CA2000569C - Adhesive and sealing substance based on rubber and process for the connection or bonding of components or structural parts - Google Patents
Adhesive and sealing substance based on rubber and process for the connection or bonding of components or structural parts Download PDFInfo
- Publication number
- CA2000569C CA2000569C CA002000569A CA2000569A CA2000569C CA 2000569 C CA2000569 C CA 2000569C CA 002000569 A CA002000569 A CA 002000569A CA 2000569 A CA2000569 A CA 2000569A CA 2000569 C CA2000569 C CA 2000569C
- Authority
- CA
- Canada
- Prior art keywords
- adhesive
- components
- structural parts
- weight
- rubber
- 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 - Fee Related
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J109/00—Adhesives based on homopolymers or copolymers of conjugated diene hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J119/00—Adhesives based on rubbers, not provided for in groups C09J107/00 - C09J117/00
- C09J119/006—Rubber characterised by functional groups, e.g. telechelic diene polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
- C08L2666/04—Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
- C08L2666/08—Homopolymers or copolymers according to C08L7/00 - C08L21/00; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2200/00—Chemical nature of materials in mouldable or extrudable form for sealing or packing joints or covers
- C09K2200/06—Macromolecular organic compounds, e.g. prepolymers
- C09K2200/0607—Rubber or rubber derivatives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Sealing Material Composition (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Adhesive and sealing substances based on rubber are disclosed which in addition to the usual components contain stereo-specific OH-terminated polybutadiene-liquid rubber as the main component and thus have an improved adhesion and an improved breaking behaviour. The adhesive and sealing substances disclosed are particularly suitable for use in car manufacture.
Description
The invention relates to low-viscosity adhesive and sealing substances based on rubber which are easily pumped at in-creased temperatures and which can be vulcanised with the usual crosslinking systems.
Solvent-free adhesive and sealing substances based on rubber, which are particularly suitable for use in car manufacture, have been known for some time. An overview of the development in the area is provided by the explanations in the European Patent Specification 97 394 and the European Patent Applica-tion 256 316. However, these known adhesive and sealing sub-stances were still not completely satisfactory, and therefore in EP-PS 97 394 the use of liquid polybutadiene which has at least 40 $ of the unsaturation in the 1,4-configuration is proposed. Preferably, the liquid polybutadiene is mixed with small quantities of solid rubber, particularly solid polybuta-diene.
In the European Patent Application 256 316 it is, however, stated that even the adhesive and sealing substances known from EP-PS 97 394 still have considerable defects. It is therefore proposed that instead of solid rubbers such as solid polybutadiene one or more chemically irreversibly depolymer-ised solid rubbers of natural or synthetic origin are added in quantities of 1.5 to 5 ~S by weight. Thus the adhesives should show a better Theological behaviour. It has proved, however, to be the case that the adhesive and sealing materials accord-ing to the European Patent Application 256 316 not only have the disadvantage of the additional process step of depolymeri-sation but in addition, just as the adhesive and sealing substances known from EP-PS 97 394, still do not have optimal adhesive properties.
Solvent-free adhesive and sealing substances based on rubber, which are particularly suitable for use in car manufacture, have been known for some time. An overview of the development in the area is provided by the explanations in the European Patent Specification 97 394 and the European Patent Applica-tion 256 316. However, these known adhesive and sealing sub-stances were still not completely satisfactory, and therefore in EP-PS 97 394 the use of liquid polybutadiene which has at least 40 $ of the unsaturation in the 1,4-configuration is proposed. Preferably, the liquid polybutadiene is mixed with small quantities of solid rubber, particularly solid polybuta-diene.
In the European Patent Application 256 316 it is, however, stated that even the adhesive and sealing substances known from EP-PS 97 394 still have considerable defects. It is therefore proposed that instead of solid rubbers such as solid polybutadiene one or more chemically irreversibly depolymer-ised solid rubbers of natural or synthetic origin are added in quantities of 1.5 to 5 ~S by weight. Thus the adhesives should show a better Theological behaviour. It has proved, however, to be the case that the adhesive and sealing materials accord-ing to the European Patent Application 256 316 not only have the disadvantage of the additional process step of depolymeri-sation but in addition, just as the adhesive and sealing substances known from EP-PS 97 394, still do not have optimal adhesive properties.
The object of the invention is therefore to improve adhesive and sealing substances of the type known from EP-PS 97 394 and the European Patent Application 256 316 and in particular their adhesion to metal and their breaking behaviour.
To achieve this object an adhesive and sealing substance based on rubber containing a) 15 to 50 $ by weight of stereo-specific polybutadiene-liquid-rubber, b) 2 to 10 ~ by weight of stereo-specific cis-1,4-poly-butadiene-solid-rubber, c) 2 to 10 ~ by weight of powdered sulphur, d) 0.5 to 10 ~ by weight of an organic accelerator or an accelerator system, e) 30 to 70 ~S by weight of fillers and optionally f) 2 to 10 $ by weight of adhesion promoter, is proposed which is characterised in that it contains OH-terminated polybutadiene as component a).
The preferred adhesive and sealing substances according to the invention contain 30 to 40 $ by weight of component a), 3 to 5 ~ by weight of component b), 3 to 5 ~ by weight of component c), 0.5 to 2 ~ by weight of component d), 50 to 70 ~k by weight of component e) and optionally 3 to 10 ~ by weight of com-ponent f). Moreover, the adhesive and sealing substances according to the invention can contain further usual con-stituents such as anti-ageing agents, thixotropic agents, antioxidants etc.
To achieve this object an adhesive and sealing substance based on rubber containing a) 15 to 50 $ by weight of stereo-specific polybutadiene-liquid-rubber, b) 2 to 10 ~ by weight of stereo-specific cis-1,4-poly-butadiene-solid-rubber, c) 2 to 10 ~ by weight of powdered sulphur, d) 0.5 to 10 ~ by weight of an organic accelerator or an accelerator system, e) 30 to 70 ~S by weight of fillers and optionally f) 2 to 10 $ by weight of adhesion promoter, is proposed which is characterised in that it contains OH-terminated polybutadiene as component a).
The preferred adhesive and sealing substances according to the invention contain 30 to 40 $ by weight of component a), 3 to 5 ~ by weight of component b), 3 to 5 ~ by weight of component c), 0.5 to 2 ~ by weight of component d), 50 to 70 ~k by weight of component e) and optionally 3 to 10 ~ by weight of com-ponent f). Moreover, the adhesive and sealing substances according to the invention can contain further usual con-stituents such as anti-ageing agents, thixotropic agents, antioxidants etc.
The desired improvement in the adhesive and breaking proper-ties of the adhesive and sealing substances according to the invention is achieved by the use of OH-terminated liquid polybutadiene. Preferably, the liquid OH-terminated polybuta-diene has an OH-functionality of 2.0 to 3.0, a molecular weight of 1000 to 5000, a viscosity of 0.5 to 10 Pas (at 30° C) and has at least 50 ~ of the unsaturation in the trans-1,4-configuration and at least 10 ~ of the unsaturation in the cis-1,4-configuration. An example of a suitable liquid OH-terminated polybutadiene has a molecular weight of 2800 and an OH-functionality of 2.4 to 2.6, in which 60 $ of the unsatura-tion is distributed on the trans-1,4-configuration, 20 ~ of the unsaturation is distributed on the cis-1,4-configuration and 20 g of the unsaturation is distributed on the 1,2-con-figuration.
All other components correspond to the prior art so that for this one can refer to EP-PS 97 394 and the European Patent Application 256 316. It should, however, be mentioned that the unsaturation of the component b) in the cis-1,4-configuration should amount to at least 96 ~. The application of the ad-hesive and sealing substances according to the invention also has no peculiarities and takes place in the known manner as described in the above mentioned publications.
The liquid OH-terminated polybutadienes that can be used according to the invention, and which are usually obtained by emulsion polymerisation, are known from polyurethane chemistry and are used there to introduce so-called "soft segments". Due to the terminal OH-groups contained in them the adhesive and sealing agents according to the invention provide a consider-ably improved adhesion to metal compared with similar agents containing polybutadienes which are not OH-terminated. Shear-ing strength test bodies which have been prepared with the adhesives according to the invention thus consistently show a cohesive appearance of fracture after vulcanisation and break-ing, while there is a tendency towards adhesive fracture when a sealing substance is used on the basis of a liquid polybutadiene which is not specifically OH-terminated.
The connection or bonding of components or structural parts can be effected using the adhesive and sealing substances of the present invention. The connection or bonding of components or structural parts can be effected by forming a coating with an adhesive on at least one of the surfaces of the components or structural parts which are to be bonded, before or after these components or structural parts are assembled, and if that has not yet occurred, heated after the components or structural parts have been joined together in order to harden the adhesive substance.
The process can be used to bond components or structural parts in car manufacture. The components or structural parts can be of metal and in a preferred embodiment are oiled metal surfaces.
All other components correspond to the prior art so that for this one can refer to EP-PS 97 394 and the European Patent Application 256 316. It should, however, be mentioned that the unsaturation of the component b) in the cis-1,4-configuration should amount to at least 96 ~. The application of the ad-hesive and sealing substances according to the invention also has no peculiarities and takes place in the known manner as described in the above mentioned publications.
The liquid OH-terminated polybutadienes that can be used according to the invention, and which are usually obtained by emulsion polymerisation, are known from polyurethane chemistry and are used there to introduce so-called "soft segments". Due to the terminal OH-groups contained in them the adhesive and sealing agents according to the invention provide a consider-ably improved adhesion to metal compared with similar agents containing polybutadienes which are not OH-terminated. Shear-ing strength test bodies which have been prepared with the adhesives according to the invention thus consistently show a cohesive appearance of fracture after vulcanisation and break-ing, while there is a tendency towards adhesive fracture when a sealing substance is used on the basis of a liquid polybutadiene which is not specifically OH-terminated.
The connection or bonding of components or structural parts can be effected using the adhesive and sealing substances of the present invention. The connection or bonding of components or structural parts can be effected by forming a coating with an adhesive on at least one of the surfaces of the components or structural parts which are to be bonded, before or after these components or structural parts are assembled, and if that has not yet occurred, heated after the components or structural parts have been joined together in order to harden the adhesive substance.
The process can be used to bond components or structural parts in car manufacture. The components or structural parts can be of metal and in a preferred embodiment are oiled metal surfaces.
Claims (7)
1. Adhesive and sealing substance based on rubber containing a) 15 to 50 % by weight of stereo-specific polybutadiene-liquid-rubber, b) 2 to 10 % by weight of stereo-specific cis-1,4-poly-butadiene-solid-rubber, c) 2 to 10 % by weight of sulphur, d) 0.5 to 10 % by weight of an organic accelerator or an accelerator system, and e) 30 to 70 % by weight of fillers, characterised in that it contains OH-terminated polybutadiene as component a).
2. Adhesive and sealing substance according to claim 1, characterised in that the OH-terminated polybutadiene has an OH-functionality of 2.0 to 3.0, a molecular weight of 1000 to 5000 and a viscosity of 0.5 to 10 Pas at 30°C
and has at least 50 % of the unsaturation in the trans-1,4-configuration and at least 10 % of the unsaturation in the cis-1,4-configuration.
and has at least 50 % of the unsaturation in the trans-1,4-configuration and at least 10 % of the unsaturation in the cis-1,4-configuration.
3. Adhesive and sealing substance according to claim 1 further containing 2 to 10 % by weight of adhesion promoter.
4. Process for the connection or bonding of components or structural parts, characterised in that a coating is formed with an adhesive according to one of the claims 1, 2 or 3 on at least one of the surfaces of the components or structural parts which are to be bonded, before or after these components or structural parts are assembled, and if this has not yet occurred, heated after the components or structural parts have been joined together in order to harden the adhesive substance.
5. Process according to claim 4, characterised in that components or structural parts are bonded in car manufacture.
6. Process according to claim 5 wherein the components or structural parts are of metal.
7. Process according to claim 6 wherein the components or structural parts are oiled metal surfaces.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP3834818.7 | 1988-10-13 | ||
| DE3834818A DE3834818C1 (en) | 1988-10-13 | 1988-10-13 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2000569A1 CA2000569A1 (en) | 1990-04-13 |
| CA2000569C true CA2000569C (en) | 2001-05-29 |
Family
ID=6364988
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002000569A Expired - Fee Related CA2000569C (en) | 1988-10-13 | 1989-10-12 | Adhesive and sealing substance based on rubber and process for the connection or bonding of components or structural parts |
Country Status (8)
| Country | Link |
|---|---|
| EP (1) | EP0363892B1 (en) |
| JP (1) | JP2839158B2 (en) |
| AT (1) | ATE92945T1 (en) |
| CA (1) | CA2000569C (en) |
| DE (2) | DE3834818C1 (en) |
| ES (1) | ES2041934T3 (en) |
| NZ (1) | NZ230949A (en) |
| ZA (1) | ZA897740B (en) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE69101980T2 (en) * | 1990-02-05 | 1994-12-22 | Ppg Industries Inc | Hardenable structural adhesive based on rubber. |
| US5256738A (en) * | 1990-02-05 | 1993-10-26 | Ppg Industries, Inc. | Functional rubber-based structural adhesive compositions |
| DE4219359A1 (en) * | 1992-06-12 | 1993-12-16 | Jordan Paul Eltech | Potting compound and process for its manufacture |
| EP0658597B1 (en) | 1993-12-17 | 1998-03-04 | Henkel Kommanditgesellschaft auf Aktien | Sealant and adhesive with damping properties |
| CN1047828C (en) * | 1993-12-28 | 1999-12-29 | 东陶机器株式会社 | Hot and cold water mixing device |
| US6361643B2 (en) | 1994-11-23 | 2002-03-26 | Henkel Teroson Gmbh | Method for reducing mechanical vibration in metal constructions |
| DE19502381A1 (en) * | 1995-01-26 | 1996-08-01 | Teroson Gmbh | Structural raw rubber-based adhesives |
| DE19730425A1 (en) * | 1997-07-16 | 1999-01-21 | Henkel Teroson Gmbh | Heat-curing laundry-resistant shell sealant |
| DE10062859A1 (en) * | 2000-12-16 | 2002-06-27 | Henkel Teroson Gmbh | Multilayer composite materials with organic rubber-based interlayers |
| DE10163252A1 (en) * | 2001-12-21 | 2003-07-10 | Henkel Teroson Gmbh | Surface stiffening rubber systems |
| DE10312815A1 (en) | 2003-03-22 | 2004-10-07 | Henkel Kgaa | Process for contamination-tolerant bonding of parts to be joined |
| DE102006016577A1 (en) * | 2006-04-06 | 2007-10-11 | Henkel Kgaa | Adhesives / sealants based on liquid rubbers |
| DE102009028607A1 (en) | 2009-08-18 | 2011-02-24 | Henkel Ag & Co. Kgaa | Rubber composition with high elasticity |
| JP5482111B2 (en) * | 2009-11-04 | 2014-04-23 | 横浜ゴム株式会社 | Thermally conductive composition |
| CN103407010B (en) * | 2013-08-12 | 2015-12-23 | 广州机械科学研究院有限公司 | A kind of large-scale hydrogenated butyronitrile outside framework oil seal and its preparation method and application |
| DE102013226505A1 (en) | 2013-12-18 | 2015-06-18 | Henkel Ag & Co. Kgaa | Thermosetting rubber compositions with plastisol-like flow behavior |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2123018B (en) * | 1982-06-17 | 1986-02-05 | Evode Ltd | Liquid polybutadiene containing adhesive sealant compositions |
| US4569968A (en) * | 1984-05-21 | 1986-02-11 | Owens-Corning Fiberglas Corporation | Joint sealing compound |
| DE3625030A1 (en) * | 1986-07-24 | 1988-01-28 | Henkel Kgaa | LOW-VISCOSE, PRELIMINABLE RUBBER-BASED ADHESIVES, METHOD FOR THEIR PRODUCTION AND THEIR USE |
-
1988
- 1988-10-13 DE DE3834818A patent/DE3834818C1/de not_active Expired
-
1989
- 1989-10-09 NZ NZ230949A patent/NZ230949A/en unknown
- 1989-10-10 AT AT89118785T patent/ATE92945T1/en not_active IP Right Cessation
- 1989-10-10 ES ES198989118785T patent/ES2041934T3/en not_active Expired - Lifetime
- 1989-10-10 EP EP89118785A patent/EP0363892B1/en not_active Expired - Lifetime
- 1989-10-10 DE DE8989118785T patent/DE58905248D1/en not_active Expired - Fee Related
- 1989-10-12 CA CA002000569A patent/CA2000569C/en not_active Expired - Fee Related
- 1989-10-12 ZA ZA897740A patent/ZA897740B/en unknown
- 1989-10-13 JP JP1265319A patent/JP2839158B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CA2000569A1 (en) | 1990-04-13 |
| DE58905248D1 (en) | 1993-09-16 |
| DE3834818C1 (en) | 1989-11-09 |
| EP0363892B1 (en) | 1993-08-11 |
| EP0363892A1 (en) | 1990-04-18 |
| ZA897740B (en) | 1990-07-25 |
| JP2839158B2 (en) | 1998-12-16 |
| ES2041934T3 (en) | 1993-12-01 |
| ATE92945T1 (en) | 1993-08-15 |
| JPH02196877A (en) | 1990-08-03 |
| NZ230949A (en) | 1990-12-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |