JP6584401B2 - 防炎性を有するセルロース生地および関連する製造方法 - Google Patents
防炎性を有するセルロース生地および関連する製造方法 Download PDFInfo
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- JP6584401B2 JP6584401B2 JP2016532775A JP2016532775A JP6584401B2 JP 6584401 B2 JP6584401 B2 JP 6584401B2 JP 2016532775 A JP2016532775 A JP 2016532775A JP 2016532775 A JP2016532775 A JP 2016532775A JP 6584401 B2 JP6584401 B2 JP 6584401B2
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Description
燃料と、
一般的には空気中の酸素である燃焼持続支援物質と、
燃料の燃焼を開始させるなど、燃焼持続支援物質に対して物理的および化学的な変化を促すことが可能な熱源と
があるときに起こる。この瞬間から、燃焼現象は、生成される熱によりエネルギー自己供給的に進行する。
表1
Cell−OH+NH2SO2ONH4→Cell−OSO2NH2+NH3+H2O
2 Cell−OH+NH2SO2ONH4→Cell−OSO2O−Cell+2 NH3+H2O
Cell−OH+NH2SO2ONH4→Cell−OSO2ONH4+NH3
セルロースのリン酸化のプロセスの間に起こる公知の反応は以下の通りである9。
Cell−OH+H3PO4→Cell−OPO3H2+H2O
i)セルロース生地を用意する工程と、
ii)水と、スルファミン酸アンモニウムと、尿素と、式(I):PO(OH)2−R−PO(OH)2 (I)(Rは、直鎖または分岐の置換または未置換C1−10の、好ましくはC1−5のアルキル基、N(R1)基、R2N(R3)R4基を表し、R1は、H、直鎖または分岐の置換または未置換C1−5の、好ましくはC1−3のアルキル基を表し、R2およびR4は独立して、直鎖または分岐の置換または未置換C1−5の、好ましくはC1−3のアルキル基を表し、R3は、直鎖または分岐の置換または未置換C1−5の、好ましくはC1−3のアルキル基、R5N(R6)R7基を表し、R5およびR7は独立して、直鎖または分岐の置換または未置換C1−5の、好ましくはC1−3のアルキル基を表し、R6は、直鎖または分岐の置換または未置換C1−5の、好ましくはC1−3のアルキル基、R8N(R9)R10基を表し、R8、R9およびR10は独立して、直鎖または分岐の置換または未置換C1−5の、好ましくはC1−3のアルキル基を表し、但し、一般式(I)における−PO(OH)2基の数は、5以下である)の少なくとも1種の化合物とを含有する硫酸化およびリン酸化溶液を好ましくは加熱条件下で調製する工程と、
iii)セルロース生地を硫酸化およびリン酸化溶液に浸す工程と、
iv)セルロース生地を硫酸化およびリン酸化溶液から抽出する工程と、
v)1分から3時間の間の期間、110℃から175℃の間の温度でセルロース生地を置いておき、最後に、防炎性を有する硫酸化およびリン酸化セルロース生地を得る工程と
を備える。
R11、R12およびR13は独立して、直鎖または分岐の置換または未置換C1−5の、好ましくはC1−3のアルキル基を表し、但し、一般式(I)における−PO(OH)2基の数は5以下である。
i)セルロース生地を用意する工程と、
ii)水と、スルファミン酸アンモニウムと、尿素と、上記で説明した、式(I)の少なくとも1種の化合物とを含有する硫酸化およびリン酸化溶液を好ましくは加熱条件下で調製する工程と、
iii)セルロース生地を硫酸化およびリン酸化溶液に浸す工程と、
iv)セルロース生地を硫酸化およびリン酸化溶液から抽出する工程と、
v)1分から3時間の間の期間、110℃から175℃の間の温度でセルロース生地を置いておき、最後に、防炎性を有する硫酸化およびリン酸化セルロース生地を得る工程と
を提供する。
80から25%w/wの、好ましくは50から60%w/wの間の量の水と、
10から30%w/wの、好ましくは10から20%w/wの間の量の尿素と、
5から30%w/wの、好ましくは10から20%w/wの間の量の式(I)の少なくとも1種のホスホン酸と、
5から30%w/wの、好ましくは8から15%w/wの間の量のスルファミン酸アンモニウムと
を含有する。
図II
i)生地を有する溶液での洗浄。約1:10重量/重量に等しい浴比。溶液の組成は表3に示されている。
表3
表4
−試験片は、最上部において、または側縁において(それぞれ、布のうね(wale)およびランク(rank))火がつかない。
−試験片に、穴の形成がない。
−試験片が溶けず、点火せず、溶けた破片を生じさせない。
−点火後の残りの炎の平均値は、2秒より短い、またはそれと等しい。
−点火後の破片の平均的な残りの燃焼時間は2秒より短い、またはそれと等しい。試験結果は、以下に、表6および7に示されている。
表6
2.Cotton fibres.International Fibre Science and Technology Series(2007)
3.Lewin M.;Brozek J.;Martens M.M."The system polyamide/sulfamate/dipentaerythritol: flame retardancy and chemical reactions"Polymers for Advanced Technologies(2002) Editor: Dr Abraham Domb.
4.Lewin M."Flame retarding of polymers with sulfamates"Recent Advances in Flame Retardancy of Polymeric Materials(1997) 19th Annual BCC Conference on Flame Retardancy,Stamford,CT,2008.11.
5.Lewin M."Flame retarding of polymers with sulfamates.I.Sulphation of cotton and wool"J.Fire Sciences,1997;15: Technomic,263−27
6."Cotton fibres"International Fibre Science and Technology Series(1998),15(Handbook of Fibre Chemistry(2nd Edition)),577−724.
7."Reactions of ammonium sulfamate with amides and ureas,generation of volatile by−products"Canadian Journal of Chemistry(1956),34,1662−70.
8.Lewin M.;Brozek J.;Martens M.M."A novel system for flame retarding polyamides"From Recent Advances in Flame Retardancy of Polymeric Materials(2001)
9.Blanchard E.J.;Graves E.E."Phosphorylation of cellulose with some phosphonic acid derivatives"Textile Research Journal(2003)
Claims (21)
- 防炎性をセルロース生地に与える前記セルロース生地の硫酸化およびリン酸化のための方法であって、
i)セルロース生地を用意する工程と、
ii)水と、スルファミン酸アンモニウムと、尿素と、一般式(I):PO(OH)2−R−PO(OH)2 (I)(Rは、直鎖または分岐の置換または未置換C1−10 のアルキル基、N(R1)基、R2N(R3)R4基を表し、R1は、H、直鎖または分岐の置換または未置換C1−5 のアルキル基を表し、R2およびR4は独立して、直鎖または分岐の置換または未置換C1−5 のアルキル基を表し、R3は、直鎖または分岐の置換または未置換C1−5 のアルキル基、R5N(R6)R7基を表し、R5およびR7は独立して、直鎖または分岐の置換または未置換C1−5 のアルキル基を表し、R6は、直鎖または分岐の置換または未置換C1−5 のアルキル基、R8N(R9)R10基を表し、R8、R9およびR10は独立して、直鎖または分岐の置換または未置換C1−5 のアルキル基を表し、但し、前記一般式(I)における−PO(OH)2基の数は、5以下である)の少なくとも1種の化合物とを含有する硫酸化およびリン酸化溶液を調製する工程と、
iii)前記セルロース生地を前記硫酸化およびリン酸化溶液に浸す工程と、
iv)前記セルロース生地を前記硫酸化およびリン酸化溶液から抽出する工程と、
v)1分から3時間の間の期間、110℃から175℃の間の温度で前記セルロース生地を置いておき、最後に、防炎性を有する硫酸化およびリン酸化セルロース生地を得る工程と
を備える、方法。 - 前記硫酸化およびリン酸化溶液を調製する工程は、加熱条件下で行われる、請求項1に記載の硫酸化およびリン酸化のための方法。
- 工程v)の前に、前記硫酸化およびリン酸化溶液から抽出された前記生地は、遠心分離および加熱乾燥工程に晒される、請求項1又は2に記載の硫酸化およびリン酸化のための方法。
- 前記遠心分離および加熱乾燥工程は、70から90℃の間の温度で行われる、請求項3に記載の硫酸化およびリン酸化のための方法。
- 前記v)の工程の終わりに、前記生地は、洗浄工程と、加熱乾燥に晒される、請求項1から4のいずれか一項に記載の硫酸化およびリン酸化のための方法。
- 前記洗浄工程は、加熱条件下で行われる、請求項5に記載の硫酸化およびリン酸化のための方法。
- 前記加熱乾燥は、70から90℃の間の温度で行われる、請求項5又は6に記載の硫酸化およびリン酸化のための方法。
- 前記硫酸化およびリン酸化溶液は、水、尿素、前記一般式(I)の少なくとも1種の化合物、およびスルファミン酸アンモニウムの順番で混合することにより調製される、請求項1から7のいずれか一項に記載の硫酸化およびリン酸化のための方法。
- 前記硫酸化およびリン酸化溶液は、
80から25%w/wの間の量の水と、
10から30%w/wの間の量の尿素と、
5から30%w/wの間の量の前記一般式(I)の少なくとも1種の化合物と、
5から30%w/wの間の量のスルファミン酸アンモニウムと
を含有する、請求項1から8のいずれか一項に記載の硫酸化およびリン酸化のための方法。 - 前記硫酸化およびリン酸化溶液は、
50から60%w/wの間の量の水と、
10から20%w/wの間の量の尿素と、
10から20%w/wの間の量の前記一般式(I)の少なくとも1種の化合物と、
8から15%w/wの間の量のスルファミン酸アンモニウムと
を含有する、請求項9に記載の硫酸化およびリン酸化のための方法。 - 前記基 R、R1、R2、R3、R4、R5、R6、R7、R8、R9、R10のいずれか1種が存在する場合に、置換アルキル基を表すとき、前記1種または複数の種の置換基は独立して、−OH、−COOH、−PO(OH)2、−NH2、−NHR11、−NR12R13、−Cl、−Br、−Fから選択され、
R11、R12およびR13は独立して、直鎖または分岐の置換または未置換C1−5 のアルキル基を表す、請求項1から10のいずれか一項に記載の硫酸化およびリン酸化のための方法。 - 前記一般式(I)の前記基 R11、R12およびR13のいずれか1種が存在する場合に、前記1種または複数の種の置換基は、−PO(OH)2基を有するアルキル基である、請求項11に記載の硫酸化およびリン酸化のための方法。
- 前記基 R2、R4、R5およびR8は、存在する場合に独立して、非置換アルキル基を表す、請求項1から12のいずれか一項に記載の硫酸化およびリン酸化のための方法。
- 前記基 R3、R6、R7、R9およびR10が存在する場合に独立して、前記1種または複数の種の置換基は、−PO(OH)2基を有するアルキル基である、請求項1から13のいずれか一項に記載の硫酸化およびリン酸化のための方法。
- 前記一般式(I)の前記少なくとも1種のホスホン化合物は、1−ヒドロキシエタン−1,1ジホスホン酸、ヒドロキシエチル−イミノ−ビス−(メチレン−ホスホン)酸、アミノトリ(メチレンホスホン)酸、エチレンジアミン テトラ−(メチレンホスホン)酸、ジエチレントリアミン−ペンタ−(メチレンホスホン)酸、(1−アミノエチリデン)ビスホスホン酸、オキシドロン酸、パミドロン酸、アレンドロン酸、(1−ヒドロキシ−2−メチル−1−ホスホノプロピル)ホスホン酸、(アミノメチレン)ビスホスホン酸、1−ヒドロキシペンタン−1,1−ビスホスホン酸、[(2−ヒドロキシプロパン−1,3−ジイル)ビス(ニトリロジメタン(nitrilodimethane)−ジイル)]テトラキス−ホスホン酸、クロドロン酸、(ジフルオロメチレン)ビスホスホン酸、(ジブロモメチレン)ビスホスホン酸、(ヒドロキシメタン)ビスホスホン酸から選択される、請求項1から14のいずれか一項に記載の硫酸化およびリン酸化のための方法。
- 前記セルロース生地は、自然物または人工物由来の、またはこれらの混合物のセルロース繊維を含む、請求項1から15のいずれか一項に記載の硫酸化およびリン酸化のための方法。
- 前記硫酸化およびリン酸化セルロース生地は、25から35の間のL.O.I.を有する、請求項1から16のいずれか一項に記載の硫酸化およびリン酸化のための方法。
- 前記硫酸化およびリン酸化セルロース生地は、28から32の間のL.O.I.を有する、請求項17に記載の硫酸化およびリン酸化のための方法。
- 前記硫酸化およびリン酸化セルロース生地は、未処理の生地のものと実質的に等しい引張り強度、耐摩耗性、および手触りを有する、請求項1から18のいずれか一項に記載の硫酸化およびリン酸化のための方法。
- 請求項1から19のいずれか一項に記載の方法を実施することによって得られる、防炎性を有するセルロース生地。
- 一般式(I)の化合物
PO(OH)2−R−PO(OH)2 (I)
の使用であって、
Rは、直鎖または分岐の置換または未置換C1−10 のアルキル基、N(R1)基、R2N(R3)R4基を表し、
R1は、H、直鎖または分岐の置換または未置換C1−5 のアルキル基を表し、
R2およびR4は独立して、直鎖または分岐の置換または未置換C1−5 のアルキル基を表し、
R3は、直鎖または分岐の置換または未置換C1−5 のアルキル基、R5N(R6)R7基を表し、
R5およびR7は独立して、直鎖または分岐の置換または未置換C1−5 のアルキル基を表し、R6は、直鎖または分岐の置換または未置換C1−5 のアルキル基、R8N(R9)R10基を表し、
R8、R9およびR10は独立して、直鎖または分岐の置換または未置換C1−5 のアルキル基を表し、
但し、前記一般式(I)における−PO(OH)2基の数は、5以下であり、
セルロース生地の硫酸化およびリン酸化のための方法において、前記一般式(I)の前記化合物は、硫酸化反応の触媒およびリン酸化剤として作用する、使用。
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Application Number | Priority Date | Filing Date | Title |
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IT000670A ITTO20130670A1 (it) | 2013-08-05 | 2013-08-05 | Substrato cellulosico con proprieta' antifiamma e relativo procedimento di produzione |
ITTO2013A000670 | 2013-08-05 | ||
PCT/IB2014/063678 WO2015019272A1 (en) | 2013-08-05 | 2014-08-04 | Cellulose substrate with anti-flame properties and relative production method |
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EP (1) | EP3030583B1 (ja) |
JP (1) | JP6584401B2 (ja) |
KR (1) | KR102255811B1 (ja) |
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IT (1) | ITTO20130670A1 (ja) |
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WO2016125058A1 (en) * | 2015-02-02 | 2016-08-11 | Torcitura Padana S.P.A. | Fire resistant wooden body and method for producing thereof |
KR20180004477A (ko) * | 2016-07-04 | 2018-01-12 | 현대자동차주식회사 | 케이폭 섬유 또는 케이폭 부직포의 난연 가공처리용 난연가공제 |
EP3577669A4 (en) * | 2017-02-03 | 2020-10-21 | AMI Research & Development, LLC | ELECTRIC VEHICLE CHARGING BY RF FRAME ANTENNAS TO AVOID A NEED FOR PRECISE ALIGNMENT WITH WIRELESS CHARGING EQUIPMENT |
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SU1571045A1 (ru) * | 1988-04-25 | 1990-06-15 | Научно-исследовательский институт физико-химических проблем Белорусского государственного университета им.В.И.Ленина | Способ получени сульфата целлюлозы |
JPH07505433A (ja) * | 1992-03-31 | 1995-06-15 | ノボン・インターナショナル・インコーポレーテッド | 生分解性ポリマー組成物 |
US5854309A (en) * | 1996-09-30 | 1998-12-29 | Blount; David H. | Flame retardant compositions utilizing amino condensation compounds |
EP1538261A1 (de) * | 2003-12-05 | 2005-06-08 | Ciba Spezialitätenchemie Pfersee GmbH | Verfahren zur flammhemmenden Ausrüstung von Faserprodukten |
DE102005015196A1 (de) * | 2005-04-02 | 2006-10-05 | Ciba Spezialitätenchemie Pfersee GmbH | Verfahren zur flammhemmenden Ausrüstung von Faserprodukten |
CN101037812A (zh) * | 2007-04-06 | 2007-09-19 | 山东海龙股份有限公司 | 抗融阻燃粘胶纤维及其制备方法 |
RU2395524C2 (ru) * | 2008-09-30 | 2010-07-27 | Институт химии Коми Научного центра Уральского отделения Российской Академии Наук | Смешанный эфир целлюлозы, содержащий одновременно сульфатные и фосфатные группы, и способ его получения |
AU2012323990B2 (en) * | 2012-04-24 | 2015-08-13 | Winnitex Limited | Formaldehyde-free flame retardant compositions and their use for manufacturing durable formaldehyde-free flame retardant cellulosic materials |
CN102965750B (zh) * | 2012-11-26 | 2014-07-30 | 浙江理工大学 | 一种阻燃黏胶纤维的制造方法 |
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EP3030583A1 (en) | 2016-06-15 |
RU2016107596A (ru) | 2017-09-08 |
CN105492464A (zh) | 2016-04-13 |
CN105492464B (zh) | 2018-10-12 |
KR102255811B1 (ko) | 2021-05-25 |
DK3030583T3 (en) | 2017-07-17 |
IL243832A0 (en) | 2016-04-21 |
CA2918209A1 (en) | 2015-02-12 |
PL3030583T3 (pl) | 2017-10-31 |
PT3030583T (pt) | 2017-08-01 |
WO2015019272A1 (en) | 2015-02-12 |
IL243832B (en) | 2018-07-31 |
ES2635009T3 (es) | 2017-10-02 |
EP3030583B1 (en) | 2017-05-03 |
CA2918209C (en) | 2021-08-24 |
RU2648917C2 (ru) | 2018-03-28 |
AU2014304165B2 (en) | 2017-11-30 |
KR20160040201A (ko) | 2016-04-12 |
US9790639B2 (en) | 2017-10-17 |
ITTO20130670A1 (it) | 2015-02-06 |
AU2014304165A1 (en) | 2016-01-28 |
JP2016532016A (ja) | 2016-10-13 |
US20160201257A1 (en) | 2016-07-14 |
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