JP2013501132A - 再生可能なポリオキシメチレン組成物の製造 - Google Patents
再生可能なポリオキシメチレン組成物の製造 Download PDFInfo
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- JP2013501132A JP2013501132A JP2012523714A JP2012523714A JP2013501132A JP 2013501132 A JP2013501132 A JP 2013501132A JP 2012523714 A JP2012523714 A JP 2012523714A JP 2012523714 A JP2012523714 A JP 2012523714A JP 2013501132 A JP2013501132 A JP 2013501132A
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- polyoxymethylene
- carbon
- formaldehyde
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- 229920006324 polyoxymethylene Polymers 0.000 title claims abstract description 95
- 229930040373 Paraformaldehyde Natural products 0.000 title claims abstract description 66
- -1 polyoxymethylene Polymers 0.000 title claims abstract description 64
- 239000000203 mixture Substances 0.000 title claims abstract description 56
- 238000004519 manufacturing process Methods 0.000 title abstract description 6
- 238000000034 method Methods 0.000 claims abstract description 62
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 143
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 108
- 229910052799 carbon Inorganic materials 0.000 claims description 83
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 82
- 229920000642 polymer Polymers 0.000 claims description 25
- 230000015572 biosynthetic process Effects 0.000 claims description 18
- 239000000945 filler Substances 0.000 claims description 18
- 238000003786 synthesis reaction Methods 0.000 claims description 18
- 239000004698 Polyethylene Substances 0.000 claims description 11
- 229920000573 polyethylene Polymers 0.000 claims description 11
- 229920001577 copolymer Polymers 0.000 claims description 10
- 229920001038 ethylene copolymer Polymers 0.000 claims description 10
- 239000003054 catalyst Substances 0.000 claims description 9
- 239000011521 glass Substances 0.000 claims description 8
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 7
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 7
- 229920012196 Polyoxymethylene Copolymer Polymers 0.000 claims description 5
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 5
- JESXATFQYMPTNL-UHFFFAOYSA-N 2-ethenylphenol Chemical compound OC1=CC=CC=C1C=C JESXATFQYMPTNL-UHFFFAOYSA-N 0.000 claims description 4
- 239000002028 Biomass Substances 0.000 claims description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 4
- 125000005250 alkyl acrylate group Chemical group 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- 230000000379 polymerizing effect Effects 0.000 claims description 4
- 239000000843 powder Substances 0.000 claims description 4
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 3
- 229920000945 Amylopectin Polymers 0.000 claims description 3
- 239000004952 Polyamide Substances 0.000 claims description 3
- 229920009382 Polyoxymethylene Homopolymer Polymers 0.000 claims description 3
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims description 3
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 3
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- 229910052751 metal Inorganic materials 0.000 claims description 3
- 239000002184 metal Substances 0.000 claims description 3
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- 239000004626 polylactic acid Substances 0.000 claims description 3
- 229920001897 terpolymer Polymers 0.000 claims description 3
- 230000008016 vaporization Effects 0.000 claims description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 2
- 239000004113 Sepiolite Substances 0.000 claims description 2
- 229920002472 Starch Polymers 0.000 claims description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 2
- 229920003235 aromatic polyamide Polymers 0.000 claims description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 2
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- HGGNZMUHOHGHBJ-UHFFFAOYSA-N dioxepane Chemical compound C1CCOOCC1 HGGNZMUHOHGHBJ-UHFFFAOYSA-N 0.000 claims description 2
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- 229910052882 wollastonite Inorganic materials 0.000 claims description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims 2
- VDFVNEFVBPFDSB-UHFFFAOYSA-N 1,3-dioxane Chemical compound C1COCOC1 VDFVNEFVBPFDSB-UHFFFAOYSA-N 0.000 claims 1
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- 229910052500 inorganic mineral Inorganic materials 0.000 claims 1
- 239000011707 mineral Substances 0.000 claims 1
- AHHWIHXENZJRFG-UHFFFAOYSA-N oxetane Chemical compound C1COC1 AHHWIHXENZJRFG-UHFFFAOYSA-N 0.000 claims 1
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- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
- 241000196324 Embryophyta Species 0.000 description 6
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 229910001868 water Inorganic materials 0.000 description 4
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-NJFSPNSNSA-N Carbon-14 Chemical compound [14C] OKTJSMMVPCPJKN-NJFSPNSNSA-N 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000012963 UV stabilizer Substances 0.000 description 3
- 239000001569 carbon dioxide Substances 0.000 description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 125000001033 ether group Chemical group 0.000 description 3
- 238000001125 extrusion Methods 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 239000004609 Impact Modifier Substances 0.000 description 2
- 241000209149 Zea Species 0.000 description 2
- 238000004378 air conditioning Methods 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 238000000071 blow moulding Methods 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000012937 correction Methods 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
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- 239000000446 fuel Substances 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000001746 injection moulding Methods 0.000 description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 2
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- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000002667 nucleating agent Substances 0.000 description 2
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- 229920002866 paraformaldehyde Polymers 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
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- 239000007787 solid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
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- 239000000725 suspension Substances 0.000 description 2
- 238000009834 vaporization Methods 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
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- BYEAHWXPCBROCE-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound FC(F)(F)C(O)C(F)(F)F BYEAHWXPCBROCE-UHFFFAOYSA-N 0.000 description 1
- CHRJZRDFSQHIFI-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;styrene Chemical compound C=CC1=CC=CC=C1.C=CC1=CC=CC=C1C=C CHRJZRDFSQHIFI-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 1
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- 229920002302 Nylon 6,6 Polymers 0.000 description 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229930182556 Polyacetal Natural products 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
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- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- NZBSCACSYKRAHE-UHFFFAOYSA-N [O-2].[O-2].[Fe+2].[Mo+2]=O Chemical compound [O-2].[O-2].[Fe+2].[Mo+2]=O NZBSCACSYKRAHE-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001408 amides Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- RHZUVFJBSILHOK-UHFFFAOYSA-N anthracen-1-ylmethanolate Chemical compound C1=CC=C2C=C3C(C[O-])=CC=CC3=CC2=C1 RHZUVFJBSILHOK-UHFFFAOYSA-N 0.000 description 1
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- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
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- NKDDWNXOKDWJAK-UHFFFAOYSA-N dimethoxymethane Chemical compound COCOC NKDDWNXOKDWJAK-UHFFFAOYSA-N 0.000 description 1
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- RKISUIUJZGSLEV-UHFFFAOYSA-N n-[2-(octadecanoylamino)ethyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCNC(=O)CCCCCCCCCCCCCCCCC RKISUIUJZGSLEV-UHFFFAOYSA-N 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
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- FATBGEAMYMYZAF-KTKRTIGZSA-N oleamide Chemical class CCCCCCCC\C=C/CCCCCCCC(N)=O FATBGEAMYMYZAF-KTKRTIGZSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L59/00—Compositions of polyacetals; Compositions of derivatives of polyacetals
- C08L59/04—Copolyoxymethylenes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L59/00—Compositions of polyacetals; Compositions of derivatives of polyacetals
- C08L59/02—Polyacetals containing polyoxymethylene sequences only
-
- 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
- C08G2/00—Addition polymers of aldehydes or cyclic oligomers thereof or of ketones; Addition copolymers thereof with less than 50 molar percent of other substances
- C08G2/08—Polymerisation of formaldehyde
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
-
- 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
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L3/00—Compositions of starch, amylose or amylopectin or of their derivatives or degradation products
- C08L3/12—Amylose; Amylopectin; Degradation products thereof
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Materials Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
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| PCT/US2010/044296 WO2011017359A2 (en) | 2009-08-03 | 2010-08-03 | Making renewable polyoxymethylene compositions |
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| JP2012523713A Pending JP2013501131A (ja) | 2009-08-03 | 2010-08-03 | 再生可能なポリオキシメチレン組成物およびそれに由来する物品 |
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| EP (2) | EP2462194A4 (enExample) |
| JP (2) | JP2013501132A (enExample) |
| KR (2) | KR20120055589A (enExample) |
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| BR (2) | BR112012002402A2 (enExample) |
| CA (2) | CA2768856A1 (enExample) |
| IN (1) | IN2012DN00561A (enExample) |
| WO (2) | WO2011017359A2 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2023537628A (ja) * | 2020-08-14 | 2023-09-04 | セラニーズ・インターナショナル・コーポレーション | ポリオキシメチレンコポリマーを製造するためのバイオマスの使用 |
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| US8188169B2 (en) * | 2008-08-29 | 2012-05-29 | E. I. Du Pont De Nemours And Company | Polyoxymethylene compositions and articles made from these |
| US20110028609A1 (en) * | 2009-08-03 | 2011-02-03 | E. I. Du Pont De Nemours And Company | Making Renewable Polyoxymethylene Compositions |
| FR2958649B1 (fr) * | 2010-04-07 | 2012-05-04 | Arkema France | Copolymere a blocs issu de matieres renouvelables et procede de fabrication d'un tel copolymere a blocs |
| CN102516705A (zh) * | 2011-12-16 | 2012-06-27 | 唐山中浩化工有限公司 | 光稳定的聚甲醛组合物 |
| KR20140015990A (ko) * | 2012-07-27 | 2014-02-07 | (주)엘지하우시스 | 자동차 내장재용 열가소성 수지 조성물 및 자동차 내장재 성형품 |
| WO2014100657A2 (en) * | 2012-12-20 | 2014-06-26 | Ticona Llc | Monofilament fibers made from a polyoxymethylene composition |
| KR101504676B1 (ko) * | 2013-03-27 | 2015-03-20 | 한국엔지니어링플라스틱 주식회사 | 유리섬유가 강화된 폴리옥시메틸렌-폴리락트산 조성물 |
| CN103289032B (zh) * | 2013-06-03 | 2016-01-20 | 中国科学院青岛生物能源与过程研究所 | 一种氧杂环丁烷衍生物共聚改性聚甲醛的制备方法 |
| US20150028247A1 (en) | 2013-07-23 | 2015-01-29 | Sabic Innovative Plastics Ip B.V. | Rigid foam and associated article and method |
| US9175160B2 (en) | 2013-08-28 | 2015-11-03 | Sabic Global Technologies B.V. | Blend of poly(phenylene ether) particles and polyoxymethylene, article thereof, and method of preparation |
| US9447227B2 (en) | 2013-10-03 | 2016-09-20 | Sabic Global Technologies B.V. | Flexible polyurethane foam and associated method and article |
| EP3092125B1 (en) * | 2014-01-09 | 2023-08-16 | Novalis Holdings Limited | Surface covering with a bio-based plasticizer |
| WO2016034668A1 (en) | 2014-09-05 | 2016-03-10 | Sabic Global Technologies B.V. | Polyoxymethylene compositions, method for manufacture, and articles made therefrom |
| CN104861412B (zh) * | 2015-04-29 | 2017-06-09 | 洛阳市河之阳高分子材料有限公司 | 一种用于空调曲柄的pom材料及其制备方法 |
| CN106221118A (zh) * | 2016-08-24 | 2016-12-14 | 桂林浩新科技服务有限公司 | 一种高延展性的聚甲醛树脂组合物 |
| NL2020686B1 (en) * | 2018-03-29 | 2019-10-07 | De Patent B V | Scratch resistant polymer composition |
| CN108912592A (zh) * | 2018-08-03 | 2018-11-30 | 安徽江淮汽车集团股份有限公司 | 一种聚甲醛复合材料及其制备方法 |
| EP3968932B1 (en) * | 2019-05-16 | 2025-07-02 | Lungpacer Medical Inc. | Systems for sensing and stimulation |
| US11545318B2 (en) | 2020-10-28 | 2023-01-03 | Dell Products L.P. | Keyboard containing recycled and renewable polymeric compositions |
| CN113912978B (zh) * | 2021-10-18 | 2024-03-22 | 浙江伟星实业发展股份有限公司 | 一种生物基注塑拉链及其制备方法 |
| CN114752134B (zh) * | 2022-06-15 | 2022-09-09 | 河北上东包装科技有限公司 | 一种聚乙烯易撕膜 |
| CN116359409A (zh) * | 2023-03-17 | 2023-06-30 | 海南省产品质量监督检验所 | 生物降解制品中不可降解塑料成分测定方法 |
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| US1383059A (en) * | 1920-05-26 | 1921-06-28 | Barrett Co | Process of producing formaldehyde |
| US1569775A (en) * | 1924-09-04 | 1926-01-12 | Basf Ag | Synthetic manufacture of methanol |
| US3198753A (en) * | 1960-03-22 | 1965-08-03 | Montedison Spa | Catalyst composition consisting of the oxides of molybdenum, iron and cobalt |
| US3883468A (en) * | 1972-12-22 | 1975-05-13 | Basf Ag | Thermoplastic molding compositions |
| JPS53111348A (en) * | 1977-03-10 | 1978-09-28 | Asahi Chem Ind Co Ltd | Polyoxymethylene composition |
| US5286807A (en) * | 1983-02-07 | 1994-02-15 | E. I. Du Pont De Nemours And Company | Impact resistant polyoxymethylene compositions |
| US5232965A (en) * | 1991-03-22 | 1993-08-03 | E. I. Du Pont De Nemours And Company | Stabilized polyacetal compositions |
| JP3177605B2 (ja) * | 1995-09-07 | 2001-06-18 | 旭化成株式会社 | ポリオキシメチレン樹脂組成物 |
| DE19920830A1 (de) * | 1999-05-06 | 2000-11-09 | Ticona Gmbh | Trimerisierung von Formaldehyd in der Gasphase |
| AU1420600A (en) * | 1999-09-06 | 2001-04-10 | Agrofuel Ab | Motor fuel for diesel engines |
| KR100590973B1 (ko) * | 2000-02-29 | 2006-06-19 | 미츠비시 쥬고교 가부시키가이샤 | 바이오매스 가스화 가스를 이용한 메탄올 합성 장치 및 이의 사용방법 |
| CN1166736C (zh) * | 2000-09-13 | 2004-09-15 | 中国石油化工股份有限公司 | 一种高韧性聚甲醛组合物及其制备方法 |
| US7268190B2 (en) * | 2001-08-03 | 2007-09-11 | Toray Industries, Inc. | Resin composition comprising polylactic acid and polyacetal and a molded article, film, and fiber each comprising the same |
| CR7573A (es) * | 2004-11-11 | 2005-06-08 | Araya Brenes Mario | Composicion de un combustible y/o biocombustible a base de alcohol para sustituir gasolina, diesel o aceites combustibles en motores convencionales de combustion interna y metodo para su empleo |
| AU2006236802B2 (en) * | 2005-04-15 | 2011-09-01 | University Of Southern California | Selective oxidative conversion of methane to methanol, dimethyl ether and derived products |
| DE102005030282A1 (de) * | 2005-06-29 | 2007-01-04 | Basf Ag | Biodieselkraftstoffgemisch enthaltend Polyoxymethylendialkylether |
| WO2007023187A1 (de) * | 2005-08-26 | 2007-03-01 | Basf Aktiengesellschaft | Verfahren zur herstellung von polyoxymethylenhomo- oder -copolymeren |
| RU2501841C2 (ru) * | 2006-03-24 | 2013-12-20 | Висконсин Эламнай Рисерч Фаундейшн | Способ получения биотоплива, где теплоту от реакций образования углерод-углеродных связей используют для проведения реакций газификации биомассы |
| CN101130621B (zh) * | 2007-09-14 | 2011-01-12 | 深圳市科聚新材料有限公司 | 一种增强增韧聚甲醛组合物及其制备方法 |
| JP2011506720A (ja) * | 2007-12-19 | 2011-03-03 | ビーエーエスエフ ソシエタス・ヨーロピア | メタノールから出発するトリオキサンのホモ重合又は共重合による、ポリオキシメチレンホモポリマー又はコポリマーの製造方法 |
| US20110028609A1 (en) * | 2009-08-03 | 2011-02-03 | E. I. Du Pont De Nemours And Company | Making Renewable Polyoxymethylene Compositions |
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2010
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- 2010-08-03 KR KR1020127005665A patent/KR20120055589A/ko not_active Withdrawn
- 2010-08-03 CA CA2768856A patent/CA2768856A1/en not_active Abandoned
- 2010-08-03 WO PCT/US2010/044296 patent/WO2011017359A2/en not_active Ceased
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- 2010-08-03 WO PCT/US2010/044294 patent/WO2011017357A2/en not_active Ceased
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- 2010-08-03 EP EP10807052.5A patent/EP2462194A4/en not_active Withdrawn
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- 2010-08-03 EP EP10807050.9A patent/EP2462193A4/en not_active Withdrawn
- 2010-08-03 CN CN2010800450751A patent/CN102549066A/zh active Pending
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2012
- 2012-01-19 IN IN561DEN2012 patent/IN2012DN00561A/en unknown
Non-Patent Citations (1)
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| JPN6014004498; 'Ｌｉｎｅａｒ Ｌｏｗ-Ｄｅｎｓｉｔｙ Ｐｏｌｙｏｘｙｍｅｔｈｙｌｅｎｅ ｖｅｒｓｕｓ Ｌｉｎｅａｒ Ｌｏｗ-Ｄｅｎｓｉｔｙ Ｐｏｌｙｅｔｈｙｌｅｎｅ' Ｍａｃｒｏｍｏｌｅｃｕｌｅｓ Ｖｏｌ．４０, 2007, ｐ．７７３９-７７４１ * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2023537628A (ja) * | 2020-08-14 | 2023-09-04 | セラニーズ・インターナショナル・コーポレーション | ポリオキシメチレンコポリマーを製造するためのバイオマスの使用 |
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| EP2462193A2 (en) | 2012-06-13 |
| EP2462194A2 (en) | 2012-06-13 |
| CN102549066A (zh) | 2012-07-04 |
| JP2013501131A (ja) | 2013-01-10 |
| US20110028631A1 (en) | 2011-02-03 |
| WO2011017357A3 (en) | 2011-05-19 |
| EP2462193A4 (en) | 2013-12-25 |
| WO2011017359A3 (en) | 2011-05-19 |
| KR20120055590A (ko) | 2012-05-31 |
| IN2012DN00561A (enExample) | 2015-06-12 |
| BR112012002404A2 (pt) | 2019-09-24 |
| CA2768856A1 (en) | 2011-02-10 |
| US20110028609A1 (en) | 2011-02-03 |
| CN102549067A (zh) | 2012-07-04 |
| WO2011017359A2 (en) | 2011-02-10 |
| BR112012002402A2 (pt) | 2019-09-24 |
| CA2769195A1 (en) | 2011-02-10 |
| WO2011017357A2 (en) | 2011-02-10 |
| EP2462194A4 (en) | 2013-12-25 |
| KR20120055589A (ko) | 2012-05-31 |
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