DE2032284A1 - Klebstoff zum Verkleben von Werkstoffen - Google Patents
Klebstoff zum Verkleben von WerkstoffenInfo
- Publication number
- DE2032284A1 DE2032284A1 DE19702032284 DE2032284A DE2032284A1 DE 2032284 A1 DE2032284 A1 DE 2032284A1 DE 19702032284 DE19702032284 DE 19702032284 DE 2032284 A DE2032284 A DE 2032284A DE 2032284 A1 DE2032284 A1 DE 2032284A1
- Authority
- DE
- Germany
- Prior art keywords
- mol
- bifunctional
- adhesive
- hydroxyl
- compounds
- 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
- 230000001070 adhesive effect Effects 0.000 title claims description 19
- 239000000853 adhesive Substances 0.000 title claims description 18
- 239000000463 material Substances 0.000 title claims description 7
- 229920000728 polyester Polymers 0.000 claims description 19
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 14
- 230000001588 bifunctional effect Effects 0.000 claims description 11
- 239000000047 product Substances 0.000 claims description 11
- 239000012948 isocyanate Substances 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 9
- 239000004800 polyvinyl chloride Substances 0.000 claims description 9
- 229920000915 polyvinyl chloride Polymers 0.000 claims description 9
- -1 isocyanate compounds Chemical class 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 150000002009 diols Chemical class 0.000 claims description 6
- 239000000155 melt Substances 0.000 claims description 6
- 229920001610 polycaprolactone Polymers 0.000 claims description 6
- 150000003673 urethanes Chemical class 0.000 claims description 6
- 239000007795 chemical reaction product Substances 0.000 claims description 5
- 239000004014 plasticizer Substances 0.000 claims description 5
- 239000004632 polycaprolactone Substances 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- 230000032050 esterification Effects 0.000 claims description 4
- 238000005886 esterification reaction Methods 0.000 claims description 4
- 229920003023 plastic Polymers 0.000 claims description 4
- 239000004033 plastic Substances 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 claims 1
- 229920000642 polymer Polymers 0.000 claims 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 12
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- 238000000034 method Methods 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 6
- 229920002635 polyurethane Polymers 0.000 description 6
- 239000004814 polyurethane Substances 0.000 description 6
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 5
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
- 238000004132 cross linking Methods 0.000 description 4
- 125000005442 diisocyanate group Chemical group 0.000 description 4
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000012141 concentrate Substances 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 3
- 150000002513 isocyanates Chemical class 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000004970 Chain extender Substances 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- TZMQHOJDDMFGQX-UHFFFAOYSA-N hexane-1,1,1-triol Chemical compound CCCCCC(O)(O)O TZMQHOJDDMFGQX-UHFFFAOYSA-N 0.000 description 2
- 239000012442 inert solvent Substances 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- 150000004072 triols Chemical class 0.000 description 2
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 2
- ZWVMLYRJXORSEP-UHFFFAOYSA-N 1,2,6-Hexanetriol Chemical compound OCCCCC(O)CO ZWVMLYRJXORSEP-UHFFFAOYSA-N 0.000 description 1
- CDMDQYCEEKCBGR-UHFFFAOYSA-N 1,4-diisocyanatocyclohexane Chemical compound O=C=NC1CCC(N=C=O)CC1 CDMDQYCEEKCBGR-UHFFFAOYSA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- VSAWBBYYMBQKIK-UHFFFAOYSA-N 4-[[3,5-bis[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-2,4,6-trimethylphenyl]methyl]-2,6-ditert-butylphenol Chemical compound CC1=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C1CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 VSAWBBYYMBQKIK-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- 239000004433 Thermoplastic polyurethane Substances 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 239000012084 conversion product Substances 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- 150000002440 hydroxy compounds Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 230000005070 ripening Effects 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000009958 sewing Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/06—Polyurethanes from polyesters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4266—Polycondensates having carboxylic or carbonic ester groups in the main chain prepared from hydroxycarboxylic acids and/or lactones
- C08G18/4269—Lactones
- C08G18/4277—Caprolactone and/or substituted caprolactone
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4266—Polycondensates having carboxylic or carbonic ester groups in the main chain prepared from hydroxycarboxylic acids and/or lactones
- C08G18/4283—Hydroxycarboxylic acid or ester
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Polyurethanes Or Polyureas (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702032284 DE2032284A1 (de) | 1970-06-23 | 1970-06-23 | Klebstoff zum Verkleben von Werkstoffen |
| DE2032276A DE2032276B2 (de) | 1970-06-23 | 1970-06-23 | Verwendung von Lösungen von PoIyesterurethanen als Klebstoff zum Verkleben von Werkstoffen |
| DE19712109586 DE2109586A1 (de) | 1970-06-23 | 1971-03-01 | Klebstoff zum Verkleben von Werkstoffen |
| FR7122670A FR2097999A5 (OSRAM) | 1970-06-23 | 1971-06-22 | |
| BE768908A BE768908A (fr) | 1970-06-23 | 1971-06-23 | Colles |
| GB2953171A GB1338790A (en) | 1970-06-23 | 1971-06-23 | Adhesives |
| IT8952571A IT940116B (it) | 1970-06-23 | 1971-06-23 | Adesivi per incollare materiali |
| NL7108688A NL7108688A (OSRAM) | 1970-06-23 | 1971-06-23 |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702032284 DE2032284A1 (de) | 1970-06-23 | 1970-06-23 | Klebstoff zum Verkleben von Werkstoffen |
| DE19702032484 DE2032484A1 (OSRAM) | 1969-07-07 | 1970-06-23 | |
| DE2032276A DE2032276B2 (de) | 1970-06-23 | 1970-06-23 | Verwendung von Lösungen von PoIyesterurethanen als Klebstoff zum Verkleben von Werkstoffen |
| DE19712109586 DE2109586A1 (de) | 1970-06-23 | 1971-03-01 | Klebstoff zum Verkleben von Werkstoffen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2032284A1 true DE2032284A1 (de) | 1971-12-30 |
Family
ID=27431093
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19702032284 Pending DE2032284A1 (de) | 1970-06-23 | 1970-06-23 | Klebstoff zum Verkleben von Werkstoffen |
| DE2032276A Ceased DE2032276B2 (de) | 1970-06-23 | 1970-06-23 | Verwendung von Lösungen von PoIyesterurethanen als Klebstoff zum Verkleben von Werkstoffen |
| DE19712109586 Pending DE2109586A1 (de) | 1970-06-23 | 1971-03-01 | Klebstoff zum Verkleben von Werkstoffen |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2032276A Ceased DE2032276B2 (de) | 1970-06-23 | 1970-06-23 | Verwendung von Lösungen von PoIyesterurethanen als Klebstoff zum Verkleben von Werkstoffen |
| DE19712109586 Pending DE2109586A1 (de) | 1970-06-23 | 1971-03-01 | Klebstoff zum Verkleben von Werkstoffen |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE768908A (OSRAM) |
| DE (3) | DE2032284A1 (OSRAM) |
| FR (1) | FR2097999A5 (OSRAM) |
| GB (1) | GB1338790A (OSRAM) |
| NL (1) | NL7108688A (OSRAM) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4781986A (en) * | 1987-07-29 | 1988-11-01 | Westinghouse Electric Corp. | Adhesive, bonding method employing same, and product produced thereby |
| WO2013141329A1 (en) * | 2012-03-19 | 2013-09-26 | Henkel Ag & Co. Kgaa | Adhesive for solar battery back sheets |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0699535B2 (ja) * | 1986-01-31 | 1994-12-07 | 日本ポリウレタン工業株式会社 | ポリウレタンフォームの製造法 |
| JPH09310059A (ja) * | 1996-05-24 | 1997-12-02 | Nitto Denko Corp | 粘着剤組成物とその粘着シ―ト類 |
-
1970
- 1970-06-23 DE DE19702032284 patent/DE2032284A1/de active Pending
- 1970-06-23 DE DE2032276A patent/DE2032276B2/de not_active Ceased
-
1971
- 1971-03-01 DE DE19712109586 patent/DE2109586A1/de active Pending
- 1971-06-22 FR FR7122670A patent/FR2097999A5/fr not_active Expired
- 1971-06-23 GB GB2953171A patent/GB1338790A/en not_active Expired
- 1971-06-23 NL NL7108688A patent/NL7108688A/xx unknown
- 1971-06-23 BE BE768908A patent/BE768908A/xx unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4781986A (en) * | 1987-07-29 | 1988-11-01 | Westinghouse Electric Corp. | Adhesive, bonding method employing same, and product produced thereby |
| WO2013141329A1 (en) * | 2012-03-19 | 2013-09-26 | Henkel Ag & Co. Kgaa | Adhesive for solar battery back sheets |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2032276B2 (de) | 1974-06-12 |
| FR2097999A5 (OSRAM) | 1972-03-03 |
| BE768908A (fr) | 1971-12-23 |
| GB1338790A (en) | 1973-11-28 |
| DE2109586A1 (de) | 1972-09-14 |
| DE2032276A1 (de) | 1972-02-10 |
| NL7108688A (OSRAM) | 1971-12-27 |
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