JP7088921B2 - ポリエステルフィラメント及び溶融フィラメント製造における使用 - Google Patents
ポリエステルフィラメント及び溶融フィラメント製造における使用 Download PDFInfo
- Publication number
- JP7088921B2 JP7088921B2 JP2019521443A JP2019521443A JP7088921B2 JP 7088921 B2 JP7088921 B2 JP 7088921B2 JP 2019521443 A JP2019521443 A JP 2019521443A JP 2019521443 A JP2019521443 A JP 2019521443A JP 7088921 B2 JP7088921 B2 JP 7088921B2
- Authority
- JP
- Japan
- Prior art keywords
- weight
- filament
- temperature
- tpe
- peak temperature
- 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.)
- Active
Links
- 229920000728 polyester Polymers 0.000 title claims description 52
- 238000004519 manufacturing process Methods 0.000 title claims description 25
- 229920002725 thermoplastic elastomer Polymers 0.000 claims description 61
- 150000005690 diesters Chemical class 0.000 claims description 26
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 24
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 24
- 238000002844 melting Methods 0.000 claims description 21
- 230000008018 melting Effects 0.000 claims description 21
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 20
- 238000002425 crystallisation Methods 0.000 claims description 18
- 230000008025 crystallization Effects 0.000 claims description 18
- 238000007639 printing Methods 0.000 claims description 16
- 229920001515 polyalkylene glycol Polymers 0.000 claims description 13
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 12
- 238000005259 measurement Methods 0.000 claims description 12
- 229920001281 polyalkylene Polymers 0.000 claims description 10
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 238000000034 method Methods 0.000 description 32
- 239000000203 mixture Substances 0.000 description 24
- 230000008569 process Effects 0.000 description 24
- 238000012360 testing method Methods 0.000 description 20
- 229920001400 block copolymer Polymers 0.000 description 15
- -1 aliphatic diols Chemical class 0.000 description 14
- 239000010410 layer Substances 0.000 description 14
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 12
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 12
- 239000000463 material Substances 0.000 description 12
- 229920001707 polybutylene terephthalate Polymers 0.000 description 12
- 229920000642 polymer Polymers 0.000 description 12
- 238000001125 extrusion Methods 0.000 description 10
- 239000000654 additive Substances 0.000 description 9
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 8
- 229920000909 polytetrahydrofuran Polymers 0.000 description 8
- 238000010146 3D printing Methods 0.000 description 7
- 150000002009 diols Chemical class 0.000 description 7
- 150000002148 esters Chemical group 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- 238000000151 deposition Methods 0.000 description 6
- 239000012815 thermoplastic material Substances 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 5
- 230000008021 deposition Effects 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 230000004927 fusion Effects 0.000 description 4
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 3
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 description 3
- 230000008014 freezing Effects 0.000 description 3
- 238000007710 freezing Methods 0.000 description 3
- 230000006872 improvement Effects 0.000 description 3
- 239000008188 pellet Substances 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
- 239000004697 Polyetherimide Substances 0.000 description 2
- 239000004433 Thermoplastic polyurethane Substances 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 2
- 238000006073 displacement reaction Methods 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 229920001601 polyetherimide Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 2
- 241000588724 Escherichia coli Species 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 159000000032 aromatic acids Chemical class 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000002837 carbocyclic group Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000013626 chemical specie Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000032798 delamination Effects 0.000 description 1
- VNGOYPQMJFJDLV-UHFFFAOYSA-N dimethyl benzene-1,3-dicarboxylate Chemical compound COC(=O)C1=CC=CC(C(=O)OC)=C1 VNGOYPQMJFJDLV-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 235000019256 formaldehyde Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 239000011229 interlayer Substances 0.000 description 1
- 229920000554 ionomer Polymers 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 239000012803 melt mixture Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical compound OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000002952 polymeric resin Substances 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000000110 selective laser sintering Methods 0.000 description 1
- 150000003384 small molecules Chemical group 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 229920003002 synthetic resin Polymers 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
- 238000010998 test method Methods 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 229920006344 thermoplastic copolyester Polymers 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
- D01F6/62—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyesters
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B33—ADDITIVE MANUFACTURING TECHNOLOGY
- B33Y—ADDITIVE MANUFACTURING, i.e. MANUFACTURING OF THREE-DIMENSIONAL [3-D] OBJECTS BY ADDITIVE DEPOSITION, ADDITIVE AGGLOMERATION OR ADDITIVE LAYERING, e.g. BY 3-D PRINTING, STEREOLITHOGRAPHY OR SELECTIVE LASER SINTERING
- B33Y70/00—Materials specially adapted for additive manufacturing
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B33—ADDITIVE MANUFACTURING TECHNOLOGY
- B33Y—ADDITIVE MANUFACTURING, i.e. MANUFACTURING OF THREE-DIMENSIONAL [3-D] OBJECTS BY ADDITIVE DEPOSITION, ADDITIVE AGGLOMERATION OR ADDITIVE LAYERING, e.g. BY 3-D PRINTING, STEREOLITHOGRAPHY OR SELECTIVE LASER SINTERING
- B33Y80/00—Products made by additive manufacturing
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/66—Polyesters containing oxygen in the form of ether groups
- C08G63/668—Polyesters containing oxygen in the form of ether groups derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/672—Dicarboxylic acids and dihydroxy compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C64/00—Additive manufacturing, i.e. manufacturing of three-dimensional [3D] objects by additive deposition, additive agglomeration or additive layering, e.g. by 3D printing, stereolithography or selective laser sintering
- B29C64/10—Processes of additive manufacturing
- B29C64/106—Processes of additive manufacturing using only liquids or viscous materials, e.g. depositing a continuous bead of viscous material
- B29C64/118—Processes of additive manufacturing using only liquids or viscous materials, e.g. depositing a continuous bead of viscous material using filamentary material being melted, e.g. fused deposition modelling [FDM]
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
- B29K2067/00—Use of polyesters or derivatives thereof, as moulding material
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2913—Rod, strand, filament or fiber
- Y10T428/2933—Coated or with bond, impregnation or core
- Y10T428/2964—Artificial fiber or filament
- Y10T428/2967—Synthetic resin or polymer
- Y10T428/2969—Polyamide, polyimide or polyester
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Manufacturing & Machinery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Mechanical Engineering (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Polyesters Or Polycarbonates (AREA)
- Artificial Filaments (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201662411092P | 2016-10-21 | 2016-10-21 | |
| US62/411,092 | 2016-10-21 | ||
| PCT/US2017/056264 WO2018075322A1 (en) | 2016-10-21 | 2017-10-12 | Polyester filament and use in fused filament fabrication |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2020502373A JP2020502373A (ja) | 2020-01-23 |
| JP2020502373A5 JP2020502373A5 (enExample) | 2020-11-12 |
| JP7088921B2 true JP7088921B2 (ja) | 2022-06-21 |
Family
ID=60320980
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019521443A Active JP7088921B2 (ja) | 2016-10-21 | 2017-10-12 | ポリエステルフィラメント及び溶融フィラメント製造における使用 |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US20210276245A1 (enExample) |
| EP (1) | EP3529401B1 (enExample) |
| JP (1) | JP7088921B2 (enExample) |
| WO (1) | WO2018075322A1 (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR3112305B1 (fr) * | 2020-07-10 | 2023-05-12 | Roquette Freres | Polyester thermoplastique pour la fabrication d’objet d’impression 3D |
| US11919988B2 (en) * | 2021-05-14 | 2024-03-05 | Chang Chun Plastics Co., Ltd. | Thermoplastic polyether ester elastomer composition and product comprising the same |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001248018A (ja) | 2000-02-28 | 2001-09-14 | Asahi Kasei Corp | 弾性糸 |
| JP2006520020A (ja) | 2003-03-06 | 2006-08-31 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 被覆された光ファイバ |
| WO2011073308A1 (en) | 2009-12-16 | 2011-06-23 | Dsm Ip Assets B.V. | Thermoplastic polymer for plastic components for pumps |
| JP2013529247A (ja) | 2010-05-28 | 2013-07-18 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 熱可塑性ポリエステルエラストマー組成物 |
| JP2014508204A (ja) | 2011-02-09 | 2014-04-03 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 向上した特性を有するポリエステル組成物 |
| JP2014508824A (ja) | 2011-01-20 | 2014-04-10 | コーロン プラスティックス，インク | 熱可塑性ポリエーテルエステルエラストマー樹脂組成物およびこれから製造された弾性モノフィラメント |
| WO2016035889A1 (ja) | 2014-09-05 | 2016-03-10 | Ｍｃｐｐイノベーション合同会社 | ３次元プリンター成形用フィラメント及び結晶性軟質樹脂成形体の製造方法 |
| JP2016537460A (ja) | 2013-11-04 | 2016-12-01 | ファインケミカル カンパニー リミテッド | ３次元プリンタ用高分子組成物 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3117805B2 (ja) * | 1992-09-07 | 2000-12-18 | 旭化成工業株式会社 | ポリエーテルエステルエラストマー |
| JPH09221584A (ja) * | 1996-02-14 | 1997-08-26 | Teijin Ltd | ポリエステルブロック共重合体組成物 |
| JPH11199763A (ja) * | 1998-01-09 | 1999-07-27 | Teijin Ltd | ポリエステル樹脂組成物およびそれからなる成形品 |
| CN103068919A (zh) | 2010-08-17 | 2013-04-24 | 纳幕尔杜邦公司 | 热稳定无卤阻燃剂共聚酯热塑性弹性体组合物 |
-
2017
- 2017-10-12 EP EP17797791.5A patent/EP3529401B1/en active Active
- 2017-10-12 WO PCT/US2017/056264 patent/WO2018075322A1/en not_active Ceased
- 2017-10-12 US US16/340,756 patent/US20210276245A1/en not_active Abandoned
- 2017-10-12 JP JP2019521443A patent/JP7088921B2/ja active Active
Patent Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001248018A (ja) | 2000-02-28 | 2001-09-14 | Asahi Kasei Corp | 弾性糸 |
| JP2006520020A (ja) | 2003-03-06 | 2006-08-31 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 被覆された光ファイバ |
| WO2011073308A1 (en) | 2009-12-16 | 2011-06-23 | Dsm Ip Assets B.V. | Thermoplastic polymer for plastic components for pumps |
| JP2013529247A (ja) | 2010-05-28 | 2013-07-18 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 熱可塑性ポリエステルエラストマー組成物 |
| JP2014508824A (ja) | 2011-01-20 | 2014-04-10 | コーロン プラスティックス，インク | 熱可塑性ポリエーテルエステルエラストマー樹脂組成物およびこれから製造された弾性モノフィラメント |
| JP2014508204A (ja) | 2011-02-09 | 2014-04-03 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 向上した特性を有するポリエステル組成物 |
| JP2016537460A (ja) | 2013-11-04 | 2016-12-01 | ファインケミカル カンパニー リミテッド | ３次元プリンタ用高分子組成物 |
| WO2016035889A1 (ja) | 2014-09-05 | 2016-03-10 | Ｍｃｐｐイノベーション合同会社 | ３次元プリンター成形用フィラメント及び結晶性軟質樹脂成形体の製造方法 |
| JP2016055637A (ja) | 2014-09-05 | 2016-04-21 | Ｍｃｐｐイノベーション合同会社 | ３次元プリンター成形用フィラメント及び結晶性軟質樹脂成形体の製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP3529401B1 (en) | 2021-11-17 |
| US20210276245A1 (en) | 2021-09-09 |
| EP3529401A1 (en) | 2019-08-28 |
| JP2020502373A (ja) | 2020-01-23 |
| WO2018075322A1 (en) | 2018-04-26 |
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