CA1074944A - Unsaturated polyester resin compositions having improved stability - Google Patents
Unsaturated polyester resin compositions having improved stabilityInfo
- Publication number
- CA1074944A CA1074944A CA281,394A CA281394A CA1074944A CA 1074944 A CA1074944 A CA 1074944A CA 281394 A CA281394 A CA 281394A CA 1074944 A CA1074944 A CA 1074944A
- Authority
- CA
- Canada
- Prior art keywords
- polyester resin
- unsaturated polyester
- ppm
- stabilizers
- respect
- 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
Links
- 229920006337 unsaturated polyester resin Polymers 0.000 title claims abstract description 22
- 239000000203 mixture Substances 0.000 title claims abstract description 15
- 150000004820 halides Chemical class 0.000 claims abstract description 9
- 239000003381 stabilizer Substances 0.000 claims abstract description 9
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract description 3
- 150000001342 alkaline earth metals Chemical class 0.000 claims abstract description 3
- 229910052751 metal Inorganic materials 0.000 claims abstract description 3
- 239000002184 metal Substances 0.000 claims abstract description 3
- 150000002739 metals Chemical class 0.000 claims abstract description 3
- 230000000737 periodic effect Effects 0.000 claims abstract description 3
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 10
- 229920001225 polyester resin Polymers 0.000 claims description 10
- 239000004645 polyester resin Substances 0.000 claims description 10
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims description 4
- XESZUVZBAMCAEJ-UHFFFAOYSA-N 4-tert-butylcatechol Chemical compound CC(C)(C)C1=CC=C(O)C(O)=C1 XESZUVZBAMCAEJ-UHFFFAOYSA-N 0.000 claims description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 4
- 229910017052 cobalt Inorganic materials 0.000 claims description 3
- 239000010941 cobalt Substances 0.000 claims description 3
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 2
- 229910052791 calcium Inorganic materials 0.000 claims description 2
- 239000011575 calcium Substances 0.000 claims description 2
- 229910052742 iron Inorganic materials 0.000 claims description 2
- KXHPPCXNWTUNSB-UHFFFAOYSA-M benzyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1=CC=CC=C1 KXHPPCXNWTUNSB-UHFFFAOYSA-M 0.000 claims 1
- 150000001649 bromium compounds Chemical class 0.000 claims 1
- 150000003841 chloride salts Chemical class 0.000 claims 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 10
- 238000006068 polycondensation reaction Methods 0.000 description 9
- 239000002253 acid Substances 0.000 description 7
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 4
- 229960004337 hydroquinone Drugs 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- -1 trimethylbenzyl Chemical group 0.000 description 3
- 125000002348 vinylic group Chemical group 0.000 description 3
- 229910015400 FeC13 Inorganic materials 0.000 description 2
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000013112 stability test Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 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
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- DUFKCOQISQKSAV-UHFFFAOYSA-N Polypropylene glycol (m w 1,200-3,000) Chemical class CC(O)COC(C)CO DUFKCOQISQKSAV-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001279 adipic acids Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000003609 aryl vinyl group Chemical group 0.000 description 1
- 150000003842 bromide salts Chemical class 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical class OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 150000003022 phthalic acids Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 150000003444 succinic acids Chemical class 0.000 description 1
- 150000005846 sugar alcohols Polymers 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/16—Halogen-containing compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polymerisation Methods In General (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT26048/76A IT1065139B (it) | 1976-08-05 | 1976-08-05 | Composizioni stabili comprendenti una resina poliestere insatura |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1074944A true CA1074944A (en) | 1980-04-01 |
Family
ID=11218503
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA281,394A Expired CA1074944A (en) | 1976-08-05 | 1977-06-27 | Unsaturated polyester resin compositions having improved stability |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US4169113A (show.php) |
| JP (1) | JPS5318693A (show.php) |
| CA (1) | CA1074944A (show.php) |
| FR (1) | FR2360628A1 (show.php) |
| IT (1) | IT1065139B (show.php) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5360983A (en) * | 1976-11-12 | 1978-05-31 | Dainippon Ink & Chem Inc | Preparation of molded product |
| US4463117A (en) * | 1980-01-21 | 1984-07-31 | Technicon Instruments Corporation | Heat stable, polymer-forming composition |
| US5298543A (en) * | 1990-01-12 | 1994-03-29 | The Dow Chemical Company | Storage stable unsaturated thermosettable resins and cured products |
| US5034437A (en) * | 1990-01-12 | 1991-07-23 | The Dow Chemical Company | Storage stable unsaturated thermosettable resins and cured products |
| US5419954A (en) * | 1993-02-04 | 1995-05-30 | The Alpha Corporation | Composition including a catalytic metal-polymer complex and a method of manufacturing a laminate preform or a laminate which is catalytically effective for subsequent electroless metallization thereof |
| JP2010012560A (ja) * | 2008-07-03 | 2010-01-21 | Sanze:Kk | 面取り機 |
| KR101139470B1 (ko) | 2009-10-29 | 2012-04-30 | 주식회사 에스엠씨 | 면취기의 툴 조정장치 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2712536A (en) * | 1950-08-30 | 1955-07-05 | Bell Telephone Labor Inc | Production of polymer spheres |
| US2773049A (en) * | 1953-12-07 | 1956-12-04 | Pittsburgh Plate Glass Co | Salicylic acid ester as color inhibitor for polyester-monomer resins |
| US3061580A (en) * | 1959-10-22 | 1962-10-30 | Allied Chem | Unsaturated polyester resins containing a lithium halide as stabilizer and method ofmaking |
| US3188363A (en) * | 1961-09-13 | 1965-06-08 | Us Rubber Co | Inhibitors of premature gelation in polyester resins |
| GB1300757A (en) * | 1969-12-19 | 1972-12-20 | Pilkington Brothers Ltd | Polymer compositions and films made therefrom |
| US3649711A (en) * | 1970-03-20 | 1972-03-14 | Reichhold Chemicals Inc | Process for improved curing of unsaturated polyester resin compositions and resulting product |
| US3823202A (en) * | 1972-01-05 | 1974-07-09 | Koppers Co Inc | Thermoset polyester resin particles |
| NL7202217A (show.php) * | 1972-02-21 | 1973-08-23 | ||
| US4013815A (en) * | 1973-07-30 | 1977-03-22 | Hooker Chemicals & Plastics Corporation | Fire retardant unsaturated polyesters |
-
1976
- 1976-08-05 IT IT26048/76A patent/IT1065139B/it active
-
1977
- 1977-06-27 CA CA281,394A patent/CA1074944A/en not_active Expired
- 1977-07-06 FR FR7720811A patent/FR2360628A1/fr active Granted
- 1977-08-04 JP JP9372677A patent/JPS5318693A/ja active Granted
- 1977-08-05 US US05/822,173 patent/US4169113A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| IT1065139B (it) | 1985-02-25 |
| FR2360628A1 (fr) | 1978-03-03 |
| JPS5527091B2 (show.php) | 1980-07-18 |
| US4169113A (en) | 1979-09-25 |
| JPS5318693A (en) | 1978-02-21 |
| FR2360628B1 (show.php) | 1981-11-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |