DE2032057A1 - Polyesterformmassen - Google Patents
PolyesterformmassenInfo
- Publication number
- DE2032057A1 DE2032057A1 DE19702032057 DE2032057A DE2032057A1 DE 2032057 A1 DE2032057 A1 DE 2032057A1 DE 19702032057 DE19702032057 DE 19702032057 DE 2032057 A DE2032057 A DE 2032057A DE 2032057 A1 DE2032057 A1 DE 2032057A1
- Authority
- DE
- Germany
- Prior art keywords
- polyester
- furanone
- radical
- benzylidene
- phenyl
- 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
- 229920000728 polyester Polymers 0.000 title claims description 76
- 150000001875 compounds Chemical class 0.000 title claims description 15
- 238000000465 moulding Methods 0.000 title claims description 10
- 239000000203 mixture Substances 0.000 claims description 28
- -1 aralkxy Chemical group 0.000 claims description 26
- 229920000139 polyethylene terephthalate Polymers 0.000 claims description 12
- 239000005020 polyethylene terephthalate Substances 0.000 claims description 12
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 10
- VIHAEDVKXSOUAT-UHFFFAOYSA-N but-2-en-4-olide Chemical group O=C1OCC=C1 VIHAEDVKXSOUAT-UHFFFAOYSA-N 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 5
- 150000003254 radicals Chemical class 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 150000005840 aryl radicals Chemical class 0.000 claims description 3
- RHDGNLCLDBVESU-UHFFFAOYSA-N but-3-en-4-olide Chemical compound O=C1CC=CO1 RHDGNLCLDBVESU-UHFFFAOYSA-N 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- PEODVUVNVGIRIB-UHFFFAOYSA-N 5-benzylidene-2-oxo-4-phenylfuran-3-carbonitrile Chemical compound C=1C=CC=CC=1C1=C(C#N)C(=O)OC1=CC1=CC=CC=C1 PEODVUVNVGIRIB-UHFFFAOYSA-N 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000001118 alkylidene group Chemical group 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 claims description 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims description 2
- 125000000716 hydrazinylidene group Chemical group [*]=NN([H])[H] 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 206010038743 Restlessness Diseases 0.000 claims 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 1
- 230000015556 catabolic process Effects 0.000 description 13
- 238000006731 degradation reaction Methods 0.000 description 13
- 239000003381 stabilizer Substances 0.000 description 11
- 238000010438 heat treatment Methods 0.000 description 9
- 238000001125 extrusion Methods 0.000 description 7
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 6
- 150000002241 furanones Chemical class 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 230000002269 spontaneous effect Effects 0.000 description 3
- 230000000087 stabilizing effect Effects 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000011877 solvent mixture Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- UHSXYFPOEXCELM-UHFFFAOYSA-N 2-(dimethylamino)-3-(6-methylidenecyclohexa-2,4-dien-1-yl)-5-oxo-2H-furan-4-carbonitrile Chemical compound C(#N)C=1C(OC(C1C1C(C=CC=C1)=C)N(C)C)=O UHSXYFPOEXCELM-UHFFFAOYSA-N 0.000 description 1
- LLLVZDVNHNWSDS-UHFFFAOYSA-N 4-methylidene-3,5-dioxabicyclo[5.2.2]undeca-1(9),7,10-triene-2,6-dione Chemical compound C1(C2=CC=C(C(=O)OC(=C)O1)C=C2)=O LLLVZDVNHNWSDS-UHFFFAOYSA-N 0.000 description 1
- DNHJRFVMTLZXLB-UHFFFAOYSA-N 5-benzylidene-2-oxo-4-phenylfuran-3-carboxamide Chemical compound C(C1=CC=CC=C1)=C1C(=C(C(O1)=O)C(N)=O)C1=CC=CC=C1 DNHJRFVMTLZXLB-UHFFFAOYSA-N 0.000 description 1
- HBVODVISSJPEAX-UHFFFAOYSA-N 5-benzylidene-4-methyl-3-(4-nitrophenyl)furan-2-one Chemical compound C(C1=CC=CC=C1)=C1C(=C(C(O1)=O)C1=CC=C(C=C1)[N+](=O)[O-])C HBVODVISSJPEAX-UHFFFAOYSA-N 0.000 description 1
- NWEKHFUOQJWWKW-UHFFFAOYSA-N C(C1=CC=CC=C1)=C1C(=C(C(O1)=O)NC(=O)NC1=CC=CC=C1)C1=CC=CC=C1 Chemical compound C(C1=CC=CC=C1)=C1C(=C(C(O1)=O)NC(=O)NC1=CC=CC=C1)C1=CC=CC=C1 NWEKHFUOQJWWKW-UHFFFAOYSA-N 0.000 description 1
- GCAUCAPPTHMESF-UHFFFAOYSA-N CCOOC(C(C(C1=CC=CC=C1)=C1C(N)=O)OC1=O)=O Chemical compound CCOOC(C(C(C1=CC=CC=C1)=C1C(N)=O)OC1=O)=O GCAUCAPPTHMESF-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000003172 aldehyde group Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000002837 carbocyclic group Chemical group 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000010411 cooking Methods 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 210000003608 fece Anatomy 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000011872 intimate mixture Substances 0.000 description 1
- 239000010871 livestock manure Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 238000010525 oxidative degradation reaction Methods 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001291 polyvinyl halide Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000012088 reference solution Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 125000006413 ring segment Chemical group 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-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
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/005—Stabilisers against oxidation, heat, light, ozone
-
- 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
- C08K5/15—Heterocyclic compounds having oxygen in the ring
- C08K5/151—Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
- C08K5/1535—Five-membered rings
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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US83847369A | 1969-07-02 | 1969-07-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2032057A1 true DE2032057A1 (de) | 1971-01-14 |
Family
ID=25277168
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19702032057 Pending DE2032057A1 (de) | 1969-07-02 | 1970-06-29 | Polyesterformmassen |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3644573A (enExample) |
| JP (1) | JPS4917021B1 (enExample) |
| BE (1) | BE752842A (enExample) |
| DE (1) | DE2032057A1 (enExample) |
| FR (1) | FR2050443B1 (enExample) |
| GB (1) | GB1317660A (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0509593A1 (en) * | 1991-04-16 | 1992-10-21 | Shell Internationale Researchmaatschappij B.V. | Fungicidal furanone derivatives |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2328014A1 (fr) * | 1975-10-14 | 1977-05-13 | Rhone Poulenc Ind | Stabilisation des polymeres du chlorure de vinyle a l'aide de composes lactoniques |
| AU2012251445B2 (en) | 2011-05-02 | 2015-08-20 | Basf Se | 5H-furan-2-one derivatives for stabilization of organic material |
-
1969
- 1969-07-02 US US838473A patent/US3644573A/en not_active Expired - Lifetime
-
1970
- 1970-06-26 JP JP45055595A patent/JPS4917021B1/ja active Pending
- 1970-06-29 DE DE19702032057 patent/DE2032057A1/de active Pending
- 1970-07-01 BE BE752842D patent/BE752842A/xx unknown
- 1970-07-01 FR FR707024385A patent/FR2050443B1/fr not_active Expired
- 1970-07-02 GB GB3205070A patent/GB1317660A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0509593A1 (en) * | 1991-04-16 | 1992-10-21 | Shell Internationale Researchmaatschappij B.V. | Fungicidal furanone derivatives |
Also Published As
| Publication number | Publication date |
|---|---|
| BE752842A (fr) | 1970-12-16 |
| JPS4917021B1 (enExample) | 1974-04-26 |
| GB1317660A (en) | 1973-05-23 |
| FR2050443B1 (enExample) | 1974-07-12 |
| US3644573A (en) | 1972-02-22 |
| FR2050443A1 (enExample) | 1971-04-02 |
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