EP0253365A2
Expired / Lapsed
EP
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Rubber composition
Assignee: Sumitomo Chemical Co Ltd
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Filing: 1987-07-14
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Granted: —
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Expires: 2007-07-14
Abstract
Abstract Dynamic properties of valcanized rubber are improved, without accelerating scorching property remarkably nor deteriorating flex-cracking resistance, by incorporating in a filler-containing natural or synthetic rubber composition, a dinitrodiamine derivative represented by the general formula wherein A represents a divalent aliphatic group, a divalent cycloaliphatic group, a divalent aromatic group or a group represented by the formula -CH₂-X-CH₂-, wherein X represents a cycloalkylene group or a phenylene group, provided that if A represents a cycloaliphatic group or an aromatic group, the two carbon atoms in A which are bonding to the nitrogen atom are not vicinal to each other; R and Rʹ independently represent hydrogen atom or an alkyl group having 1 - 12 carbon atoms and may conjointly form a ring; and Rʺ represents hydrogen atom, an aliphatic group, a cycloaliphatic group or an aromatic group. A process for producing the dinitrodiamine derivatives is also disclosed.
Inventors
- 👤 Tetsuo Yamaguchi
- 👤 Shin-Ichi Yachigo
- 👤 Tamaki Ishii
- 👤 Masakatsu Yoshimura
- 👤 Chinehito Ebina
- 👤 Eizo Okino
- 👤 Tatsumi Nuno
- 👤 Isao Kurimoto
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-10-29 16:31
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/32
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
124 words
A rubber composition comprising incorporating in natural rubber or synthetic rubber containing a filler a dinitrodiamine derivative represented by the general formula wherein A represents a divalent aliphatic group, a divalent cycloaliphatic group, a divalent aromatic group or a group represented by the formula -CH₂-X-CH₂-, wherein X represents a cycloalkylene group or a phenylene group, provided that if A represents a cycloaliphatic group or an aromatic group, the two carbon atoms in A which are bonding to the nitrogen atoms are not vicinal to each other; R and Rʹ independently represent hydrogen atom or an alkyl group having 1 - 12 carbon atoms and may conjointly form a ring; and Rʺ represents hydrogen atom, an aliphatic group, a cycloaliphatic group or an aromatic group.
Claim 2
Dependent Claim
124 words
A rubber composition comprising incorporating in natural rubber or synthetic rubber containing a filler a dinitrodiamine derivative represented by the general formula wherein A represents a divalent aliphatic group, a divalent cycloaliphatic group, a divalent aromatic group or a group represented by the formula -CH₂-X-CH₂-, wherein X represents a cycloalkylene group or a phenylene group, provided that if A represents a cycloaliphatic group or an aromatic group, the two carbon atoms in A which are bonding to the nitrogen atoms are not vicinal to each other; R and Rʹ independently represent hydrogen atom or an alkyl group having 1 - 12 carbon atoms and may conjointly form a ring; and Rʺ represents hydrogen atom, an aliphatic group, a cycloaliphatic group or an aromatic group.
Claim 3
Dependent Claim
28 words
A rubber composition according to claim 1, wherein A in said formula is an alkylene group having 1 -18 carbon atoms, preferably having 4 - 18 carbon atoms.
Claim 4
Dependent Claim
22 words
A rubber composition according to claim 1, wherein A in said formula is a cycloalkylene group having 8 or less carbon atoms.
Claim 5
Dependent Claim
15 words
A rubber composition according to claim 3, wherein said cycloalkylene group is a cyclohexylene group.
Claim 6
Dependent Claim
48 words
A rubber composition according to claim 1, wherein A in said formula is an aromatic group selected from the group consisting of a phenylene group which may be substituted with a lower alkyl group, a napthylene group and a group of , wherein m represents 0 or 1.
Claim 7
Dependent Claim
13 words
A rubber composition according to claim 1, wherein A in said formula is
Claim 8
Dependent Claim
31 words
A rubber composition according to claim 1, wherein at least one of R and Rʹ in said formula, preferably both of them, are alkyl groups having 6 or less carbon atoms.
Claim 9
Dependent Claim
13 words
A rubber composition according to claim 7, wherein said alkyl group is methyl.
Claim 10
Dependent Claim
27 words
A rubber composition according to claim 1, wherein R and Rʹ in said formula conjointly form a ring to constitute a 1-nitrocycloalkyl group having the structure of
Claim 11
Dependent Claim
13 words
A rubber composition according to claim 9, wherein the 1-nitrocycloalkyl group is 1-nitrocyclohexyl.
Claim 12
Dependent Claim
29 words
A rubber composition according to claim 1, wherein said dinitrodiamine derivative is a compound represented by the formula wherein A, R and Rʹ are as defined in claim 1.
Claim 13
Dependent Claim
22 words
A rubber composition according to claim 1, wherein Rʺ in said formula is an alkyl group having 1 - 6 carbon atoms.
Claim 14
Dependent Claim
13 words
A rubber composition according to claim 12, wherein the alkyl group is methyl.
Claim 15
Dependent Claim
30 words
A rubber composition according to claim 1, wherein the content of said dinitrodiamine derivative is in a proportion of 0.1 - 10 parts by weight to 100 parts of rubber.
Claim 16
Dependent Claim
13 words
A rubber composition according to claim 1, wherein said filler is carbon black.
Claim 17
Dependent Claim
42 words
A novel dinitrodiamine compound represented by the formula wherein R₁ and R₁ʹ independently represent hydrogen atom or an alkyl group having 1 - 12 cabon atoms and do not bond to each other, and n is an integer of 4 - 18.
Claim 18
Dependent Claim
42 words
A novel dinitrodiamine compound represented by the formula wherein R₁ and R₁ʹ independently represent hydrogen atom or an alkyl group having 1 - 12 cabon atoms and do not bond to each other, and n is an integer of 4 - 18.
Claim 19
Dependent Claim
14 words
A compound according to claim 16, wherein both R₁ and R₁ʹ are alkyl groups.
Claim 20
Dependent Claim
14 words
A compound according to claim 17, wherein the compound is represented by the formula
Claim 21
Dependent Claim
129 words
A process for producing a dinitrodiamine derivative represented by the general formula wherein Aʹ represents a divalent aliphatic group, a divalent cycloaliphatic group, a divalent aromatic group or a group -CH₂-X-CH₂-, wherein X represents a cycloalkylene group or a phenylene group; and R and Rʹ independently represent hydrogen atom or an alkyl group having 1-12 carbon atoms and may conjointly form a ring; comprising reacting at a temperature of 80°C or lower a primary diamine represented by the general formula H₂N-Aʹ-NH₂ wherein Aʹ is as defined above, a nitroalkane represented by the general formula wherein R and Rʹ are as defined above, and formaldehyde in a proportion of 1.8 moles or more of the nitroalkane and 1.8 - 2.2 moles of formaldehyde to 1 mole of the primary diamine.
Claim 22
Dependent Claim
129 words
A process for producing a dinitrodiamine derivative represented by the general formula wherein Aʹ represents a divalent aliphatic group, a divalent cycloaliphatic group, a divalent aromatic group or a group -CH₂-X-CH₂-, wherein X represents a cycloalkylene group or a phenylene group; and R and Rʹ independently represent hydrogen atom or an alkyl group having 1-12 carbon atoms and may conjointly form a ring; comprising reacting at a temperature of 80°C or lower a primary diamine represented by the general formula H₂N-Aʹ-NH₂ wherein Aʹ is as defined above, a nitroalkane represented by the general formula wherein R and Rʹ are as defined above, and formaldehyde in a proportion of 1.8 moles or more of the nitroalkane and 1.8 - 2.2 moles of formaldehyde to 1 mole of the primary diamine.
Claim 23
Dependent Claim
29 words
A process according to claim 19, wherein the amount of the nitroalkane used is in a proportion of 2 moles or more to 1 mole of the primary diamine.
Claim 24
Dependent Claim
33 words
A process according to claim 19, wherein the reaction is conducted under the condition that the nitroalkane is present in a proportion of 1 mole or more to 1 mole of the formaldehyde.
Claim 25
Dependent Claim
16 words
A process according to claim 19, wherein a lower alcohol is used as a reaction solvent.
References Cited (Backward Citations)
No citation records indexed.
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