FR2484423A1 - Resines polyaminoamidiques, polyaminoamidoimidazoliniques, produits d'addition epoxydiques et derives cetiminiques de ces resines, utilisables en particulier comme promoteurs d'adhesion des plastisols, et procede de preparation de ces resines et de leurs derives - Google Patents
Resines polyaminoamidiques, polyaminoamidoimidazoliniques, produits d'addition epoxydiques et derives cetiminiques de ces resines, utilisables en particulier comme promoteurs d'adhesion des plastisols, et procede de preparation de ces resines et de leurs derives Download PDFInfo
- Publication number
- FR2484423A1 FR2484423A1 FR8105815A FR8105815A FR2484423A1 FR 2484423 A1 FR2484423 A1 FR 2484423A1 FR 8105815 A FR8105815 A FR 8105815A FR 8105815 A FR8105815 A FR 8105815A FR 2484423 A1 FR2484423 A1 FR 2484423A1
- Authority
- FR
- France
- Prior art keywords
- promoters
- adhesion
- resins
- acids
- resin
- 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
- 229920005989 resin Polymers 0.000 title claims abstract description 51
- 239000011347 resin Substances 0.000 title claims abstract description 51
- 239000004999 plastisol Substances 0.000 title claims abstract description 30
- 229920001944 Plastisol Polymers 0.000 title claims description 28
- 239000002318 adhesion promoter Substances 0.000 title claims description 11
- 238000000034 method Methods 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 4
- 230000008569 process Effects 0.000 title claims 2
- 239000002253 acid Substances 0.000 claims abstract description 37
- 150000007513 acids Chemical class 0.000 claims abstract description 23
- 125000001931 aliphatic group Chemical group 0.000 claims description 13
- 239000004593 Epoxy Substances 0.000 claims description 9
- 229920006395 saturated elastomer Polymers 0.000 claims description 6
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims description 6
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 4
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 4
- 229920000768 polyamine Polymers 0.000 claims description 4
- 238000006116 polymerization reaction Methods 0.000 claims description 4
- 239000013638 trimer Substances 0.000 claims description 4
- 150000004658 ketimines Chemical class 0.000 claims description 3
- IFDVQVHZEKPUSC-UHFFFAOYSA-N cyclohex-3-ene-1,2-dicarboxylic acid Chemical class OC(=O)C1CCC=CC1C(O)=O IFDVQVHZEKPUSC-UHFFFAOYSA-N 0.000 claims description 2
- 239000000178 monomer Substances 0.000 claims description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- PDFIIHNUDFWDNM-UHFFFAOYSA-N 2-[1-(2-hydroxyphenyl)propyl]phenol Chemical compound C=1C=CC=C(O)C=1C(CC)C1=CC=CC=C1O PDFIIHNUDFWDNM-UHFFFAOYSA-N 0.000 claims 1
- 238000006482 condensation reaction Methods 0.000 claims 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 1
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 abstract description 4
- 238000009833 condensation Methods 0.000 abstract description 4
- 230000005494 condensation Effects 0.000 abstract description 4
- 230000000694 effects Effects 0.000 abstract description 4
- 230000002411 adverse Effects 0.000 abstract description 2
- 239000004953 Aliphatic polyamide Substances 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 229920003231 aliphatic polyamide Polymers 0.000 abstract 1
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical group OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 30
- 235000014113 dietary fatty acids Nutrition 0.000 description 16
- 239000000194 fatty acid Substances 0.000 description 16
- 229930195729 fatty acid Natural products 0.000 description 16
- 150000004665 fatty acids Chemical class 0.000 description 16
- 235000019445 benzyl alcohol Nutrition 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 239000000203 mixture Substances 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 239000000539 dimer Substances 0.000 description 3
- 239000003822 epoxy resin Substances 0.000 description 3
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 3
- 150000002576 ketones Chemical class 0.000 description 3
- 229920000647 polyepoxide Polymers 0.000 description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 150000002118 epoxides Chemical group 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- MQXNNWDXHFBFEB-UHFFFAOYSA-N 2,2-bis(2-hydroxyphenyl)propane Chemical compound C=1C=CC=C(O)C=1C(C)(C)C1=CC=CC=C1O MQXNNWDXHFBFEB-UHFFFAOYSA-N 0.000 description 1
- LPIGTEHGTDXOAW-UHFFFAOYSA-N 3-ethylpenta-1,4-diene Chemical group CCC(C=C)C=C LPIGTEHGTDXOAW-UHFFFAOYSA-N 0.000 description 1
- RKZIPFOHRUCGGS-UHFFFAOYSA-N 4,5-dihydroimidazole-1-carboxylic acid Chemical compound OC(=O)N1CCN=C1 RKZIPFOHRUCGGS-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- AOTGPNWPTSAQHC-UHFFFAOYSA-N C=C.C=C.C=C.Cl.Cl.Cl.Cl Chemical compound C=C.C=C.C=C.Cl.Cl.Cl.Cl AOTGPNWPTSAQHC-UHFFFAOYSA-N 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- 241001331845 Equus asinus x caballus Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 244000309466 calf Species 0.000 description 1
- 239000008119 colloidal silica Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 229910001651 emery Inorganic materials 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- -1 hydrocarbons Chemical class 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 150000002531 isophthalic acids Chemical class 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 1
- 150000003022 phthalic acids Chemical class 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 150000008442 polyphenolic compounds Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 150000003141 primary amines Chemical group 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003504 terephthalic acids Chemical class 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
Classifications
-
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/50—Amines
- C08G59/54—Amino amides>
-
- 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
- C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
-
- 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
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
-
- 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
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
- C08G69/34—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids using polymerised unsaturated fatty acids
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Epoxy Resins (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Polyamides (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT20888/80A IT1130078B (it) | 1980-03-25 | 1980-03-25 | Resine poliamminoammidiche,poliamminoammidoimmidazoliniche,loro addotti epossidici e derivati chetimminici,e relative soluzioni,particolarmente per l'impiego come promotori d'adesione dei plastisols |
Publications (1)
Publication Number | Publication Date |
---|---|
FR2484423A1 true FR2484423A1 (fr) | 1981-12-18 |
Family
ID=11173596
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR8105815A Pending FR2484423A1 (fr) | 1980-03-25 | 1981-03-24 | Resines polyaminoamidiques, polyaminoamidoimidazoliniques, produits d'addition epoxydiques et derives cetiminiques de ces resines, utilisables en particulier comme promoteurs d'adhesion des plastisols, et procede de preparation de ces resines et de leurs derives |
Country Status (8)
Country | Link |
---|---|
BE (1) | BE888042A (enrdf_load_stackoverflow) |
CH (1) | CH653042A5 (enrdf_load_stackoverflow) |
DE (1) | DE3111815A1 (enrdf_load_stackoverflow) |
ES (1) | ES8300346A1 (enrdf_load_stackoverflow) |
FR (1) | FR2484423A1 (enrdf_load_stackoverflow) |
GB (1) | GB2073224B (enrdf_load_stackoverflow) |
IT (1) | IT1130078B (enrdf_load_stackoverflow) |
NL (1) | NL189466C (enrdf_load_stackoverflow) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3221354A1 (de) * | 1982-06-05 | 1983-12-08 | Schering AG, 1000 Berlin und 4709 Bergkamen | Verfahren zum herstellen von ueberzuegen und klebeverbindungen mit polyvinylchlorid-plastisolen mit verbesserter haftung und plastisole fuer das verfahren |
DE4123211C1 (enrdf_load_stackoverflow) * | 1991-07-12 | 1993-02-11 | Ems-Togo Ag, Romanshorn, Ch | |
EP0683803B1 (en) * | 1993-02-10 | 1997-05-02 | Air Products And Chemicals, Inc. | Adhesion promoters |
DE10130888A1 (de) | 2001-06-27 | 2003-01-30 | Henkel Teroson Gmbh | Haftvermittler für Plastisole |
US20080182767A1 (en) * | 2007-01-29 | 2008-07-31 | Loper John T | Compounds and Lubricating Compositions Containing the Compounds |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1216834A (fr) * | 1959-02-18 | 1960-04-27 | Gen Mills Inc | Résine polyamide |
FR1561128A (enrdf_load_stackoverflow) * | 1966-11-14 | 1969-03-28 | ||
FR2383209A1 (fr) * | 1977-03-07 | 1978-10-06 | Unilever Emery | Polyamides et leur procede de fabrication |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB845560A (en) * | 1959-02-13 | 1960-08-24 | Gen Mills Inc | Improvements in or relating to polyamide resins |
US4182844A (en) * | 1974-01-02 | 1980-01-08 | The C.P. Hall Company | Preparation of polyaminoamide resin in the absence of water |
US4049598A (en) * | 1976-07-06 | 1977-09-20 | General Mills Chemicals, Inc. | Amino-poly(amidazoline-amide) |
DK585378A (da) * | 1977-12-29 | 1979-06-30 | Unilever Emery | Polyamid samt fremgangsmaade til fremstilling deraf |
-
1980
- 1980-03-25 IT IT20888/80A patent/IT1130078B/it active
-
1981
- 1981-03-20 BE BE0/204198A patent/BE888042A/fr not_active IP Right Cessation
- 1981-03-23 NL NLAANVRAGE8101412,A patent/NL189466C/xx active Search and Examination
- 1981-03-24 ES ES500663A patent/ES8300346A1/es not_active Expired
- 1981-03-24 FR FR8105815A patent/FR2484423A1/fr active Pending
- 1981-03-24 CH CH1970/81A patent/CH653042A5/it not_active IP Right Cessation
- 1981-03-25 GB GB8109281A patent/GB2073224B/en not_active Expired
- 1981-03-25 DE DE19813111815 patent/DE3111815A1/de active Granted
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1216834A (fr) * | 1959-02-18 | 1960-04-27 | Gen Mills Inc | Résine polyamide |
FR1561128A (enrdf_load_stackoverflow) * | 1966-11-14 | 1969-03-28 | ||
FR2383209A1 (fr) * | 1977-03-07 | 1978-10-06 | Unilever Emery | Polyamides et leur procede de fabrication |
Also Published As
Publication number | Publication date |
---|---|
ES500663A0 (es) | 1982-11-01 |
DE3111815A1 (de) | 1982-02-25 |
IT8020888A0 (it) | 1980-03-25 |
GB2073224B (en) | 1984-01-25 |
CH653042A5 (it) | 1985-12-13 |
BE888042A (fr) | 1981-07-16 |
ES8300346A1 (es) | 1982-11-01 |
NL189466C (nl) | 1993-04-16 |
NL8101412A (nl) | 1981-10-16 |
IT1130078B (it) | 1986-06-11 |
GB2073224A (en) | 1981-10-14 |
DE3111815C2 (enrdf_load_stackoverflow) | 1991-08-29 |
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