HRP20120234T1 - Mješavine amina s derivatima gvanidina - Google Patents

Mješavine amina s derivatima gvanidina Download PDF

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HRP20120234T1
HRP20120234T1 HR20120234T HRP20120234T HRP20120234T1 HR P20120234 T1 HRP20120234 T1 HR P20120234T1 HR 20120234 T HR20120234 T HR 20120234T HR P20120234 T HRP20120234 T HR P20120234T HR P20120234 T1 HRP20120234 T1 HR P20120234T1
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molar mass
average molar
polyetheramine
propylene oxide
glycol
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HR20120234T
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Daun Gregor
Wittenbecher Lars
Henningsen Michael
Flick Dieter
Geisler Joerg-Peter
Schillgalies Juergen
Jacobi Erhard
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Basf Se
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00Polycondensates 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
    • C08G59/18Macromolecules 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
    • C08G59/40Macromolecules 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
    • C08G59/50Amines
    • C08G59/56Amines together with other curing agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00Compounds containing amino groups bound to a carbon skeleton
    • C07C211/33Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C211/34Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of a saturated carbon skeleton
    • C07C211/36Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of a saturated carbon skeleton containing at least two amino groups bound to the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C279/00Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C279/00Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
    • C07C279/04Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00Polycondensates 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
    • C08G59/18Macromolecules 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
    • C08G59/40Macromolecules 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
    • C08G59/4007Curing agents not provided for by the groups C08G59/42 - C08G59/66
    • C08G59/4014Nitrogen containing compounds
    • C08G59/4021Ureas; Thioureas; Guanidines; Dicyandiamides
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00Polycondensates 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
    • C08G59/18Macromolecules 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
    • C08G59/40Macromolecules 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
    • C08G59/50Amines
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L63/00Compositions of epoxy resins; Compositions of derivatives of epoxy resins
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J163/00Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Epoxy Resins (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Mješavina koja sadrži komponentu za stvrdnjavanje a1), komponentu za stvrdnjavanje a2) i komponentu za stvrdnjavanje b), naznačena time što je korištena komponenta za stvrdnjavanje a1) polieteramin čija je funkcionalnost ? 2, korištena komponenta za stvrdnjavanje a2) je drugi amin čija je funkcionalnost ? 2, i korištena komponenta za stvrdnjavanje b) čini 5% do 55%tež mješavine, i to je spoj formule I gdje su R1 do R3, R5 i R6 svaki nezavisno izabrani iz grupe koja obuhvaća vodik i organski radikal s 1 do 20 C atoma, a R4 se odabire između grupe organskih radikala s 1 do 20 C atoma i skupine -C(NH)NR5R6; pri čemu je omjer a1) prema a2) u rasponu od 0.1 do 10:1. Patent sadrži još 12 patentnih zahtjeva.

Claims (13)

1. Mješavina koja sadrži komponentu za stvrdnjavanje a1), komponentu za stvrdnjavanje a2) i komponentu za stvrdnjavanje b), naznačena time što je korištena komponenta za stvrdnjavanje a1) polieteramin čija je funkcionalnost ≥ 2, korištena komponenta za stvrdnjavanje a2) je drugi amin čija je funkcionalnost ≥ 2, i korištena komponenta za stvrdnjavanje b) čini 5% do 55%tež mješavine, i to je spoj formule I [image] gdje su R1 do R3, R5 i R6 svaki nezavisno izabrani iz grupe koja obuhvaća vodik i organski radikal s 1 do 20 C atoma, a R4 se odabire između grupe organskih radikala s 1 do 20 C atoma i skupine -C(NH)NR5R6; pri čemu je omjer a1) prema a2) u rasponu od 0.1 do 10:1.
2. Smjesa prema zahtjevu 1, naznačena time što korištena komponenta za stvrdnjavanje a1) jest polieteramin čija je funkcionalnost ≥ 2, a izabire se iz grupe koja obuhvaća 3,6-dioksa-1,8-oktandiamin, 4,7,10-trioksa-1,13-tridekandiamin, 4,7-dioksa-1,10-dekandiamin, 4,9-dioksa-1,12-dodekandiamin, polieteramin na bazi trietilen glikola s prosječnom molarnom masom 148, difunkcionalni, primarni polieteramin pripremljen aminacijom etilen glikola s klicom propilen oksida, s prosječnom molarnom masom 176, difunkcionalni, primarni polieteramin na bazi propilen oksida s prosječnom molarnom masom 4000, difunkcionalni, primarni polieteramin pripremljen aminacijom polietilen glikola s klicom propilen oksida, s prosječnom molarnom masom 2003, alifatski polieteramin na bazi polietilen glikola s klicom propilen oksida, s prosječnom molarnom masom 2003, alifatski polieteramin na bazi polietilen glikola s klicom propilen oksida, s prosječnom molarnom masom 900, alifatski polieteramin na bazi polietilen glikola s klicom propilen oksida, s prosječnom molarnom masom 600, difunkcionalni, primarni polieteramin pripremljen aminacijom dietilen glikola s klicom propilen oksida, s prosječnom molarnom masom 220, alifatski polieteramin na bazi kopolimera poli(tetrametilen eter glikola) i polipropilen glikola s prosječnom molarnom masom 1000, alifatski polieteramin na bazi kopolimera poli(tetrametilen eter glikola) i polipropilen glikola s prosječnom molarnom masom 1900, alifatski polieteramin na bazi kopolimera poli(tetrametilen eter glikola) i polipropilen glikola s prosječnom molarnom masom 1400, polietertriamin na bazi barem trihidro alkohola s klicom butilen oksida, s prosječnom molarnom masom 400, alifatski polieteramin pripremljen aminacijom alkohola s klicom butilen oksida, s prosječnom molarnom masom 219, polieteramin na bazi pentaeritritola i propilen oksida s prosječnom molarnom masom 600, difunkcionalni, primarni polieteramin na bazi polipropilen glikola s prosječnom molarnom masom 2000, difunkcionalni, primarni polieteramin na bazi polipropilen glikola s prosječnom molarnom masom 230, difunkcionalni, primarni polieteramin na bazi polipropilen glikola s prosječnom molarnom masom 400, trifunkcionalni, primarni polieteramin pripremljen reakcijom propilen oksida s trimetilolpropanom, nakon čega slijedi aminacija terminalnih OH skupina, s prosječnom molarnom masom 403, trifunkcionalni, primarni polieteramin pripremljen reakcijom propilen oksida s glicerolom, nakon čega slijedi aminacija terminalnih OH skupina, s prosječnom molarnom masom 5000, i polieteramin s prosječnom molarnom masom 400, pripremljen aminacijom poliTHF s prosječnom molarnom masom 250, korištena komponenta za stvrdnjavanje a2) jest drugi amin čija je funkcionalnost ≥ 2, a izabire se iz grupe koja obuhvaća 1,12-diaminododekan, 1,10-diaminodekan, 1,2-diaminocikloheksan, 1,2-propandiamin, 1,3-bis(aminometil)cikloheksan, 1,3-propandiamin, 1-metil-2,4-diaminocikloheksan, 2,2’-oksibis(etilamin), 3,3’-dimetil-4,4’-diaminodicikloheksilmetan, 4,4’-metilendianilin, 4-etil-4-metilamino-1-oktilamin, dietilentriamin, etilendiamin, heksametilendiamin, izoforondiamin, mentendiamin, ksililendiamin, N-aminoetilpiperazin, neopentandiamin, norbornandiamin, oktametilendiamin, piperazin, 4,8-diaminotri-ciklo[5.2.1.0]dekan, tolilendiamin, trietilentetramin, i trimetilheksametilendiamin.
3. Mješavina prema bilo kojem od zahtjeva 1 i 2, naznačena time što se polieteramini za komponentu za stvrdnjavanje a1) izabiru iz grupe koja obuhvaća difunkcionalni, primarni polieteramin na bazi polipropilen glikola, s prosječnom molarnom masom 230, difunkcionalni, primarni polieteramin na bazi polipropilen glikola, s prosječnom molarnom masom 400, alifatski, difunkcionalni, primarni polieteramin na bazi polipropilen glikola, s prosječnom molarnom masom 2000, difunkcionalni, primarni polieteramin pripremljen aminacijom dietilen glikola s klicom propilen oksida, s prosječnom molarnom masom 220, trifunkcionalni, primarni polieteramin pripremljen reakcijom propilen oksida trimetilolpropanom, nakon čega slijedi aminacija terminalnih OH skupina, s prosječnom molarnom masom 403, alifatski polieteramin na bazi polietilen glikola s klicom propilen oksida, s prosječnom molarnom masom 900, alifatski polieteramin na bazi kopolimera poli(tetrametilen eter glikola) i polipropilen glikola, s prosječnom molarnom masom 1000, alifatski polieteramin na bazi kopolimera poli(tetrametilen eter glikola) i polipropilen glikola, s prosječnom molarnom masom 1900, alifatski polieteramin na bazi kopolimera poli(tetrametilen eter glikola) i polipropilen glikola, s prosječnom molarnom masom 1400, polietertriamin na bazi barem trihidro alkohola s klicom butilen oksida, s prosječnom molarnom masom 400, alifatski polieteramin pripremljen aminacijom alkohola s klicom butilen oksida, s prosječnom molarnom masom 219, trifunkcionalni, primarni polieteramin pripremljen reakcijom propilen oksida s glicerolom, nakon čega slijedi aminacija terminalnih OH skupina, s prosječnom molarnom masom 5000.
4. Mješavina prema bilo kojem od zahtjeva 1 do 3, naznačena time što se komponenta za stvrdnjavanje b) izabire iz grupe koja obuhvaća tetrametilgvanidin, o-tolilbigvanidin i pentametilbigvanidin.
5. Mješavina prema bilo kojem od zahtjeva 1 do 4, naznačena time što se komponenta za stvrdnjavanje a1) izabire iz grupe koja obuhvaća polieteramin D 230, polieteramin D 400, polieteramin T 403 i polieteramin T 5000, komponenta za stvrdnjavanje a2) se izabire iz grupe koja obuhvaća izoforondiamin, aminoetilpiperazin, 1,3-bis(aminometil)cikloheksan, i trietilentetraamin, a komponenta za stvrdnjavanje b) je tetrametilgvanidin, a omjer komponente za stvrdnjavanje a1) prema komponenti za stvrdnjavanje a2) je u rasponu od 1.5 do 10:1.
6. Mješavina prema bilo kojem od zahtjeva 1 do 5, naznačena time što je korištena komponenta za stvrdnjavanje a1) difunkcionalni, primarni polieteramin na bazi polipropilen glikola, s prosječnom molarnom masom 230, komponenta za stvrdnjavanje a2) je izoforondiamin, a komponenta za stvrdnjavanje b) je tetrametilgvanidin.
7. Mješavina prema bilo kojem od zahtjeva 1 do 6, naznačena time što dalje sadrži materijal ojačan vlaknima i/ili punila.
8. Postupak pripreme mješavine prema bilo kojem od zahtjeva 1 do 7, naznačen time što obuhvaća zajedničko miješanje komponenti za stvrdnjavanje a1), a2) i b) na temperaturi ispod 160°C.
9. Uporaba mješavine prema bilo kojem od zahtjeva 1 do 7 za stvrdnjavanje epoksi smola.
10. Uporaba prema zahtjevu 9 kao sredstva za stvrdnjavanje za materijale impregnirane smolom (prepreg) ili VARTM, za širenje filamenata, pultruziju (izvlačenje) ili sustav mokrog laminiranja.
11. Uporaba mješavine prema bilo kojem od zahtjeva 1 do 7 gdje su epoksi smole strukturalni adhezivi.
12. Strukturalni adheziv koji sadrži mješavinu prema bilo kojem od zahtjeva 1 do 7.
13. Stvrdnuta epoksi smola koja se može dobiti reakcijskom epoksi smole s mješavinom prema bilo kojem od zahtjeva 1 do 7.
HR20120234T 2008-07-22 2012-03-13 Mješavine amina s derivatima gvanidina HRP20120234T1 (hr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP08160857 2008-07-22
EP2009058700 2009-07-08
PCT/EP2009/059210 WO2010010045A1 (de) 2008-07-22 2009-07-17 Mischungen von aminen mit guanidin-derivaten

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US (1) US9328058B2 (hr)
EP (1) EP2307358B1 (hr)
JP (2) JP2011528741A (hr)
KR (1) KR101562421B1 (hr)
CN (2) CN103588958B (hr)
AT (1) ATE538088T1 (hr)
BR (1) BRPI0915938A2 (hr)
CA (1) CA2730518C (hr)
DK (1) DK2307358T3 (hr)
ES (1) ES2377376T3 (hr)
HR (1) HRP20120234T1 (hr)
MX (1) MX2011000421A (hr)
PL (1) PL2307358T3 (hr)
PT (1) PT2307358E (hr)
SI (1) SI2307358T1 (hr)
TW (1) TWI450912B (hr)
WO (1) WO2010010045A1 (hr)

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CN103588958B (zh) 2017-01-18
CA2730518A1 (en) 2010-01-28
CN102105440A (zh) 2011-06-22
JP2011528741A (ja) 2011-11-24
WO2010010045A1 (de) 2010-01-28
EP2307358A1 (de) 2011-04-13
EP2307358B1 (de) 2011-12-21
US20110130524A1 (en) 2011-06-02
KR20110044241A (ko) 2011-04-28
ES2377376T3 (es) 2012-03-27
DK2307358T3 (da) 2012-04-10
ATE538088T1 (de) 2012-01-15
SI2307358T1 (sl) 2012-04-30
CN102105440B (zh) 2013-11-27
KR101562421B1 (ko) 2015-10-21
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US9328058B2 (en) 2016-05-03
CA2730518C (en) 2016-09-27
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TW201026736A (en) 2010-07-16
BRPI0915938A2 (pt) 2018-10-30

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