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US 7,740,734 B2Granted
Low shrinkage epoxy-cationic curable compositions
AssigneeHenkel AG & Co. KGaA
InventorsAtsushi Sudo, Akane Suzuki, Takeshi Endo
Life of this patent
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Abstract
The present invention relates to compositions comprising an epoxy resin; a reagent selected from the group of cationic compounds or compounds which are capable to form cationic compounds or mixtures of those; at least one compound with two aromatic rings and at least one central cyclic oxygen bridged ring and the use of such compositions in adhesives, sealants and coatings.
Claims21
A curable epoxy composition comprising:
- an epoxy resin;
- a reagent selected from the group consisting of cationic compounds, compounds which are capable of forming cationic compounds, and mixtures thereof;
- and
- at least one compound with two aromatic centres and a central cyclic oxygen bridged ring, connecting the two aromatic centres according to formula I:
- wherein
- R1 and R2 are independently selected from the group consisting of hydrogen, a substituted alkyl group with a chain length of 1 to 20 carbon atoms, and an unsubstituted alkyl group with a chain length of 1 to 20 carbon atoms;
- Ra to Rh are independently selected from the group consisting of hydrogen, a substituted alkyl group, an unsubstituted alkyl group, a substituted aryl group, an unsubstituted aryl group, a substituted alkoxy group, an unsubstituted alkoxy group, halogen, and an additional aromatic ring formed by two adjacent Ra to Rh moieties;
- R3 is selected from the group consisting of an alkyl bridge with 1-3 carbon atoms, an oxo-substituted alkyl bridge with 1-3 carbon atoms, and a direct bond between the oxygen and the adjacent aromatic ring;
- wherein R3 can be said direct bond, so long as the central cyclic oxygen bridged ring contains at least 7 atoms;
- and
- R4 is selected from the group consisting of:
- a substituted alkyl bridge with 1-3 carbon atoms, an unsubstituted alkyl bridge with 1-3 carbon atoms, an oxo-substituted alkyl bridge with 1-3 carbon atoms,
- oxygen,
- sulfur, oxidated sulfur (═SO, SO2),
- nitrogen, nitrogen bonded to hydrogen, nitrogen bonded to a substituted alkyl group, nitrogen bonded to an unsubstituted alkyl group, nitrogen bonded to a substituted aryl group, nitrogen bonded to an unsubstituted aryl group, nitrogen bonded to a substituted alkoxy group, nitrogen bonded to an unsubstituted alkoxy group, and
- a direct bond between the two aromatic rings;
- wherein R4 can be said direct bond, so long as the central cyclic oxygen bridged ring contains at least 7 atoms.
14 more elements
A process of suppressing shrinkage in a curable epoxy composition comprising adding a shrinkage-suppressing agent to the curable epoxy composition;
- wherein said curable epoxy composition comprises an epoxy resin and a reagent selected from the group consisting of cationic compounds, compounds which are capable of forming cationic compounds, and mixtures thereof;
- and wherein said shrinkage-suppressing agent comprises at least one compound with two aromatic centres and a central cyclic oxygen bridged ring, connecting the two aromatic centres according to formula I:
- wherein
- R1 and R2 are independently selected from the group consisting of hydrogen, a substituted alkyl group with a chain length of 1 to 20 carbon atoms, and an unsubstituted alkyl group with a chain length of 1 to 20 carbon atoms;
- Ra to Rh are independently selected from the group consisting of hydrogen, a substituted alkyl group, an unsubstituted alkyl group, a substituted aryl group, an unsubstituted aryl group, a substituted alkoxy group, an unsubstituted alkoxy group, halogen, and an additional aromatic ring formed by two adjacent Ra to Rh moieties;
- R3 is selected from the group consisting of an alkyl bridge with 1-3 carbon atoms, an oxo-substituted alkyl bridge with 1-3 carbon atoms, and a direct bond between the oxygen and the adjacent aromatic ring;
- wherein R3 can be said direct bond, so long as the central cyclic oxygen bridged ring contains at least 7 atoms;
- and
- R4 is selected from the group consisting of:
- a substituted alkyl bridge with 1-3 carbon atoms, an unsubstituted alkyl bridge with 1-3 carbon atoms, an oxo-substituted alkyl bridge with 1-3 carbon atoms,
- oxygen,
- sulfur, oxidated sulfur (═SO, SO2),
- nitrogen, nitrogen bonded to hydrogen, nitrogen bonded to a substituted alkyl group, nitrogen bonded to an unsubstituted alkyl group, nitrogen bonded to a substituted aryl group, nitrogen bonded to an unsubstituted aryl group, nitrogen bonded to a substituted alkoxy group, nitrogen bonded to an unsubstituted alkoxy group, and
- a direct bond between the two aromatic rings;
- wherein R4 can be said direct bond, so long as the central cyclic oxygen bridged ring contains at least 7 atoms.
12 more elements
Dependencies are inferred from the claim text.