CA1045264A - Compose au caoutchouc - Google Patents

Compose au caoutchouc

Info

Publication number: CA1045264A
Authority: CA; Canada
Prior art keywords: rubber; formaldehyde; acid; composition; cresol
Prior art date: 1975-10-04
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

Application number

CA246,760A

Other languages

English (en)

Inventor

Kunihiro Kaneda

Masashi Kida

Akihiko Nakayama

Atsushi Kanazawa

Hiroyuki Kaido

Yasuhiro Mizumoto

Tsuneo Koyama

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Yokohama Rubber Co Ltd

Original Assignee

Yokohama Rubber Co Ltd

Priority date (The priority date 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 date listed.)

1975-10-04

Filing date

1976-02-27

Publication date

1978-12-26

1976-02-27 Application filed by Yokohama Rubber Co Ltd filed Critical Yokohama Rubber Co Ltd

1978-12-26 Application granted granted Critical

1978-12-26 Publication of CA1045264A publication Critical patent/CA1045264A/fr

Status Expired legal-status Critical Current

Links

229920001971 elastomer Polymers 0.000 title claims abstract description 65
239000005060 rubber Substances 0.000 title claims abstract description 65
239000000203 mixture Substances 0.000 title claims abstract description 52
239000011347 resin Substances 0.000 claims abstract description 22
229920005989 resin Polymers 0.000 claims abstract description 22
FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims abstract description 14
150000007524 organic acids Chemical class 0.000 claims abstract description 13
150000001868 cobalt Chemical class 0.000 claims abstract description 11
ZRYCRPNCXLQHPN-UHFFFAOYSA-N 3-hydroxy-2-methylbenzaldehyde Chemical compound CC1=C(O)C=CC=C1C=O ZRYCRPNCXLQHPN-UHFFFAOYSA-N 0.000 claims abstract description 9
229910000831 Steel Inorganic materials 0.000 claims description 13
239000010959 steel Substances 0.000 claims description 13
239000005011 phenolic resin Substances 0.000 claims description 5
244000043261 Hevea brasiliensis Species 0.000 claims description 3
239000002253 acid Substances 0.000 claims description 3
229920003052 natural elastomer Polymers 0.000 claims description 3
229920001194 natural rubber Polymers 0.000 claims description 3
150000002989 phenols Chemical class 0.000 claims description 3
LBBOQIHGWMYDPM-UHFFFAOYSA-N 2-tert-butylphenol;formaldehyde Chemical compound O=C.CC(C)(C)C1=CC=CC=C1O LBBOQIHGWMYDPM-UHFFFAOYSA-N 0.000 claims description 2
229910000881 Cu alloy Inorganic materials 0.000 claims description 2
125000004432 carbon atom Chemical group C* 0.000 claims description 2
USEUJPGSYMRJHM-UHFFFAOYSA-N formaldehyde;4-methylphenol Chemical compound O=C.CC1=CC=C(O)C=C1 USEUJPGSYMRJHM-UHFFFAOYSA-N 0.000 claims description 2
229920001195 polyisoprene Polymers 0.000 claims description 2
229920003048 styrene butadiene rubber Polymers 0.000 claims description 2
239000004636 vulcanized rubber Substances 0.000 claims description 2
239000005062 Polybutadiene Substances 0.000 claims 1
125000005907 alkyl ester group Chemical group 0.000 claims 1
229920003244 diene elastomer Polymers 0.000 claims 1
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims 1
239000012779 reinforcing material Substances 0.000 abstract description 5
238000004073 vulcanization Methods 0.000 description 23
230000001070 adhesive effect Effects 0.000 description 22
239000000853 adhesive Substances 0.000 description 11
230000000052 comparative effect Effects 0.000 description 10
229910001369 Brass Inorganic materials 0.000 description 5
239000004677 Nylon Substances 0.000 description 5
239000010951 brass Substances 0.000 description 5
239000002657 fibrous material Substances 0.000 description 5
229920001778 nylon Polymers 0.000 description 5
229920000271 Kevlar® Polymers 0.000 description 4
239000004594 Masterbatch (MB) Substances 0.000 description 4
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 4
239000004761 kevlar Substances 0.000 description 4
239000007769 metal material Substances 0.000 description 4
238000002360 preparation method Methods 0.000 description 4
239000011701 zinc Substances 0.000 description 4
229910052725 zinc Inorganic materials 0.000 description 4
239000000654 additive Substances 0.000 description 3
239000003795 chemical substances by application Substances 0.000 description 3
229910017052 cobalt Inorganic materials 0.000 description 3
239000010941 cobalt Substances 0.000 description 3
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 3
239000002131 composite material Substances 0.000 description 3
WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Natural products O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
229920000126 latex Polymers 0.000 description 3
239000004816 latex Substances 0.000 description 3
230000000704 physical effect Effects 0.000 description 3
230000002411 adverse Effects 0.000 description 2
-1 cobalt-resinate Chemical compound 0.000 description 2
230000000694 effects Effects 0.000 description 2
238000005516 engineering process Methods 0.000 description 2
239000000463 material Substances 0.000 description 2
238000002156 mixing Methods 0.000 description 2
GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 description 2
WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
235000005985 organic acids Nutrition 0.000 description 2
238000007586 pull-out test Methods 0.000 description 2
HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
DGXAGETVRDOQFP-UHFFFAOYSA-N 2,6-dihydroxybenzaldehyde Chemical compound OC1=CC=CC(O)=C1C=O DGXAGETVRDOQFP-UHFFFAOYSA-N 0.000 description 1
MMEDJBFVJUFIDD-UHFFFAOYSA-N 2-[2-(carboxymethyl)phenyl]acetic acid Chemical compound OC(=O)CC1=CC=CC=C1CC(O)=O MMEDJBFVJUFIDD-UHFFFAOYSA-N 0.000 description 1
KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
229910000906 Bronze Inorganic materials 0.000 description 1
235000019492 Cashew oil Nutrition 0.000 description 1
241001441571 Hiodontidae Species 0.000 description 1
229920000459 Nitrile rubber Polymers 0.000 description 1
238000007718 adhesive strength test Methods 0.000 description 1
239000004760 aramid Substances 0.000 description 1
229920006231 aramid fiber Polymers 0.000 description 1
229920003235 aromatic polyamide Polymers 0.000 description 1
239000010974 bronze Substances 0.000 description 1
229940059459 cashew oil Drugs 0.000 description 1
239000010467 cashew oil Substances 0.000 description 1
IIGAELMXVLEZPM-GRVYQHKQSA-L cobalt(2+);(9z,12z)-octadeca-9,12-dienoate Chemical compound [Co+2].CCCCC\C=C/C\C=C/CCCCCCCC([O-])=O.CCCCC\C=C/C\C=C/CCCCCCCC([O-])=O IIGAELMXVLEZPM-GRVYQHKQSA-L 0.000 description 1
LHEFLUZWISWYSQ-CVBJKYQLSA-L cobalt(2+);(z)-octadec-9-enoate Chemical compound [Co+2].CCCCCCCC\C=C/CCCCCCCC([O-])=O.CCCCCCCC\C=C/CCCCCCCC([O-])=O LHEFLUZWISWYSQ-CVBJKYQLSA-L 0.000 description 1
AMFIJXSMYBKJQV-UHFFFAOYSA-L cobalt(2+);octadecanoate Chemical compound [Co+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O AMFIJXSMYBKJQV-UHFFFAOYSA-L 0.000 description 1
KUNSUQLRTQLHQQ-UHFFFAOYSA-N copper tin Chemical compound [Cu].[Sn] KUNSUQLRTQLHQQ-UHFFFAOYSA-N 0.000 description 1
230000003111 delayed effect Effects 0.000 description 1
239000000835 fiber Substances 0.000 description 1
239000000945 filler Substances 0.000 description 1
VOOLKNUJNPZAHE-UHFFFAOYSA-N formaldehyde;2-methylphenol Chemical compound O=C.CC1=CC=CC=C1O VOOLKNUJNPZAHE-UHFFFAOYSA-N 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
238000000034 method Methods 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
229920001568 phenolic resin Polymers 0.000 description 1
229920001084 poly(chloroprene) Polymers 0.000 description 1
229920002857 polybutadiene Polymers 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
238000003825 pressing Methods 0.000 description 1
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
229920003051 synthetic elastomer Polymers 0.000 description 1
239000005061 synthetic rubber Substances 0.000 description 1
239000004753 textile Substances 0.000 description 1
NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/13—Phenols; Phenolates
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L21/00—Compositions of unspecified rubbers
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
- C08L61/04—Condensation polymers of aldehydes or ketones with phenols only
- C08L61/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
- C08L61/04—Condensation polymers of aldehydes or ketones with phenols only
- C08L61/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
- C08L61/12—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols with polyhydric phenols

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Compositions Of Macromolecular Compounds (AREA)
Reinforced Plastic Materials (AREA)
Lining Or Joining Of Plastics Or The Like (AREA)
Adhesives Or Adhesive Processes (AREA)
Tires In General (AREA)
Laminated Bodies (AREA)

CA246,760A 1975-10-04 1976-02-27 Compose au caoutchouc Expired CA1045264A (fr)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP50119373A JPS5243851A (en)	1975-10-04	1975-10-04	Rubber compositions

Publications (1)

Publication Number	Publication Date
CA1045264A true CA1045264A (fr)	1978-12-26

Family

ID=14759891

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA246,760A Expired CA1045264A (fr)	1975-10-04	1976-02-27	Compose au caoutchouc

Country Status (5)

Country	Link
JP (1)	JPS5243851A (fr)
CA (1)	CA1045264A (fr)
DE (1)	DE2608113C2 (fr)
FR (1)	FR2326444A1 (fr)
NL (1)	NL181278C (fr)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS54132609U (fr) *	1978-03-07	1979-09-13
DE3043227A1 (de) *	1980-11-15	1982-10-21	Hoechst Ag, 6000 Frankfurt	Kautschukmischungen und daraus hergestellte vulkanisate
JP5614049B2 (ja) *	2010-02-03	2014-10-29	横浜ゴム株式会社	スチールコード被覆用ゴム組成物
JP5459079B2 (ja) *	2010-06-03	2014-04-02	横浜ゴム株式会社	タイヤ用ゴム組成物およびタイヤ
JP5895357B2 (ja) *	2011-04-27	2016-03-30	横浜ゴム株式会社	タイヤ用ゴム組成物およびそれを用いた空気入りタイヤ
JP6065575B2 (ja) *	2012-10-05	2017-01-25	横浜ゴム株式会社	タイヤ用ゴム組成物およびそれを用いた空気入りタイヤ
JP6220529B2 (ja) *	2013-02-27	2017-10-25	株式会社ブリヂストン	ゴム−金属複合体の製造方法、タイヤの製造方法、工業用ベルトの製造方法、及び、ゴムクローラの製造方法
CN111511579B (zh) *	2017-12-21	2022-05-24	米其林集团总公司	用二酸交联并且包含酚化合物的橡胶组合物
JP7453501B2 (ja) *	2019-10-03	2024-03-21	横浜ゴム株式会社	スチールコード接着用ゴム組成物及びコンベヤベルト

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE879306C (de) *	1951-04-25	1953-06-11	Bataafsche Petroleum	Weichmachungsmittel fuer Kautschuk
ES332319A1 (es) *	1965-04-27	1967-07-16	Pirelli	Un metodo para hacer adherir una mezcla vulcanizable a base de material elastomerico al metal.
JPS4920072A (fr) *	1972-06-17	1974-02-22

1975
- 1975-10-04 JP JP50119373A patent/JPS5243851A/ja active Granted
1976
- 1976-02-25 NL NLAANVRAGE7601909,A patent/NL181278C/xx not_active IP Right Cessation
- 1976-02-26 FR FR7605443A patent/FR2326444A1/fr active Granted
- 1976-02-27 DE DE2608113A patent/DE2608113C2/de not_active Expired
- 1976-02-27 CA CA246,760A patent/CA1045264A/fr not_active Expired

Also Published As

Publication number	Publication date
NL181278B (nl)	1987-02-16
JPS5335824B2 (fr)	1978-09-29
FR2326444B1 (fr)	1981-09-25
NL7601909A (nl)	1977-04-06
DE2608113C2 (de)	1983-02-03
DE2608113A1 (de)	1977-04-14
FR2326444A1 (fr)	1977-04-29
JPS5243851A (en)	1977-04-06
NL181278C (nl)	1987-07-16

Publication	Publication Date	Title
US4076668A (en)	1978-02-28	Rubber composition
US4258770A (en)	1981-03-31	Cured rubber skim stock compositions having improved metal adhesion and metal adhesion retention
JP5351865B2 (ja)	2013-11-27	光輝スチールと一体となって改良された金属接着性と金属接着保持性とを示すゴム組成物及びゴム物品
CA1045264A (fr)	1978-12-26	Compose au caoutchouc
JPH0319252B2 (fr)	1991-03-14
US5217807A (en)	1993-06-08	Metal acrylates as rubber-to-metal adhesion promoters
CA1247822A (fr)	1989-01-03	Methode pour ameliorer l'adherence et la duree d'adherence metal-caoutchouc
CN111793173A (zh)	2020-10-20	一种高硬度高流动性的聚醚型聚氨酯混炼胶
EP0060414B1 (fr)	1987-02-04	Compositions de matériau de caoutchouc vulcanisé "skim" à adhésion améliorée et plus durable aux métaux en utilisant des complexes organométalliques et un polymère halogéné
JP3081697B2 (ja)	2000-08-28	加硫エラストマー材料に埋め込まれた少なくとも１本の金属線からなる物品
CA1155606A (fr)	1983-10-25	Composes de vulcanisats de caoutchouc a caracteristiques ameliorees d'adherence au metal
US4745145A (en)	1988-05-17	Rubber compositions and articles thereof having improved metal adhesion and metal adhesion retention
EP0028702B1 (fr)	1985-12-11	Compositions de caoutchouc vulcanisé ayant une meilleure adhérence au renforcement métallique
US4477611A (en)	1984-10-16	Reinforced rubber composition containing ground coal
CA1249096A (fr)	1989-01-17	Compositions a base de caoutchouc, et articles faits desdites compositions a caracteristiques superieures d'adherence au metal
WO1990008170A1 (fr)	1990-07-26	Acrylates metalliques utilises en tant que promoteurs d'adhesion caoutchouc-sur-metal
JP2004018687A (ja)	2004-01-22	ゴム組成物
EP0137986A1 (fr)	1985-04-24	Méthode pour améliorer l'augmentation et la durabilité de l'adhésion du caoutchouc aux métaux
CA1133199A (fr)	1982-10-05	Composes caoutchoutes venus de vulcanisation a adherence et retention ameliorees aux corps metalliques
NZ199863A (en)	1984-07-06	Cured rubber skim stock containing a cobalt or nickel/dicarboxylic acid complex
CA1282199C (fr)	1991-03-26	Adherence entre l'acier laitonne et le caoutchouc
JPS5915345B2 (ja)	1984-04-09	高硬度ゴム組成物
NZ206965A (en)	1987-02-20	Vulcanisable rubber compositions containing cobalt or nickel salts and having improved metal adhesion;tyres with metallic reinforcement
Lubi et al.	2001	Modification of NBR by addition of phenol-CNSL formaldehyde copolymer
JPH07257117A (ja)	1995-10-09	空気入りタイヤ及びその製造方法