JP7121301B2 - 親水性化合物の除去方法及び臭気除去方法 - Google Patents
親水性化合物の除去方法及び臭気除去方法 Download PDFInfo
- Publication number
- JP7121301B2 JP7121301B2 JP2019570741A JP2019570741A JP7121301B2 JP 7121301 B2 JP7121301 B2 JP 7121301B2 JP 2019570741 A JP2019570741 A JP 2019570741A JP 2019570741 A JP2019570741 A JP 2019570741A JP 7121301 B2 JP7121301 B2 JP 7121301B2
- Authority
- JP
- Japan
- Prior art keywords
- less
- hydrophilic compound
- radiation
- carbon atoms
- composition
- 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
- 238000000034 method Methods 0.000 title claims description 30
- 150000002433 hydrophilic molecules Chemical class 0.000 title claims description 27
- 125000004432 carbon atom Chemical group C* 0.000 claims description 25
- 239000000203 mixture Substances 0.000 claims description 25
- 230000005855 radiation Effects 0.000 claims description 25
- 150000003839 salts Chemical class 0.000 claims description 23
- 229920000642 polymer Polymers 0.000 claims description 21
- 229910052731 fluorine Inorganic materials 0.000 claims description 14
- 239000011737 fluorine Substances 0.000 claims description 13
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 11
- 239000000843 powder Substances 0.000 claims description 7
- 229920002313 fluoropolymer Polymers 0.000 claims description 6
- 239000004811 fluoropolymer Substances 0.000 claims description 6
- 150000001735 carboxylic acids Chemical class 0.000 claims description 5
- 238000010894 electron beam technology Methods 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 239000008188 pellet Substances 0.000 claims description 2
- 230000005251 gamma ray Effects 0.000 claims 1
- 235000019645 odor Nutrition 0.000 description 24
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 22
- 239000004810 polytetrafluoroethylene Substances 0.000 description 22
- SNGREZUHAYWORS-UHFFFAOYSA-N perfluorooctanoic acid Chemical compound OC(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F SNGREZUHAYWORS-UHFFFAOYSA-N 0.000 description 17
- 239000000178 monomer Substances 0.000 description 11
- 229920001577 copolymer Polymers 0.000 description 8
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 8
- -1 polytetrafluoroethylene Polymers 0.000 description 7
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- 230000001678 irradiating effect Effects 0.000 description 6
- GUTLYIVDDKVIGB-OUBTZVSYSA-N Cobalt-60 Chemical compound [60Co] GUTLYIVDDKVIGB-OUBTZVSYSA-N 0.000 description 5
- ABDBNWQRPYOPDF-UHFFFAOYSA-N carbonofluoridic acid Chemical class OC(F)=O ABDBNWQRPYOPDF-UHFFFAOYSA-N 0.000 description 5
- 238000001514 detection method Methods 0.000 description 5
- 150000002500 ions Chemical class 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 4
- 125000001153 fluoro group Chemical group F* 0.000 description 4
- UQSQSQZYBQSBJZ-UHFFFAOYSA-N fluorosulfonic acid Chemical class OS(F)(=O)=O UQSQSQZYBQSBJZ-UHFFFAOYSA-N 0.000 description 4
- 238000004811 liquid chromatography Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- UUAGAQFQZIEFAH-UHFFFAOYSA-N chlorotrifluoroethylene Chemical group FC(F)=C(F)Cl UUAGAQFQZIEFAH-UHFFFAOYSA-N 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 239000003205 fragrance Substances 0.000 description 3
- 230000005484 gravity Effects 0.000 description 3
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical group FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 150000003460 sulfonic acids Chemical class 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 2
- 239000002033 PVDF binder Substances 0.000 description 2
- 238000004364 calculation method Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000000132 electrospray ionisation Methods 0.000 description 2
- 231100001261 hazardous Toxicity 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 230000005865 ionizing radiation Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 238000002552 multiple reaction monitoring Methods 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 229920002493 poly(chlorotrifluoroethylene) Polymers 0.000 description 2
- 239000005023 polychlorotrifluoroethylene (PCTFE) polymer Substances 0.000 description 2
- 229920002620 polyvinyl fluoride Polymers 0.000 description 2
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 2
- 238000004704 ultra performance liquid chromatography Methods 0.000 description 2
- LRMSQVBRUNSOJL-UHFFFAOYSA-N 2,2,3,3,3-pentafluoropropanoic acid Chemical compound OC(=O)C(F)(F)C(F)(F)F LRMSQVBRUNSOJL-UHFFFAOYSA-N 0.000 description 1
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
- 239000005695 Ammonium acetate Substances 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004734 Polyphenylene sulfide Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229940043376 ammonium acetate Drugs 0.000 description 1
- 235000019257 ammonium acetate Nutrition 0.000 description 1
- 231100000693 bioaccumulation Toxicity 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 238000010812 external standard method Methods 0.000 description 1
- 229920001973 fluoroelastomer Polymers 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- CUPFNGOKRMWUOO-UHFFFAOYSA-N hydron;difluoride Chemical compound F.F CUPFNGOKRMWUOO-UHFFFAOYSA-N 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000000752 ionisation method Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004895 liquid chromatography mass spectrometry Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 229920000069 polyphenylene sulfide Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000009210 therapy by ultrasound Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B08—CLEANING
- B08B—CLEANING IN GENERAL; PREVENTION OF FOULING IN GENERAL
- B08B7/00—Cleaning by methods not provided for in a single other subclass or a single group in this subclass
- B08B7/0035—Cleaning by methods not provided for in a single other subclass or a single group in this subclass by radiant energy, e.g. UV, laser, light beam or the like
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/16—Disinfection, sterilisation or deodorisation of air using physical phenomena
- A61L9/18—Radiation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F114/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen
- C08F114/18—Monomers containing fluorine
- C08F114/26—Tetrafluoroethene
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B08—CLEANING
- B08B—CLEANING IN GENERAL; PREVENTION OF FOULING IN GENERAL
- B08B13/00—Accessories or details of general applicability for machines or apparatus for cleaning
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F6/00—Post-polymerisation treatments
- C08F6/06—Treatment of polymer solutions
- C08F6/10—Removal of volatile materials, e.g. solvents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F6/00—Post-polymerisation treatments
- C08F6/14—Treatment of polymer emulsions
- C08F6/16—Purification
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F6/00—Post-polymerisation treatments
- C08F6/26—Treatment of polymers prepared in bulk also solid polymers or polymer melts
- C08F6/28—Purification
-
- 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
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/28—Treatment by wave energy or particle radiation
-
- 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
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
- C08K5/095—Carboxylic acids containing halogens
-
- 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
- C08J2327/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Derivatives of such polymers
- C08J2327/02—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Derivatives of such polymers not modified by chemical after-treatment
- C08J2327/12—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
- C08J2327/18—Homopolymers or copolymers of tetrafluoroethylene
-
- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
- Y02W30/00—Technologies for solid waste management
- Y02W30/50—Reuse, recycling or recovery technologies
- Y02W30/62—Plastics recycling; Rubber recycling
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Treatments Of Macromolecular Shaped Articles (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Removal Of Specific Substances (AREA)
- Physical Water Treatments (AREA)
Description
本開示は、炭素数4~20の親水性化合物を含む組成物に、0.1~500kGyの放射線を照射して、上記組成物から上記親水性化合物を除去する工程(a)を含むことを特徴とする親水性化合物の除去方法(以下、第1の方法ともいう)に関する。
第1の方法では、特定の線量の放射線を照射することにより、組成物から上記親水性化合物を除去することができる。
なかでも、炭素数4~20の含フッ素カルボン酸及びその塩、並びに、炭素数4~20の含フッ素スルホン酸及びその塩からなる群より選択される少なくとも1種が好ましく、炭素数4~20のパーフルオロカルボン酸及びその塩、並びに、炭素数4~20のパーフルオロスルホン酸及びその塩からなる群より選択される少なくとも1種がより好ましく、炭素数4~20のパーフルオロカルボン酸及びその塩からなる群より選択される少なくとも1種が更に好ましい。
上記フッ素樹脂の融点は、示差走査熱量計〔DSC〕を用いて10℃/分の速度で昇温したときの融解熱曲線における極大値に対応する温度である。
上記溶融粘度は、ASTM D 1238に準拠し、フローテスター(島津製作所社製)及び2φ-8Lのダイを用い、予め380℃で5分間加熱しておいた2gの試料を0.7MPaの荷重にて上記温度に保って測定した値である。
本開示において、「低分子量」とは、上記溶融粘度が上記の範囲内にあることを意味する。
水又は有機溶媒の含有量は、上記組成物に対し、0~100質量%未満であることが好ましい。上記含有量は0.01質量%以上であってよい。
上記組成物は、また、上記溶液又は上記分散液から上記ポリマーを単離した残りの廃液であってもよい。
第2の方法では、特定の線量の放射線を照射することにより、対象物の臭気を除去(低減)することができる。
上記臭気強度は、環境省指針の「臭気指数及び臭気排出強度の算定の方法」(環境庁公示63号)にならい社内で行い、「6段階臭気強度表示法」で判定する。
上記ポリマーとしては、第1の方法において例示したポリマーを挙げることができ、含フッ素ポリマーが好ましく、PTFEがより好ましい。
照射後の上記臭気強度は1以下であることが好ましい。上記臭気強度の下限は特に限定されないが、0であってよい。
液体クロマトグラフ質量分析計(Waters, LC-MS ACQUITY UPLC/TQD)を用い、パーフルオロオクタン酸及びその塩の含有量の測定を行った。測定サンプル1gにアセトニトリル5mlを加え、60分間の超音波処理を行い、パーフルオロオクタン酸を抽出した。得られた液相について、MRM(Multiple Reaction Monitoring)法を用いて測定した。移動相としてアセトニトリル(A)と酢酸アンモニウム水溶液(20mmol/L)(B)を、濃度勾配(A/B=40/60-2min-80/20-1min)で送液した。分離カラム(ACQUITY UPLC BEH C18 1.7μm)を使用し、カラム温度は40℃、注入量は5μLとした。イオン化法はESI(Electrospray ionization) Negativeを使用し、コーン電圧は25Vに設定し、プリカーサーイオン分子量/プロダクトイオン分子量は413/369を測定した。パーフルオロオクタン酸及びその塩の含有量は外部標準法を用い、算出した。この測定における検出限界は5ppbである。
環境省指針の「臭気指数及び臭気排出強度の算定の方法」(環境庁公示63号)にならい社内で行い、「6段階臭気強度表示法」で判定した。
PFOAを1ppm含有しているPTFEファインパウダーを用いた。
PFOAを1ppm含有しているPTFEファインパウダーにコバルト-60γ線を10kGy照射した後、PFOA含有量を測定した。結果を表1に示す。
PFOAを50ppm含有している水溶液にコバルト-60γ線を100kGy照射した後、PFOA含有量を測定した。結果を表1に示す。
PFOAを100ppm含有している水溶液にコバルト-60γ線を250kGy照射した後、PFOA含有量を測定した。結果を表1に示す。
PFOAを1質量%含有している水溶液にコバルト-60γ線を500kGy照射した後、PFOA含有量を測定した。結果を表1に示す。
ポリ袋に100日間密閉したPTFEモールディングパウダーの臭気強度を測定した。結果を表1に示す。
ポリ袋に100日間密閉したPTFEモールディングパウダーにコバルト-60γ線を5kGy照射した後、臭気強度を測定した。結果を表1に示す。
Claims (2)
- 含フッ素ポリマーと、炭素数4~20の含フッ素カルボン酸及びその塩からなる群より選択される少なくとも1種の親水性化合物とを含む組成物に、0.1~500kGyの放射線を照射して、前記組成物から前記親水性化合物を除去する工程を含み、前記組成物は粉末又はペレットであることを特徴とする親水性化合物の除去方法(ただし、フルオロポリマー粉末が水中に分散され、イオン化照射処理に供される方法を除く)。
- 炭素数4~20の含フッ素カルボン酸及びその塩からなる群より選択される少なくとも1種の親水性化合物を含み、ポリマーを含まない組成物に、100~500kGyの放射線を照射して、前記組成物から前記親水性化合物を除去する工程を含み、前記放射線は電子線又はガンマ線であることを特徴とする親水性化合物の除去方法。
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2021140067A JP7208556B2 (ja) | 2018-02-07 | 2021-08-30 | 臭気除去方法 |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2018020456 | 2018-02-07 | ||
JP2018020456 | 2018-02-07 | ||
PCT/JP2019/003935 WO2019156037A1 (ja) | 2018-02-07 | 2019-02-05 | 親水性化合物の除去方法及び臭気除去方法 |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2021140067A Division JP7208556B2 (ja) | 2018-02-07 | 2021-08-30 | 臭気除去方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPWO2019156037A1 JPWO2019156037A1 (ja) | 2020-12-17 |
JP7121301B2 true JP7121301B2 (ja) | 2022-08-18 |
Family
ID=67549386
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2019570741A Active JP7121301B2 (ja) | 2018-02-07 | 2019-02-05 | 親水性化合物の除去方法及び臭気除去方法 |
JP2021140067A Active JP7208556B2 (ja) | 2018-02-07 | 2021-08-30 | 臭気除去方法 |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2021140067A Active JP7208556B2 (ja) | 2018-02-07 | 2021-08-30 | 臭気除去方法 |
Country Status (5)
Country | Link |
---|---|
US (1) | US20210046209A1 (ja) |
EP (1) | EP3733741A4 (ja) |
JP (2) | JP7121301B2 (ja) |
CN (2) | CN111683995B (ja) |
WO (1) | WO2019156037A1 (ja) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN114901730A (zh) * | 2020-01-09 | 2022-08-12 | 大金工业株式会社 | 低分子量聚四氟乙烯的制造方法和粉末 |
Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2002327089A (ja) | 2001-05-07 | 2002-11-15 | National Institute Of Advanced Industrial & Technology | フッ素系高分子量化合物の光分解法 |
JP2002327068A (ja) | 2001-05-02 | 2002-11-15 | Japan Atom Energy Res Inst | フッ素樹脂の改質方法および改質フッ素樹脂構成体 |
JP2003040805A (ja) | 2001-07-31 | 2003-02-13 | National Institute Of Advanced Industrial & Technology | フッ素系有機化合物の光分解法 |
JP2005154277A (ja) | 2003-11-20 | 2005-06-16 | National Institute Of Advanced Industrial & Technology | フルオロカルボン酸類の変換方法 |
JP2005523964A (ja) | 2002-04-23 | 2005-08-11 | ラウレル プロダクツ,エルエルシー | フルオロポリマーを処理する方法、およびその生成物 |
JP2007083096A (ja) | 2005-09-20 | 2007-04-05 | National Institute Of Advanced Industrial & Technology | フルオロカルボン酸類の分解方法 |
US20130303650A1 (en) | 2012-05-09 | 2013-11-14 | E I Du Pont De Nemours And Company | Fluoropolymer dispersion treatment employing ultraviolet light and oxygen source to reduce fluoropolymer resin discoloration |
US20130303652A1 (en) | 2012-05-09 | 2013-11-14 | E I Du Pont De Nemours And Company | Fluoropolymer Dispersion Treatment Employing Light and Oxygen Source in Presence of Photocatalyst to Reduce Fluoropolymer Resin Discoloration |
WO2018026017A1 (ja) | 2016-08-04 | 2018-02-08 | ダイキン工業株式会社 | 低分子量ポリテトラフルオロエチレンの製造方法、低分子量ポリテトラフルオロエチレン及び粉末 |
WO2018026012A1 (ja) | 2016-08-04 | 2018-02-08 | ダイキン工業株式会社 | 低分子量ポリテトラフルオロエチレンの製造方法、低分子量ポリテトラフルオロエチレン及び粉末 |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4535136A (en) * | 1984-04-23 | 1985-08-13 | E. I. Du Pont De Nemours And Company | Fluoroolefin polymerization process using acyl hypofluorite catalyst |
US4861484A (en) * | 1988-03-02 | 1989-08-29 | Synlize, Inc. | Catalytic process for degradation of organic materials in aqueous and organic fluids to produce environmentally compatible products |
JPH07216115A (ja) * | 1994-01-31 | 1995-08-15 | Toyo Eng Corp | 重合体から揮発性物質を除去する方法 |
US7125941B2 (en) * | 2001-03-26 | 2006-10-24 | 3M Innovative Properties Company | Aqueous emulsion polymerization process for producing fluoropolymers |
JP3568934B2 (ja) * | 2002-01-16 | 2004-09-22 | 川崎重工業株式会社 | 電子線照射による下水汚泥由来の臭気ガスの脱臭方法及び脱臭装置を備えた下水汚泥の処理装置 |
EP1441014A1 (en) * | 2003-01-22 | 2004-07-28 | 3M Innovative Properties Company | Aqueous fluoropolymer dispersion comprising a melt processible fluoropolymer and having a reduced amount of fluorinated surfactant |
WO2006109854A1 (ja) * | 2005-04-13 | 2006-10-19 | Daikin Industries, Ltd. | フルオロポリマー水性分散液の製造方法 |
US7968625B2 (en) * | 2005-06-10 | 2011-06-28 | Daikin Industries, Ltd. | Aqueous fluoropolymer dispersion and process for producing the same |
KR102264948B1 (ko) * | 2013-12-26 | 2021-06-14 | 에이지씨 가부시키가이샤 | 함불소 가교체의 제조 방법 및 그 사용 |
-
2019
- 2019-02-05 WO PCT/JP2019/003935 patent/WO2019156037A1/ja active Application Filing
- 2019-02-05 JP JP2019570741A patent/JP7121301B2/ja active Active
- 2019-02-05 CN CN201980011752.9A patent/CN111683995B/zh active Active
- 2019-02-05 EP EP19751066.2A patent/EP3733741A4/en active Pending
- 2019-02-05 US US16/966,941 patent/US20210046209A1/en active Pending
- 2019-02-05 CN CN202310384268.9A patent/CN116371827A/zh active Pending
-
2021
- 2021-08-30 JP JP2021140067A patent/JP7208556B2/ja active Active
Patent Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2002327068A (ja) | 2001-05-02 | 2002-11-15 | Japan Atom Energy Res Inst | フッ素樹脂の改質方法および改質フッ素樹脂構成体 |
JP2002327089A (ja) | 2001-05-07 | 2002-11-15 | National Institute Of Advanced Industrial & Technology | フッ素系高分子量化合物の光分解法 |
JP2003040805A (ja) | 2001-07-31 | 2003-02-13 | National Institute Of Advanced Industrial & Technology | フッ素系有機化合物の光分解法 |
JP2005523964A (ja) | 2002-04-23 | 2005-08-11 | ラウレル プロダクツ,エルエルシー | フルオロポリマーを処理する方法、およびその生成物 |
JP2005154277A (ja) | 2003-11-20 | 2005-06-16 | National Institute Of Advanced Industrial & Technology | フルオロカルボン酸類の変換方法 |
JP2007083096A (ja) | 2005-09-20 | 2007-04-05 | National Institute Of Advanced Industrial & Technology | フルオロカルボン酸類の分解方法 |
US20130303650A1 (en) | 2012-05-09 | 2013-11-14 | E I Du Pont De Nemours And Company | Fluoropolymer dispersion treatment employing ultraviolet light and oxygen source to reduce fluoropolymer resin discoloration |
US20130303652A1 (en) | 2012-05-09 | 2013-11-14 | E I Du Pont De Nemours And Company | Fluoropolymer Dispersion Treatment Employing Light and Oxygen Source in Presence of Photocatalyst to Reduce Fluoropolymer Resin Discoloration |
WO2018026017A1 (ja) | 2016-08-04 | 2018-02-08 | ダイキン工業株式会社 | 低分子量ポリテトラフルオロエチレンの製造方法、低分子量ポリテトラフルオロエチレン及び粉末 |
WO2018026012A1 (ja) | 2016-08-04 | 2018-02-08 | ダイキン工業株式会社 | 低分子量ポリテトラフルオロエチレンの製造方法、低分子量ポリテトラフルオロエチレン及び粉末 |
Also Published As
Publication number | Publication date |
---|---|
JP2021183703A (ja) | 2021-12-02 |
CN111683995A (zh) | 2020-09-18 |
JP7208556B2 (ja) | 2023-01-19 |
CN111683995B (zh) | 2023-11-17 |
WO2019156037A1 (ja) | 2019-08-15 |
CN116371827A (zh) | 2023-07-04 |
US20210046209A1 (en) | 2021-02-18 |
EP3733741A1 (en) | 2020-11-04 |
JPWO2019156037A1 (ja) | 2020-12-17 |
EP3733741A4 (en) | 2021-09-08 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP6729659B2 (ja) | 低分子量ポリテトラフルオロエチレン粉末 | |
JP7501841B2 (ja) | 低分子量ポリテトラフルオロエチレンの製造方法、組成物、及び、低分子量ポリテトラフルオロエチレン | |
JP7406126B2 (ja) | 低分子量ポリテトラフルオロエチレンを含む組成物の製造方法 | |
JP5962873B2 (ja) | フッ素樹脂の改質成形品の製造方法 | |
JP7208556B2 (ja) | 臭気除去方法 | |
US11692047B2 (en) | Manufacturing method for low molecular weight polytetrafluoroethylene | |
JP6590096B2 (ja) | 低分子量ポリテトラフルオロエチレンの製造方法及び粉末 | |
JP2021185257A (ja) | 低分子量ポリテトラフルオロエチレンを含む組成物の製造方法 | |
JP7325778B2 (ja) | 低分子量ポリテトラフルオロエチレンの製造方法、組成物及び低分子量ポリテトラフルオロエチレン | |
JP6959600B2 (ja) | ガスクロマトグラフィー質量分析用溶媒 | |
JP7037085B2 (ja) | 低分子量ポリテトラフルオロエチレンの製造方法 | |
WO2019156067A1 (ja) | 低分子量ポリテトラフルオロエチレンを含む組成物の製造方法 | |
JP7265189B2 (ja) | 低分子量ポリテトラフルオロエチレンを含む粉末 | |
JP2008013669A (ja) | フルオロポリマー水性分散液の製造方法 | |
JP2006316242A (ja) | フルオロポリマー水性分散液の製造方法 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20200529 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20210629 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20210830 |
|
A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20220201 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20220421 |
|
C60 | Trial request (containing other claim documents, opposition documents) |
Free format text: JAPANESE INTERMEDIATE CODE: C60 Effective date: 20220421 |
|
A911 | Transfer to examiner for re-examination before appeal (zenchi) |
Free format text: JAPANESE INTERMEDIATE CODE: A911 Effective date: 20220510 |
|
C21 | Notice of transfer of a case for reconsideration by examiners before appeal proceedings |
Free format text: JAPANESE INTERMEDIATE CODE: C21 Effective date: 20220517 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20220705 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20220718 |
|
R151 | Written notification of patent or utility model registration |
Ref document number: 7121301 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R151 |