ES2257311T3 - Composiciones de poliesteres alifaticos termoplasticos, procedimiento para su preparacion y utilizacion de estas. - Google Patents
Composiciones de poliesteres alifaticos termoplasticos, procedimiento para su preparacion y utilizacion de estas.Info
- Publication number
- ES2257311T3 ES2257311T3 ES00956330T ES00956330T ES2257311T3 ES 2257311 T3 ES2257311 T3 ES 2257311T3 ES 00956330 T ES00956330 T ES 00956330T ES 00956330 T ES00956330 T ES 00956330T ES 2257311 T3 ES2257311 T3 ES 2257311T3
- Authority
- ES
- Spain
- Prior art keywords
- caprolactone
- polymer
- temperature
- compositions
- zone
- 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 - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 132
- 238000000034 method Methods 0.000 title claims description 28
- 238000002360 preparation method Methods 0.000 title claims description 5
- 229920001169 thermoplastic Polymers 0.000 title description 67
- 239000004416 thermosoftening plastic Substances 0.000 title description 67
- 229920000728 polyester Polymers 0.000 title description 13
- 229920000642 polymer Polymers 0.000 claims abstract description 108
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 claims abstract description 92
- 239000000463 material Substances 0.000 claims abstract description 38
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims abstract description 34
- 229910002092 carbon dioxide Inorganic materials 0.000 claims abstract description 17
- 239000001569 carbon dioxide Substances 0.000 claims abstract description 17
- 238000004519 manufacturing process Methods 0.000 claims abstract description 12
- 239000006260 foam Substances 0.000 claims description 8
- 229920001519 homopolymer Polymers 0.000 claims description 8
- 229920001577 copolymer Polymers 0.000 claims description 2
- 238000003856 thermoforming Methods 0.000 claims 1
- 239000000945 filler Substances 0.000 abstract description 6
- 229920003232 aliphatic polyester Polymers 0.000 description 55
- 238000002425 crystallisation Methods 0.000 description 43
- 230000008025 crystallization Effects 0.000 description 43
- 238000005259 measurement Methods 0.000 description 29
- 238000002844 melting Methods 0.000 description 20
- 230000008018 melting Effects 0.000 description 20
- 238000012936 correction and preventive action Methods 0.000 description 19
- 238000001125 extrusion Methods 0.000 description 15
- 238000006243 chemical reaction Methods 0.000 description 14
- 230000006698 induction Effects 0.000 description 13
- 239000003381 stabilizer Substances 0.000 description 13
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 12
- 238000005227 gel permeation chromatography Methods 0.000 description 12
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 10
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 10
- 125000001931 aliphatic group Chemical group 0.000 description 10
- 229910052799 carbon Inorganic materials 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 10
- 239000000654 additive Substances 0.000 description 9
- 230000004927 fusion Effects 0.000 description 9
- 238000000265 homogenisation Methods 0.000 description 8
- 238000011068 loading method Methods 0.000 description 8
- 238000007664 blowing Methods 0.000 description 7
- -1 3-hydroxivalerate Chemical compound 0.000 description 6
- 229910000019 calcium carbonate Inorganic materials 0.000 description 6
- 238000007906 compression Methods 0.000 description 6
- 230000006835 compression Effects 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- 238000000518 rheometry Methods 0.000 description 6
- 238000001816 cooling Methods 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 239000000155 melt Substances 0.000 description 5
- 239000007983 Tris buffer Substances 0.000 description 4
- 230000000996 additive effect Effects 0.000 description 4
- 238000007872 degassing Methods 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- 229920002472 Starch Polymers 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000004806 packaging method and process Methods 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- 239000008107 starch Substances 0.000 description 3
- 235000019698 starch Nutrition 0.000 description 3
- 239000003643 water by type Substances 0.000 description 3
- RKDVKSZUMVYZHH-UHFFFAOYSA-N 1,4-dioxane-2,5-dione Chemical compound O=C1COC(=O)CO1 RKDVKSZUMVYZHH-UHFFFAOYSA-N 0.000 description 2
- FANGQVKSFHFPBY-UHFFFAOYSA-N 2-(3,5-ditert-butyl-4-hydroxyphenyl)propanoic acid Chemical compound OC(=O)C(C)C1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 FANGQVKSFHFPBY-UHFFFAOYSA-N 0.000 description 2
- OHNGXGZSKWCLQG-UHFFFAOYSA-N 2-tert-butylperoxyhexane Chemical compound CCCCC(C)OOC(C)(C)C OHNGXGZSKWCLQG-UHFFFAOYSA-N 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- OZJPLYNZGCXSJM-UHFFFAOYSA-N 5-valerolactone Chemical compound O=C1CCCCO1 OZJPLYNZGCXSJM-UHFFFAOYSA-N 0.000 description 2
- 229920001634 Copolyester Polymers 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000002313 adhesive film Substances 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000012512 characterization method Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 238000004455 differential thermal analysis Methods 0.000 description 2
- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical class O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 description 2
- 239000007937 lozenge Substances 0.000 description 2
- 230000006911 nucleation Effects 0.000 description 2
- 238000010899 nucleation Methods 0.000 description 2
- 150000001451 organic peroxides Chemical class 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 229920001610 polycaprolactone Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 235000012222 talc Nutrition 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- VPVXHAANQNHFSF-UHFFFAOYSA-N 1,4-dioxan-2-one Chemical compound O=C1COCCO1 VPVXHAANQNHFSF-UHFFFAOYSA-N 0.000 description 1
- SJDLIJNQXLJBBE-UHFFFAOYSA-N 1,4-dioxepan-2-one Chemical compound O=C1COCCCO1 SJDLIJNQXLJBBE-UHFFFAOYSA-N 0.000 description 1
- AOLNDUQWRUPYGE-UHFFFAOYSA-N 1,4-dioxepan-5-one Chemical compound O=C1CCOCCO1 AOLNDUQWRUPYGE-UHFFFAOYSA-N 0.000 description 1
- WVGXBYVKFQJQGN-UHFFFAOYSA-N 1-tert-butylperoxy-2-propan-2-ylbenzene Chemical compound CC(C)C1=CC=CC=C1OOC(C)(C)C WVGXBYVKFQJQGN-UHFFFAOYSA-N 0.000 description 1
- WHBMMWSBFZVSSR-UHFFFAOYSA-M 3-hydroxybutyrate Chemical compound CC(O)CC([O-])=O WHBMMWSBFZVSSR-UHFFFAOYSA-M 0.000 description 1
- ALRHLSYJTWAHJZ-UHFFFAOYSA-M 3-hydroxypropionate Chemical compound OCCC([O-])=O ALRHLSYJTWAHJZ-UHFFFAOYSA-M 0.000 description 1
- JJTUDXZGHPGLLC-IMJSIDKUSA-N 4511-42-6 Chemical compound C[C@@H]1OC(=O)[C@H](C)OC1=O JJTUDXZGHPGLLC-IMJSIDKUSA-N 0.000 description 1
- 244000198134 Agave sisalana Species 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- WHBMMWSBFZVSSR-UHFFFAOYSA-N R3HBA Natural products CC(O)CC(O)=O WHBMMWSBFZVSSR-UHFFFAOYSA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- VEZXCJBBBCKRPI-UHFFFAOYSA-N beta-propiolactone Chemical compound O=C1CCO1 VEZXCJBBBCKRPI-UHFFFAOYSA-N 0.000 description 1
- 238000009529 body temperature measurement Methods 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 235000019241 carbon black Nutrition 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000000110 cooling liquid Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 230000005251 gamma ray Effects 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 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
- JJTUDXZGHPGLLC-UHFFFAOYSA-N lactide Chemical compound CC1OC(=O)C(C)OC1=O JJTUDXZGHPGLLC-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000002667 nucleating agent Substances 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- 229920000747 poly(lactic acid) Polymers 0.000 description 1
- 229920002961 polybutylene succinate Polymers 0.000 description 1
- 239000004631 polybutylene succinate Substances 0.000 description 1
- 239000004626 polylactic acid Substances 0.000 description 1
- 230000000644 propagated effect Effects 0.000 description 1
- 229960000380 propiolactone Drugs 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 238000002076 thermal analysis method Methods 0.000 description 1
- 239000006200 vaporizer Substances 0.000 description 1
- 238000003466 welding Methods 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000010457 zeolite Substances 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
- C08K5/04—Oxygen-containing compounds
- C08K5/14—Peroxides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/04—Polyesters derived from hydroxycarboxylic acids, e.g. lactones
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)
- Biological Depolymerization Polymers (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Polyesters Or Polycarbonates (AREA)
- Shaping By String And By Release Of Stress In Plastics And The Like (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE9900510A BE1012800A3 (fr) | 1999-07-27 | 1999-07-27 | Compositions de polyesters aliphatiques thermoplastiques, procede pour leur preparation et utilisation de celles-ci. |
| BE9900510 | 1999-07-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2257311T3 true ES2257311T3 (es) | 2006-08-01 |
Family
ID=3892023
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES00956330T Expired - Lifetime ES2257311T3 (es) | 1999-07-27 | 2000-07-25 | Composiciones de poliesteres alifaticos termoplasticos, procedimiento para su preparacion y utilizacion de estas. |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US6797788B1 (https=) |
| EP (1) | EP1208149B1 (https=) |
| JP (1) | JP4895451B2 (https=) |
| AT (1) | ATE316115T1 (https=) |
| AU (1) | AU6831400A (https=) |
| BE (1) | BE1012800A3 (https=) |
| DE (1) | DE60025619T2 (https=) |
| ES (1) | ES2257311T3 (https=) |
| WO (1) | WO2001007512A1 (https=) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ITMI20020865A1 (it) * | 2002-04-22 | 2003-10-22 | Novamont Spa | Poliesteri biodegradabili ottenuti mediante estrusione reattiva |
| US6984426B2 (en) * | 2003-06-02 | 2006-01-10 | Cortec Corporation | Biodegradable bag |
| JP4336994B2 (ja) * | 2006-07-31 | 2009-09-30 | 三菱自動車工業株式会社 | フィルム付き合成板 |
| DE102009011746A1 (de) | 2009-03-09 | 2010-09-16 | Teijin Monofilament Germany Gmbh | Bestattungsartikel aus biologisch abbaubaren Polyestern und deren Verwendung |
| US10759899B2 (en) | 2017-08-03 | 2020-09-01 | Colorado State University Research Foundation | Recyclable polymers based on ring-fused gamma-butyrolactones |
| JP6971947B2 (ja) * | 2018-03-30 | 2021-11-24 | 積水化成品工業株式会社 | ポリ乳酸樹脂発泡体 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5066231A (en) * | 1990-02-23 | 1991-11-19 | Minnesota Mining And Manufacturing Company | Dental impression process using polycaprolactone molding composition |
| US5359026A (en) * | 1993-07-30 | 1994-10-25 | Cargill, Incorporated | Poly(lactide) copolymer and process for manufacture thereof |
| FI99125C (fi) * | 1993-12-31 | 1997-10-10 | Neste Oy | Polylaktidikoostumus |
| JPH08176356A (ja) * | 1994-12-27 | 1996-07-09 | Ube Ind Ltd | 非晶質ポリオレフィン乳化物とその製造方法 |
| JP3295717B2 (ja) * | 1994-12-29 | 2002-06-24 | フォータム オイル アンド ガス オサケ ユキチュア | 加工性ポリ（ヒドロキシ酸） |
| AU7360696A (en) * | 1995-09-18 | 1997-04-09 | Minnesota Mining And Manufacturing Company | Thermoplastic lens blocking material |
-
1999
- 1999-07-27 BE BE9900510A patent/BE1012800A3/fr not_active IP Right Cessation
-
2000
- 2000-07-25 ES ES00956330T patent/ES2257311T3/es not_active Expired - Lifetime
- 2000-07-25 AU AU68314/00A patent/AU6831400A/en not_active Abandoned
- 2000-07-25 DE DE60025619T patent/DE60025619T2/de not_active Expired - Lifetime
- 2000-07-25 EP EP00956330A patent/EP1208149B1/fr not_active Expired - Lifetime
- 2000-07-25 AT AT00956330T patent/ATE316115T1/de not_active IP Right Cessation
- 2000-07-25 WO PCT/EP2000/007274 patent/WO2001007512A1/fr not_active Ceased
- 2000-07-25 JP JP2001512789A patent/JP4895451B2/ja not_active Expired - Lifetime
- 2000-07-25 US US10/030,140 patent/US6797788B1/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JP2003505567A (ja) | 2003-02-12 |
| ATE316115T1 (de) | 2006-02-15 |
| BE1012800A3 (fr) | 2001-03-06 |
| JP4895451B2 (ja) | 2012-03-14 |
| DE60025619D1 (de) | 2006-04-06 |
| US6797788B1 (en) | 2004-09-28 |
| AU6831400A (en) | 2001-02-13 |
| EP1208149A1 (fr) | 2002-05-29 |
| EP1208149B1 (fr) | 2006-01-18 |
| WO2001007512A1 (fr) | 2001-02-01 |
| DE60025619T2 (de) | 2006-11-23 |
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