IP Library Granted Patent US 9,550,887
Granted Patent B2
US 9,550,887 · App. 13/432,799 · Granted Jan 24, 2017

Rubber mixtures

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Quick Facts
Patent No.
US 9,550,887
App. No.
13/432,799
Granted
Jan 24, 2017
Kind
B2
Abstract

A rubber mixture, comprising (A) at least one rubber selected from the group of ethylene-propylene-diene copolymer (EPDM), ethylene-propylene copolymer (EPM), chloroprene rubber (CR), chloropolyethylene (CM), chloro-isobutene-isoprene (chlorobutyl) rubber (CIIR), chlorosulfonyl polyethylene (CSM), etylene-vinyl acetate copolymer (EAM), alkyl acrylate copolymer (ACM), polyester polyurethan (AU), polyether polyurethane (EU), bromo-isobutene-isoprene (bromobutyl)rubber (BIIR), polychlorotrifluoroethylene (CFM), isobutene-isoprene rubber (butyl rubber, IIR), isobutene rubber (IM), polyisoprene (IR), thermoplastic polyester polyurethane (YAU), thermoplastic polyether polyurethane (YEU), silicone rubber with methyl groups on the polymer chain (MQ), hydrogenated acrylonitrile-butadiene rubber (HNBR), acrylonitrile-butadiene rubber (NBR) or carboxylated acrylonitrile-butadiene rubber (XNBR), (B) at least one oxidic filler, and (C) at least one silicon containing azodicarbamide of the general formula I (R 1 ) 3-a (R 2 ) a Si—R I —NH—C(O)—N═N—C(O)—NH—R I —Si(R 1 ) 3-a (R 2 ) a   (I). The rubber mixture is produced by mixing at least one rubber, at least one oxidic filler, and at least one silicon containing azodicarbamide of the general formula I. It may be used for moldings.

Claims (42)

1. A rubber mixture, consisting of:

(A) a selected from the group consisting of ethylene-propylene-diene copolymer (EPDM), ethylene-propylene copolymer (EPM), chloroprene rubber (CR), chloropolyethylene (CM), chlorosulfonyl polyethylene (CSM), ethylene-vinyl acetate copolymer (EAM), alkyl acrylate copolymer (ACM), polyester polyurethane (AU), polyether polyurethane (EU), polychlorotrifluoroethylene (CFM), isobutene rubber (IM), thermoplastic polyester polyurethane (YAU), thermoplastic polyether polyurethane (YEU), silicone rubber with methyl groups on the polymer chain (MQ), hydrogenated acrylonitrile-butadiene rubber (HNBR), acrylonitrile-butadiene rubber (NBR), and carboxylated acrylonitrile-butadiene (XNBR),

(B) an oxidic filler, and

(C) at least one silicon containing azodicarbamide of the general formula I

(R 1 ) 3-a (R 2 ) a Si—R 1 —NH—C(O)—N═N—C(O)—NH—R 1 —Si(R 1 ) 3-a (R 2 ) a   (I),

where

R 1 are independent from each other, substituted or unsubstituted C1-C18-alkyl groups, C5-C18-cycloalkyl groups, or C6-C18-aryl groups,

R 2 is independent from each other, a —OH, a substituted or unsubstituted C1-C18-alkoxy group, a C5-C18-cycloalkoxy group, or an alkyl polyether group O(CH 2 —CH 2 —O) n —R 3 or O(CH(CH 3 )—CH 2 —O) n —R 3 , where the average of n is from 1 to 18 and

R 3 is mutually independently a branched or unbranched, saturated or unsaturated monovalent C1-C32-hydrocarbon chain,

R 1 is a branched or unbranched saturated or unsaturated, aliphatic, aromatic or mixed aliphatic/aromatic, divalent C1-C30-hydrocarbon which can be substituted with F—, Cl—, Br—, I—, —CN or HS—,

a=1, 2 or 3 independent from each other, and

optionally reaction accelerators, antioxidants, heat stabilizers, light stabilizers, anti-ozonants, plasticizers, tackifiers, blowing agents, dyes, pigiments, waxes, extenders, organic acids, retarders, metal oxides, or activators.

2. The rubber mixture as claimed in claim 1 , wherein the rubber is ethylene-propylene-diene copolymer.

3. The rubber mixture as claimed in claim 1 , wherein the silicon containing azodicarbamide is a mixture of silicon containing azodicarbamides of general formula I.

4. The rubber mixture as claimed in claim 1 , wherein the silicon containing azodicarbamide of the general formula I is absorbed onto an inert organic or inorganic carrier.

5. The rubber mixture as claimed in claim 1 , wherein the silicon containing azodicarbamide is:

(EtO) 3 Si—CH 2 —NH—CO—N═N—CO—NH—CH 2 —Si(OEt) 3 ,

(EtO) 3 Si—CH 2 —CH 2 —NH—CO—N═N—CO—NH—CH 2 —CH 2 —Si(OEt) 3 ,

(EtO) 3 Si—CH 2 —CH 2 —CH 2 —NH—CO—N═N—CO—NH—CH 2 —CH 2 —CH 2 —Si(OEt) 3 ,

(EtO) 3 Si—CH 2 —CH 2 —CH 2 —CH 2 —NH—CO—N═N—CO—NH—CH 2 —CH 2 —CH 2 —CH 2 —Si(OEt) 3 ,

(EtO) 3 Si—(CH 2 ) 11 —NH—CO—N═N—CO—NH—(CH 2 ) 11 —Si(OEt) 3 ,

(EtO) 3 Si—(CH 2 ) 12 —NH—CO—N═N—CO—NH—(CH 2 ) 12 —Si(OEt) 3 ,

(EtO) 3 Si—CH 2 CH(CH 3 )CH 2 —NH—CO—N═N—CO—NH—CH 2 CH(CH 3 )CH 2 —Si(OEt) 3 ,

(EtO) 3 Si—CH 2 —CH 2 —C 6 H 4 —CH 2 —NH—CO—N═N—CO—NH—CH 2 —C 6 H 4 —CH 2 —CH 2 —Si(OEt) 3 ,

(EtO) 3 Si—CH 2 —CH 2 —C 6 H 4 —NH—CO—N═N—CO—NH—C 6 H 4 —CH 2 —CH 2 —Si(OEt) 3 ,

(MeO) 3 Si—CH 2 —NH—CO—N═N—CO—NH—CH 2 —Si(OMe) 3 ,

(MeO) 3 Si—CH 2 —CH 2 —NH—CO—N═N—CO—NH—CH 2 —CH 2 —Si(OMe) 3 ,

(MeO) 3 Si—CH 2 —CH 2 —CH 2 —NH—CO—N═N—CO—NH—CH 2 —CH 2 —CH 2 —Si(OMe) 3 ,

(MeO) 3 Si—CH 2 —CH 2 —CH 2 —CH 2 —NH—CO—N═N—CO—NH—CH 2 —CH 2 —CH 2 —CH 2 —Si(OMe) 3 ,

(MeO) 3 Si—(CH 2 ) 11 —NH—CO—N═N—CO—NH—(CH 2 ) 11 —Si(OMe) 3 ,

(MeO) 3 Si—(CH 2 ) 12 —NH—CO—N═N—CO—NH—(CH 2 ) 12 —Si(OMe) 3 ,

(MeO) 3 Si—CH 2 CH(CH 3 )CH 2 —NH—CO—N═N—CO—NH—CH 2 CH(CH 3 )CH 2 —Si(OMe) 3 ,

(MeO) 3 Si—CH 2 —CH 2 —C 6 H 4 —CH 2 —NH—CO—N═N—CO—NH—CH 2 —C 6 H 4 —CH 2 —CH 2 —Si(OMe) 3 ,

(MeO) 3 Si—CH 2 —CH 2 —C 6 H 4 —NH—CO—N═N—CO—NH—C 6 H 4 —CH 2 —CH 2 —Si(OMe) 3 ,

(EtO)(RO) 2 Si—CH 2 —CH 2 —CH 2 —NH—CO—N═N—CO—NH—CH 2 —CH 2 —CH 2 —Si(EtO)(RO) 2 ,

(RO)(EtO) 2 Si—CH 2 —CH 2 —CH 2 —NH—CO—N═N—CO—NH—CH 2 —CH 2 —CH 2 —Si(RO)(EtO) 2 or mixtures thereof,

wherein Me=methyl, Et=ethyl and R═C 13 H 27 (OCH 2 CH 2 ) 5 .

6. A process for the production of the rubber mixture as claimed in claim 1 , comprising mixing at least one rubber selected from the group of ethylene-propylene-diene copolymer (EPDM), ethylene-propylene copolymer (EPM), chloroprene rubber (CR), chloropolyethylene (CM), chlorosulfonyl polyethylene (CSM), ethylene-vinyl acetate copolymer (EAM), alkyl acrylate copolymer (ACM), polyester polyurethane (AU), polyether polyurethane (EU), polychlorotrifluoroethylene (CFM), isobutene rubber (IM), thermoplastic polyester polyurethane (YAU), thermoplastic polyether polyurethane (YEU), silicone rubber with methyl groups on the polymer chain (MQ), hydrogenated acrylonitrile-butadiene rubber (HNBR), acrylonitrile-butadiene rubber (NBR) or carboxylated acrylonitrile-butadiene rubber (XNBR), preferably ethylene-propylene-diene copolymer (EPDM), with at least one oxidic filler, and at least one silicon containing azodicarbamide of the general formula I.

7. A molding comprising a rubber mixture as claimed in claim 1 .

8. A method of producing a product selected from the group consisting of seals, weatherseals, door seals, window seals, trunk seals, hood seals, vibrators, glass-run channels, radiators, hoses, garden and appliance hoses, tubings, washers, belts, electrical insulations, speaker cone surrounds, electrical cable-jointings, profiles, outer casing on wires, roofing membranes, geomembranes, pneumatic spring systems, roller coverings, conveyor belts, rubber mechanical goods, plastic impact modifications, thermoplastic, cooling system circuit hoses and charge air tubings on turbo charged engines, comprising utilizing the rubber mixture of claim 1 .

9. A method of producing moldings which comprises utilizing the rubber mixture of claim 1 .

10. A product selected from the group consisting of seals, weatherseals, door seals, window seals, trunk seals, hood seals, vibrators, glass-run channels, radiators, hoses, garden and appliance hoses, tubings, washers, belts, electrical insulations, speaker cone surrounds, electrical cable-jointings, profiles, outer casing on wires, roofing membranes, geomembranes, pneumatic spring systems, roller coverings, conveyor belts, rubber mechanical goods, plastic impact modifications, thermoplastic, cooling system circuit hoses and charge air tubings on turbo charged engines, comprising the rubber mixture of claim 1 .

Assignments (2)
CHANGE OF NAME Recorded Mar 29, 2020
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 052254/0052 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 29, 2012
From: BLUME, ANKE; KLOCKMANN, OLIVER; KELLERHOF, DOERTE
To: EVONIK DEGUSSA GMBH
Reel/Frame 027953/0436 →