible curing time, but not due to high shrinkage to blowholes Tends to form cracks and in which the formation of bubbles is practically suppressed by evaporating solvents is, so that it is suitable to be used as an insulating material in high voltage technology.
Gegenstand der Erfindung ist ein Laminierharz auf Basis eines heißhärtenden Gemischsaus einer Epoxidharzkomponente (A) und einer ungesättigten Polyesterharzkomponente (B), das daduich gekennzeichnet ist, daß die Komponente (A) aus einem cycloaliphatisehen Glicidylester mit einem Dicarbonsäureanhydrid als Härter sowie einem Beschleuniger und die Komponente B aus einem gießbaren ungesättigten, Polyesterharz sowie einem Katalysator zur Heißhärtung besteht, wobei das Verhältnis der Komponente A zur Komponente B mindestens 2,5: 1 Gewichtsieile beträgt. The invention relates to a laminating resin based on a thermosetting mixture of an epoxy resin component (A) and an unsaturated polyester resin component (B), which is marked thereby is that component (A) consists of a cycloaliphatic glicidyl ester with a dicarboxylic acid anhydride as a hardener and an accelerator and component B made from a pourable, unsaturated polyester resin and a catalyst for hot curing, the ratio of component A to Component B is at least 2.5: 1 by weight.
Eine nach dieser Lehre hergestellte Mischung eines Laminierharzes soll als Ausführungsbeispiel folgende Mischungskomponente aufweisen:A mixture of a laminating resin produced according to this teaching is intended as an exemplary embodiment as follows Mix components have:
1. 60 Gewichtsteile Cycloaliphatische Glicidyl1. 60 parts by weight of cycloaliphatic glicidyl
ester mit einem Epoxid-Äquivalent von 170,ester with an epoxy equivalent of 170,
2. 60 Gewichtsteile cis-Hexahydrophthalsäure-2. 60 parts by weight of cis-hexahydrophthalic acid
anhydrid,anhydride,
3. 40 Gewichtsteile eines 35 °„ Styrol enthaltenden3. 40 parts by weight of a 35 ° "containing styrene
ungesättigten Polyesterharzes,unsaturated polyester resin,
4. 0,8 Gewichtsteile 2,2 Bis-(tert.-butylperoxy-)bu-4. 0.8 parts by weight of 2.2 bis (tert-butylperoxy) bu-
tan,tan,
5. 0,24Gewichtsteile Alkoholat (als Beschleuniger).5. 0.24 parts by weight alcoholate (as accelerator).
Die Aushärtezeit ist etwa nur halb so lang wie die des gleichen cycloaliphatischen Glicidylesters mit Dicarbonsäureanhydrid und einem Alkoholat, wobei der ausgehärtete Körper weder Lunkerrisse noch Blasen aufweist. Die Lichtbogenfestigkeit sowie die mechanischen Werte sind ausreichend gut, so daß mit dem aus dieser Mischung hergestellten Körper die eingangs gestellte Aufgabe zufriedenstellend gelöst ist.The curing time is only about half as long as that of the same cycloaliphatic glicidyl ester with dicarboxylic acid anhydride and an alcoholate, wherein the hardened body has neither cracks nor bubbles having. The arc resistance and the mechanical values are sufficiently good that with the this mixture produced body, the initially set object is satisfactorily achieved.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19681811590 DE1811590C3 (en) | 1968-11-29 | 1968-11-29 | Laminating resin based on a mixture of epoxy resin and unsaturated polyester resin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19681811590 DE1811590C3 (en) | 1968-11-29 | 1968-11-29 | Laminating resin based on a mixture of epoxy resin and unsaturated polyester resin |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1811590A1 DE1811590A1 (en) | 1970-06-18 |
| DE1811590B2 DE1811590B2 (en) | 1975-01-09 |
| DE1811590C3 true DE1811590C3 (en) | 1975-08-14 |
Family
ID=5714657
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19681811590 Expired DE1811590C3 (en) | 1968-11-29 | 1968-11-29 | Laminating resin based on a mixture of epoxy resin and unsaturated polyester resin |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE1811590C3 (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4038339A (en) * | 1975-09-16 | 1977-07-26 | Westinghouse Electric Corporation | Epoxy-vinyl-polyester cold blended resin composition |
| US5080531A (en) * | 1986-11-13 | 1992-01-14 | Upat Gmbh & Co. | Multiple chamber cartridge for adhesive anchoring of fasteners in a base |
| CN100392015C (en) * | 2006-01-25 | 2008-06-04 | 杭州大洲物资再生利用有限公司 | Composite fiber plate and preparing method |
| EP3971912A1 (en) * | 2021-04-19 | 2022-03-23 | ABB Schweiz AG | Electrically insulating hybrid resin system |
-
1968
- 1968-11-29 DE DE19681811590 patent/DE1811590C3/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE1811590A1 (en) | 1970-06-18 |
| DE1811590B2 (en) | 1975-01-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| SH | Request for examination between 03.10.1968 and 22.04.1971 | ||
| C3 | Grant after two publication steps (3rd publication) |