DE1444141A1 - Verfahren zur Verbesserung der Gummihaftung von Reifencord aus Polyaethylenterephthalat - Google Patents
Verfahren zur Verbesserung der Gummihaftung von Reifencord aus PolyaethylenterephthalatInfo
- Publication number
- DE1444141A1 DE1444141A1 DE19631444141 DE1444141A DE1444141A1 DE 1444141 A1 DE1444141 A1 DE 1444141A1 DE 19631444141 DE19631444141 DE 19631444141 DE 1444141 A DE1444141 A DE 1444141A DE 1444141 A1 DE1444141 A1 DE 1444141A1
- Authority
- DE
- Germany
- Prior art keywords
- cord
- ether
- threads
- polyethylene terephthalate
- amine
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 29
- 230000008569 process Effects 0.000 title claims description 23
- 229920001971 elastomer Polymers 0.000 title claims description 21
- -1 polyethylene terephthalate Polymers 0.000 title claims description 12
- 229920000139 polyethylene terephthalate Polymers 0.000 title claims description 7
- 239000005020 polyethylene terephthalate Substances 0.000 title claims description 7
- 238000011282 treatment Methods 0.000 claims description 28
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 24
- 239000006185 dispersion Substances 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 230000001476 alcoholic effect Effects 0.000 claims description 6
- 239000004744 fabric Substances 0.000 claims description 6
- 239000004816 latex Substances 0.000 claims description 6
- 229920000126 latex Polymers 0.000 claims description 6
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 5
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 5
- DGXAGETVRDOQFP-UHFFFAOYSA-N 2,6-dihydroxybenzaldehyde Chemical compound OC1=CC=CC(O)=C1C=O DGXAGETVRDOQFP-UHFFFAOYSA-N 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims 3
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 description 17
- 239000000203 mixture Substances 0.000 description 10
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 8
- 239000003995 emulsifying agent Substances 0.000 description 7
- 239000000839 emulsion Substances 0.000 description 7
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 6
- JRRBJSPQEVZLPI-UHFFFAOYSA-N piperazin-1-ium;hydroxide Chemical compound O.C1CNCCN1 JRRBJSPQEVZLPI-UHFFFAOYSA-N 0.000 description 5
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 239000004677 Nylon Substances 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 3
- 230000002349 favourable effect Effects 0.000 description 3
- 229920001778 nylon Polymers 0.000 description 3
- QCDYQQDYXPDABM-UHFFFAOYSA-N phloroglucinol Chemical compound OC1=CC(O)=CC(O)=C1 QCDYQQDYXPDABM-UHFFFAOYSA-N 0.000 description 3
- 229960001553 phloroglucinol Drugs 0.000 description 3
- 229960003641 piperazine hydrate Drugs 0.000 description 3
- 229940079877 pyrogallol Drugs 0.000 description 3
- NSMWYRLQHIXVAP-OLQVQODUSA-N (2r,5s)-2,5-dimethylpiperazine Chemical compound C[C@H]1CN[C@H](C)CN1 NSMWYRLQHIXVAP-OLQVQODUSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 229920001059 synthetic polymer Polymers 0.000 description 2
- RXYPXQSKLGGKOL-UHFFFAOYSA-N 1,4-dimethylpiperazine Chemical compound CN1CCN(C)CC1 RXYPXQSKLGGKOL-UHFFFAOYSA-N 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 1
- JPYHHZQJCSQRJY-UHFFFAOYSA-N Phloroglucinol Natural products CCC=CCC=CCC=CCC=CCCCCC(=O)C1=C(O)C=C(O)C=C1O JPYHHZQJCSQRJY-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- 229940043279 diisopropylamine Drugs 0.000 description 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 1
- 239000012971 dimethylpiperazine Substances 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229960005141 piperazine Drugs 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/04—Reinforcing macromolecular compounds with loose or coherent fibrous material
- C08J5/06—Reinforcing macromolecular compounds with loose or coherent fibrous material using pretreated fibrous materials
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F11/00—Chemical after-treatment of artificial filaments or the like during manufacture
- D01F11/04—Chemical after-treatment of artificial filaments or the like during manufacture of synthetic polymers
- D01F11/08—Chemical after-treatment of artificial filaments or the like during manufacture of synthetic polymers of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
- D01F6/62—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyesters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2321/00—Characterised by the use of unspecified rubbers
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S156/00—Adhesive bonding and miscellaneous chemical manufacture
- Y10S156/91—Bonding tire cord and elastomer: improved adhesive system
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Materials Engineering (AREA)
- Manufacturing & Machinery (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Measurement Of Velocity Or Position Using Acoustic Or Ultrasonic Waves (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEV0024906 | 1963-11-20 | ||
| DEV0024905 | 1963-11-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1444141A1 true DE1444141A1 (de) | 1968-10-17 |
Family
ID=26001714
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19631444142 Pending DE1444142A1 (de) | 1963-11-20 | 1963-11-20 | Verfahren zur Verbesserung der Gummihaftung von Reifencord aus Polyaethylenterephthalat |
| DE19631444141 Pending DE1444141A1 (de) | 1963-11-20 | 1963-11-20 | Verfahren zur Verbesserung der Gummihaftung von Reifencord aus Polyaethylenterephthalat |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19631444142 Pending DE1444142A1 (de) | 1963-11-20 | 1963-11-20 | Verfahren zur Verbesserung der Gummihaftung von Reifencord aus Polyaethylenterephthalat |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3297468A (enExample) |
| BE (2) | BE654020A (enExample) |
| CH (1) | CH451075A (enExample) |
| DE (2) | DE1444142A1 (enExample) |
| FR (1) | FR95456E (enExample) |
| GB (2) | GB1025309A (enExample) |
| LU (2) | LU47372A1 (enExample) |
| NL (2) | NL141522B (enExample) |
| NO (1) | NO115152B (enExample) |
| SE (1) | SE331190B (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0519927B1 (de) * | 1991-01-14 | 1998-04-01 | Rhone-Poulenc Filtec Ag | Verfahren zur herstellung eines präadhärisierten polyesterfilaments und reifenkord aus diesem polyesterfilament |
| EP3738790A1 (de) * | 2019-05-15 | 2020-11-18 | Continental Reifen Deutschland GmbH | Festigkeitsträgerlage eines fahrzeugluftreifens |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4044189A (en) * | 1969-11-20 | 1977-08-23 | Fiber Industries, Inc. | Surface treated polyester substrates |
| US4052501A (en) * | 1972-08-16 | 1977-10-04 | American Cyanamid Company | Treatment of polyester filaments with aromatic isocyanate mixture |
| CH614978A5 (enExample) * | 1974-05-13 | 1979-12-28 | Inventa Ag | |
| US4348517A (en) * | 1980-12-09 | 1982-09-07 | Allied Chemical Corporation | Process and finish composition for producing adhesive active polyester yarn |
| JPS57128271A (en) * | 1981-01-29 | 1982-08-09 | Unitika Ltd | Production of polyester fiber with good adhesiveness with rubbers |
| US4501791A (en) * | 1982-03-09 | 1985-02-26 | Burlington Industries, Inc. | Non-woven fabric for V-belt bead wrap and chafer |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2829071A (en) * | 1954-04-26 | 1958-04-01 | Shell Dev | Treatment of wool containing textiles |
| US2902398A (en) * | 1956-06-18 | 1959-09-01 | Shell Dev | Process for treating fibrous materials to improve adhesion to rubber and resulting products |
| NL252218A (enExample) * | 1959-06-04 | 1900-01-01 | ||
| US3222238A (en) * | 1962-05-22 | 1965-12-07 | Du Pont | Process for bonding rubber to linear condensation polyester structures |
| US3231412A (en) * | 1962-07-03 | 1966-01-25 | Deering Milliken Res Corp | Diepoxide containing latex coating for improving the adhesion of plural coated polyester fiber to rubber |
-
1963
- 1963-11-20 DE DE19631444142 patent/DE1444142A1/de active Pending
- 1963-11-20 DE DE19631444141 patent/DE1444141A1/de active Pending
-
1964
- 1964-09-25 CH CH1248264A patent/CH451075A/de unknown
- 1964-10-06 BE BE654020D patent/BE654020A/xx unknown
- 1964-10-20 BE BE654585D patent/BE654585A/xx unknown
- 1964-10-22 GB GB43150/64A patent/GB1025309A/en not_active Expired
- 1964-10-22 GB GB43149/64A patent/GB1035220A/en not_active Expired
- 1964-11-10 US US410266A patent/US3297468A/en not_active Expired - Lifetime
- 1964-11-16 FR FR995110A patent/FR95456E/fr not_active Expired
- 1964-11-18 NL NL646413432A patent/NL141522B/xx not_active IP Right Cessation
- 1964-11-18 NL NL6413391A patent/NL6413391A/xx unknown
- 1964-11-18 LU LU47372A patent/LU47372A1/xx unknown
- 1964-11-19 LU LU47382A patent/LU47382A1/xx unknown
- 1964-11-20 SE SE14028/64A patent/SE331190B/xx unknown
- 1964-11-21 NO NO155238A patent/NO115152B/no unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0519927B1 (de) * | 1991-01-14 | 1998-04-01 | Rhone-Poulenc Filtec Ag | Verfahren zur herstellung eines präadhärisierten polyesterfilaments und reifenkord aus diesem polyesterfilament |
| EP3738790A1 (de) * | 2019-05-15 | 2020-11-18 | Continental Reifen Deutschland GmbH | Festigkeitsträgerlage eines fahrzeugluftreifens |
Also Published As
| Publication number | Publication date |
|---|---|
| BE654020A (enExample) | 1965-02-01 |
| GB1025309A (en) | 1966-04-06 |
| GB1035220A (en) | 1966-07-06 |
| LU47382A1 (enExample) | 1965-01-19 |
| NL141522B (nl) | 1974-03-15 |
| BE654585A (enExample) | 1965-02-15 |
| DE1444142A1 (de) | 1968-12-12 |
| NO115152B (enExample) | 1968-08-12 |
| NL6413391A (enExample) | 1965-05-21 |
| CH451075A (de) | 1968-05-15 |
| LU47372A1 (enExample) | 1965-01-19 |
| US3297468A (en) | 1967-01-10 |
| FR95456E (fr) | 1971-01-15 |
| SE331190B (enExample) | 1970-12-14 |
| NL6413432A (enExample) | 1965-05-21 |
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