JP5340331B2 - 全芳香族ポリアミドフィラメント - Google Patents
全芳香族ポリアミドフィラメント Download PDFInfo
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- JP5340331B2 JP5340331B2 JP2011037925A JP2011037925A JP5340331B2 JP 5340331 B2 JP5340331 B2 JP 5340331B2 JP 2011037925 A JP2011037925 A JP 2011037925A JP 2011037925 A JP2011037925 A JP 2011037925A JP 5340331 B2 JP5340331 B2 JP 5340331B2
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- Prior art keywords
- aromatic polyamide
- polymerization
- reactor
- wholly aromatic
- filament
- 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.)
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- 239000004760 aramid Substances 0.000 title claims abstract description 40
- 229920003235 aromatic polyamide Polymers 0.000 title claims abstract description 40
- 239000013078 crystal Substances 0.000 claims abstract description 8
- 238000009826 distribution Methods 0.000 claims description 14
- 238000010438 heat treatment Methods 0.000 claims description 12
- 238000006116 polymerization reaction Methods 0.000 abstract description 51
- 229920000642 polymer Polymers 0.000 abstract description 30
- 239000002904 solvent Substances 0.000 abstract description 15
- 238000000034 method Methods 0.000 abstract description 13
- 150000004984 aromatic diamines Chemical class 0.000 abstract description 10
- 239000000178 monomer Substances 0.000 abstract description 10
- 125000003118 aryl group Chemical group 0.000 abstract description 7
- 230000007547 defect Effects 0.000 abstract description 4
- 238000004519 manufacturing process Methods 0.000 abstract description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 2
- 238000013019 agitation Methods 0.000 abstract 1
- 230000001105 regulatory effect Effects 0.000 abstract 1
- 238000009987 spinning Methods 0.000 description 19
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 16
- 239000000523 sample Substances 0.000 description 12
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 10
- 230000015271 coagulation Effects 0.000 description 8
- 238000005345 coagulation Methods 0.000 description 8
- 230000000704 physical effect Effects 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 239000000243 solution Substances 0.000 description 7
- 238000002347 injection Methods 0.000 description 6
- 239000007924 injection Substances 0.000 description 6
- 238000005259 measurement Methods 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 5
- 239000000835 fiber Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical group ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 4
- 239000012530 fluid Substances 0.000 description 4
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 3
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 3
- 229910001628 calcium chloride Inorganic materials 0.000 description 3
- 239000001110 calcium chloride Substances 0.000 description 3
- 230000001112 coagulating effect Effects 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000005227 gel permeation chromatography Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000012488 sample solution Substances 0.000 description 3
- 239000011550 stock solution Substances 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 238000001891 gel spinning Methods 0.000 description 2
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 2
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- UQSQSQZYBQSBJZ-UHFFFAOYSA-N fluorosulfonic acid Chemical compound OS(F)(=O)=O UQSQSQZYBQSBJZ-UHFFFAOYSA-N 0.000 description 1
- -1 for example Substances 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 150000004968 peroxymonosulfuric acids Chemical class 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
Images
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
- D01F6/60—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyamides
- D01F6/605—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyamides from aromatic polyamides
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01F—MIXING, e.g. DISSOLVING, EMULSIFYING OR DISPERSING
- B01F27/00—Mixers with rotary stirring devices in fixed receptacles; Kneaders
- B01F27/27—Mixers with stator-rotor systems, e.g. with intermeshing teeth or cylinders or having orifices
- B01F27/271—Mixers with stator-rotor systems, e.g. with intermeshing teeth or cylinders or having orifices with means for moving the materials to be mixed radially between the surfaces of the rotor and the stator
- B01F27/2711—Mixers with stator-rotor systems, e.g. with intermeshing teeth or cylinders or having orifices with means for moving the materials to be mixed radially between the surfaces of the rotor and the stator provided with intermeshing elements
-
- 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
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
- C08G69/32—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids from aromatic diamines and aromatic dicarboxylic acids with both amino and carboxylic groups aromatically bound
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01D—MECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
- D01D5/00—Formation of filaments, threads, or the like
- D01D5/08—Melt spinning methods
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01F—MIXING, e.g. DISSOLVING, EMULSIFYING OR DISPERSING
- B01F2215/00—Auxiliary or complementary information in relation with mixing
- B01F2215/04—Technical information in relation with mixing
- B01F2215/0413—Numerical information
- B01F2215/0436—Operational information
- B01F2215/0454—Numerical frequency values
-
- D—TEXTILES; PAPER
- D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
- D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
- D10B2331/00—Fibres made from polymers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polycondensation products
- D10B2331/02—Fibres made from polymers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polycondensation products polyamides
- D10B2331/021—Fibres made from polymers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polycondensation products polyamides aromatic polyamides, e.g. aramides
-
- D—TEXTILES; PAPER
- D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
- D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
- D10B2401/00—Physical properties
- D10B2401/06—Load-responsive characteristics
- D10B2401/061—Load-responsive characteristics elastic
-
- D—TEXTILES; PAPER
- D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
- D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
- D10B2401/00—Physical properties
- D10B2401/06—Load-responsive characteristics
- D10B2401/063—Load-responsive characteristics high strength
-
- 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
-
- 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)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Mechanical Engineering (AREA)
- Artificial Filaments (AREA)
- Polyamides (AREA)
- Spinning Methods And Devices For Manufacturing Artificial Fibers (AREA)
Description
1,000kgのN−メチル−2−ピロリドンを80℃で維持し、ここに塩化カルシウム80kgと48.67kgのパラ−フェニレンジアミンを溶かして芳香族ジアミン溶液Bを製造した。
次に、製造した前述の紡糸原液を図1に示すように、紡糸口金40を通じて紡糸した。その後、紡糸した紡糸物を7mmの空気層を通じて凝固液である水が含まれている凝固浴槽50内に通過させてフィラメントを形成した。
実施例1で製造したポリ(パラ−フェニレンテレフタルアミド)フィラメントを2%張力下で300℃で2秒間熱処理して、熱処理済みのポリ(パラ−フェニレンテレフタルアミド)フィラメントを製造した。
実施例1で製造した芳香族ジアミン溶液Bと溶融塩化テレフタロイルAを図2に示した攪拌装置の代わりに、一つの攪拌子(スクリュー)が設けられた通常の重合用反応器内に供給したことを除いては、実施例1と同一条件で処理して、熱処理を行わないポリ(パラ−フェニレンテレフタルアミド)フィラメントを製造した。
比較例1で製造したポリ(パラ−フェニレンテレフタルアミド)フィラメントを2%張力下で300℃で2秒間熱処理して、熱処理済みのポリ(パラ−フェニレンテレフタルアミド)フィラメントを製造した。
製造したポリ(パラ−フェニレンテレフタルアミド)フィラメントの各種物性を測定し、その結果を表1に示した。
・強度(g/d)
・弾性率(g/d)
・固有粘度
・分子量分布(PDI)
(i)全芳香族ポリアミドポリマー誘導体の合成
ジメチルスルホキシド(Dimethyl sulfoxide)に全芳香族ポリアミドフィラメント(試料)とカリウム−tert−ブトキシド(Potassium tert−butoxide)を入れて常温、窒素雰囲気下で試料を溶かし、これにアリルブロマイド(Allyl bromide)を投入してアリル基が置換された全芳香族ポリアミドポリマーを合成する。(Macromolecules 2000、33、4390参照)
(ii)分子量分布測定
・パラ結晶パラメーター(gII)
(i)サンプリング(Sampling)
(ii)測定手順
3 回転子
3a 回転子内のピン
4 固定子
4a 固定子内のピン
20 重合用反応器
21 モノマー及び重合溶媒供給口
22 重合体排出口
30 紡糸原液貯蔵槽
40 紡糸口金
50 凝固浴槽
60 水洗装置
70 乾燥装置
80 熱処理装置
90 巻取機
Claims (5)
- 分子量分布(PDI)が1.5〜2.3であり、熱処理前のパラ結晶パラメーター(gII)が1.7〜1.9%であることを特徴とする熱処理前の全芳香族ポリアミドフィラメント。
- 分子量分布(PDI)が1.5〜2.0である、請求項1に記載の全芳香族ポリアミドフィラメント。
- 分子量分布(PDI)が1.5〜1.7である、請求項1に記載の全芳香族ポリアミドフィラメント。
- 2%張力下で300℃で2秒間熱処理後のパラ結晶パラメーター(gII)が1.3〜1.6%である、請求項1に記載の全芳香族ポリアミドフィラメント。
- 熱処理前の結晶の弾性率が750〜1080g/dである、請求項1に記載の全芳香族ポリアミドフィラメント。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR10-2005-0060501 | 2005-07-06 | ||
KR20050060501 | 2005-07-06 |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2008520182A Division JP4757305B2 (ja) | 2005-07-06 | 2006-07-05 | 全芳香族ポリアミドフィラメントの製造方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2011137281A JP2011137281A (ja) | 2011-07-14 |
JP5340331B2 true JP5340331B2 (ja) | 2013-11-13 |
Family
ID=37604675
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2008520182A Active JP4757305B2 (ja) | 2005-07-06 | 2006-07-05 | 全芳香族ポリアミドフィラメントの製造方法 |
JP2011037925A Active JP5340331B2 (ja) | 2005-07-06 | 2011-02-24 | 全芳香族ポリアミドフィラメント |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2008520182A Active JP4757305B2 (ja) | 2005-07-06 | 2006-07-05 | 全芳香族ポリアミドフィラメントの製造方法 |
Country Status (10)
Country | Link |
---|---|
US (2) | US7776439B2 (ja) |
EP (2) | EP1899513B1 (ja) |
JP (2) | JP4757305B2 (ja) |
KR (1) | KR100749964B1 (ja) |
CN (2) | CN101812739A (ja) |
AT (1) | ATE538230T1 (ja) |
IL (2) | IL188563A (ja) |
RU (2) | RU2382124C2 (ja) |
WO (1) | WO2007004851A1 (ja) |
ZA (1) | ZA200800096B (ja) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2007004851A1 (en) * | 2005-07-06 | 2007-01-11 | Kolon Industries, Inc. | Aromatic polyamide filament and method of manufacturing the same |
RU2461589C2 (ru) * | 2007-04-05 | 2012-09-20 | Тейджин Арамид Б.В. | Пена из полимеров |
US7976943B2 (en) * | 2007-10-09 | 2011-07-12 | E. I. Du Pont De Nemours And Company | High linear density, high modulus, high tenacity yarns and methods for making the yarns |
EP2260131B1 (en) | 2008-03-31 | 2012-08-08 | Kolon Industries, Inc | Para-aramid fiber and method of preparing the same |
US20130157054A1 (en) * | 2011-12-20 | 2013-06-20 | E.I. Du Pont De Nemours And Company | High linear density, high modulus, high tenacity yarns and methods for making the yarns |
CN106661774B (zh) * | 2014-08-20 | 2019-06-21 | 可隆工业株式会社 | 高强度共聚芳族聚酰胺纤维及其制备方法 |
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WO2003082959A1 (fr) * | 2002-03-28 | 2003-10-09 | Dainippon Ink And Chemicals, Inc. | Procede pour produire une emulsion de polyurethanne |
WO2007004848A1 (en) * | 2005-07-06 | 2007-01-11 | Kolon Industries, Inc | Aromatic polyamide filament and method of manufacturing the same |
WO2007004851A1 (en) * | 2005-07-06 | 2007-01-11 | Kolon Industries, Inc. | Aromatic polyamide filament and method of manufacturing the same |
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2006
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- 2006-07-05 EP EP06769176A patent/EP1899513B1/en active Active
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- 2006-07-05 EP EP10013378A patent/EP2280102A1/en not_active Ceased
- 2006-07-05 AT AT06769176T patent/ATE538230T1/de active
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Also Published As
Publication number | Publication date |
---|---|
RU2382124C2 (ru) | 2010-02-20 |
RU2008104408A (ru) | 2009-08-20 |
US8419990B2 (en) | 2013-04-16 |
US7776439B2 (en) | 2010-08-17 |
IL218463A0 (en) | 2012-04-30 |
ZA200800096B (en) | 2009-05-27 |
IL188563A (en) | 2014-01-30 |
EP1899513A1 (en) | 2008-03-19 |
KR100749964B1 (ko) | 2007-08-16 |
IL188563A0 (en) | 2008-04-13 |
EP1899513A4 (en) | 2009-12-02 |
ATE538230T1 (de) | 2012-01-15 |
CN101218382A (zh) | 2008-07-09 |
US20080227947A1 (en) | 2008-09-18 |
JP4757305B2 (ja) | 2011-08-24 |
CN101812739A (zh) | 2010-08-25 |
WO2007004851A1 (en) | 2007-01-11 |
KR20070005505A (ko) | 2007-01-10 |
RU2009134182A (ru) | 2011-03-20 |
CN101218382B (zh) | 2010-12-01 |
US20100237532A1 (en) | 2010-09-23 |
JP2009500536A (ja) | 2009-01-08 |
EP2280102A1 (en) | 2011-02-02 |
EP1899513B1 (en) | 2011-12-21 |
JP2011137281A (ja) | 2011-07-14 |
RU2505627C2 (ru) | 2014-01-27 |
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