JP2017520646A - プラスチック材料用難燃剤としての、ヒドロキシベンゾトリアゾール誘導体及び/又はヒドロキシインダゾール誘導体の使用、及び難燃性プラスチック成形材料 - Google Patents
プラスチック材料用難燃剤としての、ヒドロキシベンゾトリアゾール誘導体及び/又はヒドロキシインダゾール誘導体の使用、及び難燃性プラスチック成形材料 Download PDFInfo
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- JP2017520646A JP2017520646A JP2016572474A JP2016572474A JP2017520646A JP 2017520646 A JP2017520646 A JP 2017520646A JP 2016572474 A JP2016572474 A JP 2016572474A JP 2016572474 A JP2016572474 A JP 2016572474A JP 2017520646 A JP2017520646 A JP 2017520646A
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- butyl
- styrene
- acid
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- HGTUJZTUQFXBIH-UHFFFAOYSA-N (2,3-dimethyl-3-phenylbutan-2-yl)benzene Chemical group C=1C=CC=CC=1C(C)(C)C(C)(C)C1=CC=CC=C1 HGTUJZTUQFXBIH-UHFFFAOYSA-N 0.000 claims description 4
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- WGKLOLBTFWFKOD-UHFFFAOYSA-N tris(2-nonylphenyl) phosphite Chemical compound CCCCCCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC WGKLOLBTFWFKOD-UHFFFAOYSA-N 0.000 description 1
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- RKQOSDAEEGPRER-UHFFFAOYSA-L zinc diethyldithiocarbamate Chemical compound [Zn+2].CCN(CC)C([S-])=S.CCN(CC)C([S-])=S RKQOSDAEEGPRER-UHFFFAOYSA-L 0.000 description 1
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Classifications
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- 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
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- C08K5/005—Stabilisers against oxidation, heat, light, ozone
-
- 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
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- C08K5/0058—Biocides
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- 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
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- C08K5/0066—Flame-proofing or flame-retarding additives
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3442—Heterocyclic compounds having nitrogen in the ring having two nitrogen atoms in the ring
- C08K5/3445—Five-membered rings
- C08K5/3447—Five-membered rings condensed with carbocyclic rings
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- 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
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- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
- C08K5/3472—Five-membered rings
- C08K5/3475—Five-membered rings condensed with carbocyclic rings
-
- 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
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/53—Phosphorus bound to oxygen bound to oxygen and to carbon only
- C08K5/5313—Phosphinic compounds, e.g. R2=P(:O)OR'
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- 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
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- C08K5/51—Phosphorus bound to oxygen
- C08K5/53—Phosphorus bound to oxygen bound to oxygen and to carbon only
- C08K5/5317—Phosphonic compounds, e.g. R—P(:O)(OR')2
- C08K5/5333—Esters of phosphonic acids
- C08K5/5357—Esters of phosphonic acids cyclic
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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
- C08L101/00—Compositions of unspecified macromolecular compounds
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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
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- C08L2201/02—Flame or fire retardant/resistant
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- C—CHEMISTRY; METALLURGY
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- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/66—Substances characterised by their function in the composition
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Abstract
Description
R1は、水素、1〜18の炭素原子を有するアルキル基、部分的に又は全てフッ素置換された1〜18の炭素原子を有するアルキル基、1〜18までの炭素原子である不飽和有機基(この際、2つの隣接する基R1が結合して環を形成しても良い)、‐NO2、‐F、‐Cl及び‐Brからなるグループより選ばれたものであり、しかも、
R2は、1価、2価又は3価の無機又は有機カチオン及び水素からなるグループより選ばれたものである、
又は、前記一般式I〜IVの化合物の少なくとも2種の混合物
の、プラスチック材料用難燃剤としての使用に関する。
a)オレフィン又はジオレフィンからなるポリマー、例えば、ポリエチレン(LDPE,LLDPE,VLDPE,ULDPE,MDPE,HDPE,UHMWPE)、メタロセン‐PE(m‐PE)、ポリプロピレン、ポリイソブチレン、ポリ‐4‐メチルペンテン‐1、ポリブタジエン、ポリイソプレン、ポリシクロオクテン、ポリアルキレン‐カーボンモノオキシドコポリマー、及び、統計的又はブロック構造の形態であるコポリマー、例えば、ポリプロピレン‐ポリエチレン(EP)、EPM又はEPDM、エチレン‐ビニルアセテート(EVA)、エチレン‐アクリルエステル、例えば、エチレン‐ブチルアクリレート、エチレン‐アクリル酸及びこれらの塩(アイオノマー)、及びターポリマー、例えば、エチレン‐アクリル酸‐グリシジルアクリレート、グラフトポリマー、例えば、ポリプロピレン‐グラフト‐無水マレイン酸、ポリプロピレン‐グラフト‐アクリル酸、ポリエチレン‐グラフト‐アクリル酸、ポリエチレン‐ポリブチルアクリレート‐グラフト‐無水マレイン酸、
b)ポリスチレン、ポリメチルスチレン、ポリビニルナフタレン、スチレン‐ブタジエン(SB)、スチレン‐ブタジエン‐スチレン(SBS)、スチレン‐エチレン‐ブチレン‐スチレン(SEBS)、スチレン‐エチレン‐プロピレン‐スチレン、スチレン‐イソプレン、スチレン‐イソプレン‐スチレン(SIS)、スチレン‐ブタジエン‐アクリロニトリル(ABS)、スチレン‐アクリロニトリル‐アクリレート(ASA)、スチレン‐エチレン、相当するグラフトコポリマーを含むスチレン‐無水マレイン酸ポリマー、例えば、ブタジエン上のスチレン、SBS又はSEBS上の無水マレイン酸、及び、メチルメタクリレート、スチレン‐ブタジエン及びABSから成るグラフトコポリマー(MABS)、
c)ハロゲン‐含有ポリマー、例えば、ポリビニルクロリド(PVC)、ポリクロロプレン及びポリビニリデンクロリド(PVDC)、ビニルクロリドとビニリデンクロリドから成る、又はビニルクロリドとビニルアセテートから成るコポリマー、塩素化されたポリエチレン、ポリビニリデンフルオリド、
d)不飽和エステルから成るポリマー、例えば、ポリアクリレート及びポリメタクリレート、例えば、ポリメチルメタクリレート(PMMA)、ポリブチルアクリレート、ポリラウリルアクリレート、ポリステアリルアクリレート、ポリグリシジルアクリレート、ポリグリシジルメタクリレート、ポリアクリロニトリル、ポリアクリルアミド、コポリマー、例えばポリアクリロニトリル‐ポリアルキルアクリレート、
e)不飽和アルコール及び誘導体から成るポリマー、例えば、ポリビニルアルコール、ポリビニルアセテート、ポリビニルブチラール、
f)ポリアセタール、例えば、ポリオキシメチレン(POM)又は、例えばブタナールとのコポリマー、
g)ポリフェニレンオキシド及び、ポリスチレン又はポリアミドとの混合物、
h)環状エーテルのポリマー、例えば、ポリエチレングリコール、ポリプロピレングリコール、ポリエチレンオキシド、ポリプロピレンオキシド、
i)ヒドロキシ末端ポリエーテル又はポリエステルと、芳香族又は脂肪族イソシアネートから成るポリウレタン、特に線状ポリウレタン、ポリ尿素、
j)ポリアミド、例えば、ポリアミド‐6、6.6、6.10、4.6、4.10、6.12、12.12、ポリアミド11、ポリアミド12及び、(一部分)芳香族ポリアミド、例えば、テレフタル酸及び/又はイソフタル酸と脂肪族ジアミンから、又は、脂肪族ジカルボン酸、例えばアジピン酸又はセバシン酸と、芳香族ジアミン、例えば1,4‐又は1,3‐ジアミノベンゼンから製造されたポリフタルアミド、異なるポリアミドの混合物、例えばPA‐6とPA6.6、又はポリアミドとポリオレフィンの混合物、例えばPA/PP、
k)ポリイミド、ポリアミドイミド、ポリエーテルイミド、ポリエステルイミド、ポリ(エーテル)ケトン、ポリスルホン、ポリエーテルスルホン、ポリアリールスルホン、ポリフェニレンスルフィド、ポリベンズイミダゾール、ポリヒダントイン、
l)脂肪族又は芳香族ジカルボン酸とジオールから成る、又は、ヒドロキシカルボン酸から成るポリエステル、例えば、ポリエチレンテレフタレート(PET)、ポリブチレンテレフタレート(PBT)、ポリプロピレンテレフタレート、ポリエチレンナフチレート、ポリ‐1,4‐ジメチロールシクロヘキサンテレフタレート、ポリヒドロキシベンゾエート、ポリヒドロキシナフタレート、ポリ乳酸(PLA)、ポリヒドロキシブチレート(PHB)、ポリヒドロキシバレレート(PHV)、
m)ポリカーボネート、ポリエステルカーボネート、及びその混合物、例えばPC/ABS,PC/PBT,PC/PET/PBT,PC/PA、
n)セルロース誘導体、例えば、硝酸セルロース、酢酸セルロース、プロピオン酸セルロース、酪酸セルロース、
o)非‐熱可塑性プラスチック又は熱硬化性プラスチック材料、
p)並びに、前述のポリマーの2以上から成る混合物、配合物又は混和物
である。
R1は、水素、1〜18の炭素原子を有するアルキル基、部分的に又は全てフッ素置換された1〜18の炭素原子を有するアルキル基、1〜18までの炭素原子である不飽和有機基(この際、2つの隣接する基R1が結合して環を形成しても良い)、‐NO2、‐F、‐Cl及び‐Brからなるグループより選ばれたものであり、しかも、
R2は、1価、2価又は3価の無機又は有機カチオン及び水素からなるグループより選ばれたものである。
q)エポキシ樹脂、例えば、アミン、無水物、ジシアノジアミド、メルカプタン、イソシアネート又は触媒的に活性な硬化剤を主剤とする硬化剤と組み合わせたジ‐又は多官能エポキシ化合物から成るもの、
r)フェノール樹脂、例えば、フェノール‐ホルムアルデヒド樹脂、尿素‐ホルムアルデヒド樹脂、メラミン‐ホルムアルデヒド樹脂、
s)不飽和ジカルボン酸とジオールから成る不飽和ポリエステル樹脂、
t)シリコーン、
u)ジ‐又は多官能イソシアネートとポリオールからの反応生成物、ポリ尿素のようなポリウレタン、
v)アルキド樹脂、アリル樹脂。
a)無機の難燃剤、例えば、Al(OH)3,Mg(OH)2,AlO(OH),MgCO3,層状シリケート、例えば、モンモリロナイト又はセピオライト、有機的に又は変性されていない複塩、例えば、Mg‐Alシリケート、POSS‐(ポリヘドラルオリゴマー性シルセスキオキサン)化合物、ハンタイト、ヒドロマグネサイト又はハロイサイト及び、Sb2O3,Sb2O5,MoO3,スズ酸亜鉛、ヒドロキシスズ酸亜鉛、
b)窒素‐含有難燃剤、例えば、メラミン、メレム(melem)、メラム(melam)、メロン(melon)、メラミン誘導体、メラミン縮合生成物又はメラミン塩、ベンゾグアナミン、ポリイソシアヌレート、アラントイン、ホスファセン、特にメラミンシアヌレート、メラミンホスフェート、ジメラミンホスフェート、メラミンピロホスフェート、メラミンポリホスフェート、メラミンメタンホスホネート、メラミン‐金属ホスフェート、例えば、メラミンアルミニウムホスフェート、メラミン亜鉛ホスフェート、メラミンマグネシウムホスフェート、及び対応するピロホスフェート及びポリホスフェート、エチレンジアミンメタンホスホネート、ポリ‐[2,4‐(ピペラジン‐1,4‐イル)‐6‐(モルホリン‐4‐イル)‐1,3,5‐トリアジン]、アンモニウムポリホスフェート、メラミンボレート、メラミンヒドロブロミド、
c)ラジカル生成剤、例えば、アルコキシアミン、ヒドロキシルアミンエステル、アゾ化合物、ジクミル又はポリクミル、ヒドロキシイミド又はそれらの誘導体、例えば、ヒドロキシイミドエステル又はヒドロキシイミドエーテル、
d)リン‐含有難燃剤、例えば、赤リン、ホスフェート、例えば、レゾルシンジホスフェート、ビスフェノール‐A‐ジホスフェート及びそれらのオリゴマー、トリフェニルホスフェート、エチレンジアミンジホスフェート、ホスフィネート、例えば、次亜リン酸及びこの誘導体の塩、例えばアルキルホスフィネート塩、例えばジエチルアルミニウムホスフィネート、ジエチルホスフィネート亜鉛又はアルミニウムホスフィネート、アルミニウムホスファイト、アルミニウムホスホネート、アルミニウムホスフェート、ホスホネートエステル、メタンホスホン酸のオリゴマー及びポリマー誘導体、9,10‐ジヒドロ‐9‐オキサ‐10‐ホスホリルフェナントレン‐10‐オキシド(DOPO)及びこれらの置換化合物、
e)塩素及び臭素をベースとするハロゲン‐含有難燃剤、例えば、ポリ臭素化ジフェニルオキシド、例えば、デカブロモジフェニルオキシド、トリス(3‐ブロモ‐2,2‐ビス(ブロモメチル)プロピルホスフェート、トリス(トリブロモネオペンチル)ホスフェート、テトラブロモフタル酸、1,2‐ビス(トリブロモフェノキシ)エタン、ヘキサブロモシクロドデカン、臭素化ジフェニルエタン、トリス‐(2,3‐ジブロモプロピル)イソシアヌレート、エチレン‐ビス(テトラブロモフタルイミド)、テトラブロモビスフェノールA、テトラブロモビスフェノールA‐ビス(2,3‐ジブロモプロピルエーテル)、臭素化ポリスチレン、臭素化ポリブタジエン又はポリスチレン、臭素化ポリブタジエンコポリマー、臭素化エポキシ樹脂、ポリペンタブロモベンジルアクリレート、臭素化ポリフェニレンエーテル、あるいは、Sb2O3及び/又はSb2O5との組み合わせ、
f)ホウ酸塩、例えば、ホウ酸亜鉛又はホウ酸カルシウムで、これらは、シリカ等のキャリア材料上にあっても良い、
g)硫黄‐含有難燃剤、例えば、元素としての硫黄、ジスルフィド及びポリスルフィド、チウラムスルフィド、ジチオカルバメート、メルカプトベンゾチアゾール及びスルフェンアミド、
h)垂れ防止剤、例えば、ポリテトラフルオロエチレン、
i)シリコン‐含有化合物、例えば、ポリフェニルシロキサン、
j)炭素改変物、例えば、カーボンナノチューブ(CNT)又はグラフェン
から成るグループより選ばれたものである。
a)以下に示された構造式のN‐アルコキシアミン
R3は、水素又は、置換されたアルキル‐、シクロアルキル‐、アリール‐、ヘテロアリール‐又はアシル基で、特にはC1〜C4アルキル基であり、
R4は、アルコキシ‐、アリールオキシ‐、シクロアルコキシ‐、アルアルコキシ‐又はアシロキシ基を示し、
Zは、水素を示し、置換されたアルキル‐、シクロアルキル‐、アリール‐、ヘテロアリール‐又はアシル基であってもよく、2つの基Zは、エステル‐、エーテル‐、アミン、アミド、カルボキシ‐又はウレタン基によって置換され得る閉じた環を形成することができる、
b)以下に示された構造式のアゾ化合物
R5は、アルキル‐、シクロアルキル‐又はアリール基を意味し、
R6は、出現ごとに同じであるか異なるものであり、線状又は分枝したアルキル基を意味し、
R7は、出現ごとに同じであるか異なるものであり、水素又は、線状又は分枝したアルキル基を意味し、しかも、
R8は、出現ごとに同じであるか異なるものであり、アルキル、アルコキシ‐、アリールオキシ‐、シクロアルキルオキシ‐、アルアルコキシ又はアシロキシ基を意味する、
c)以下に示された構造式のジクミル
d)及び/又は、以下に示された構造式のポリクミル
から成るグループより選ばれたものである。
アルキル化モノフェノール、例えば、2,6‐ジ‐tert‐ブチル‐4‐メチルフェノール、2‐tert‐ブチル‐4,6‐ジメチルフェノール、2,6‐ジ‐tert‐ブチル‐4‐エチルフェノール、2,6‐ジ‐tert‐ブチル‐4‐N‐ブチルフェノール、2,6‐ジ‐tert‐ブチル‐4‐イソブチルフェノール、2,6‐ジシクロペンチル‐4‐メチルフェノール、2‐(α‐メチルシクロヘキシル)‐4,6‐ジメチルフェノール、2,6‐ジオクタデシル‐4‐メチルフェノール、2,4,6‐トリシクロヘキシルフェノール、2,6‐ジ‐tert‐ブチル‐4‐メトキシメチルフェノール、線状又は分枝したノニルフェノール、例えば、2,6‐ジノニル‐4‐メチルフェノール、2,4‐ジメチル‐6‐(1’‐メチルウンデク‐1’‐イル)フェノール、2,4‐ジメチル‐6‐(1’‐メチルヘプタデク‐1’‐イル)フェノール、2,4‐ジメチル‐6‐(1’‐メチルトリデク‐1’‐イル)フェノール及びこれらの混合物;
オクタデシル‐3‐(3,5‐ジ‐tert‐ブチル‐4‐ヒドロキシフェニル)プロピオネート、ペンタエリスリトール‐テトラキス[3‐(3,5‐ジ‐tert‐ブチル‐4‐ヒドロキシフェニル)プロピオネート、トリス(3,5‐ジ‐tert‐ブチル‐4‐ヒドロキシフェニル)イソシアヌレート、1,3,5‐トリメチル‐2,4,6‐トリス(3,5‐ジ‐tert‐ブチル‐4‐ヒドロキシフェニル)イソシアヌレート、1,3,5‐トリメチル‐2,4,6‐トリス(3,5‐ジ‐tert‐ブチル‐4‐ヒドロキシベンジル)ベンゼン、トリエチレングリコール‐ビス‐[3‐(3‐tert‐ブチル‐4‐ヒドロキシ‐5‐メチルフェニル)プロピオネート、N,N’‐ヘキサン‐1,6‐ジイル‐ビス‐[3‐(3,5‐ジ‐tert‐ブチル‐4‐ヒドロキシフェニル)プロピオン酸アミド。
トリフェニルホスファイト、ジフェニルアルキルホスファイト、フェニルジアルキルホスファイト、トリ(ノニルフェニル)ホスファイト、トリラウリルホスファイト、トリオクタデシルホスファイト、ジステアリルペンタエリスリトールジホスファイト、トリス‐(2,4‐ジ‐tert‐ブチルフェニル)ホスファイト、ジイソデシルペンタエリスリトールジホスファイト、ビス(2,4‐ジ‐tert‐ブチルフェニル)ペンタエリスリトールジホスファイト、ビス(2,4‐ジ‐クミルフェニル)ペンタエリスリトールジホスファイト、ビス(2,6‐ジ‐tert‐ブチル‐4‐メチルフェニル)ペンタエリスリトールジホスファイト、ジイソデシロキシペンタエリスリトールジホスファイト、ビス(2,4‐ジ‐tert‐ブチル‐6‐メチルフェニル)ペンタエリスリトールジホスファイト、ビス(2,4,6‐トリス(tert‐ブチルフェニル)ペンタエリスリトールジホスファイト、トリステアリルソルビトールトリホスファイト、テトラキス(2,4‐ジ‐tert‐ブチルフェニル)‐4,4’‐ビフェニレンジホスホナイト、6‐イソオクチロキシ‐2,4,8,10‐テトラ‐tert‐ブチル‐12H‐ジベンゾ[d,g]‐1,3,2‐ジオキサホスホシン、ビス(2,4‐ジ‐tert‐ブチル‐6‐メチルフェニル)メチルホスファイト、ビス(2,4‐ジ‐tert‐ブチル‐6‐メチルフェニル)エチルホスファイト、6‐フルオロ‐2,4,8,10‐テトラ‐tert‐ブチル‐12‐メチルジベンゾ[d,g]‐1,3,2‐ジオキサホスホシン、2,2’,2”‐ニトリロ[トリエチルトリス(3,3”,5,5’‐テトラ‐tert‐ブチル‐1,1’‐ビフェニル‐2,2’‐ジイル)ホスファイト]、2‐エチルヘキシル(3,3’,5,5’‐テトラ‐tert‐ブチル‐1,1’‐ビフェニル‐2,2’‐ジイル))ホスファイト、5‐ブチル‐5‐エチル‐2‐(2,4,6‐トリ‐tert‐ブチルフェノキシ)‐1,3,2‐ジオキサホスフィラン。
N,N’‐ジ‐イソプロピル‐p‐フェニレンジアミン、N,N’‐ジ‐sec‐ブチル‐p‐フェニレンジアミン、N,N’‐ビス(1,4‐ジメチルペンチル)‐p‐フェニレンジアミン、N,N’‐ビス(1‐エチル‐3‐メチルペンチル)‐p‐フェニレンジアミン、N,N’‐ビス(1‐メチルヘプチル)‐p‐フェニレンジアミン、N,N’‐ジシクロヘキシル‐p‐フェニレンジアミン、N,N’‐ジフェニル‐p‐フェニレンジアミン、N,N’‐ビス(2‐ナフチル)‐p‐フェニレンジアミン、N‐イソプロピル‐N’‐フェニル‐p‐フェニレンジアミン、N‐(1,3‐ジメチルブチル)‐N’‐フェニル‐p‐フェニレンジアミン、N‐(1‐メチルヘプチル)‐N’‐フェニル‐p‐フェニレンジアミン、N‐シクロヘキシル‐N’‐フェニル‐p‐フェニレンジアミン、4‐(p‐トルエンスルファモイル)ジフェニルアミン、N,N’‐ジメチル‐N,N’‐ジ‐sec‐ブチル‐p‐フェニレンジアミン、ジフェニルアミン、N‐アリルジフェニルアミン、4‐イソプロポキシジフェニルアミン、N‐フェニル‐1‐ナフチルアミン、N‐(4‐tert‐オクチルフェニル)‐1‐ナフチルアミン、N‐フェニル‐2‐ナフチルアミン、オクチル化ジフェニルアミン、例えば、p,p’‐ジ‐tert‐オクチルジフェニルアミン、4‐N‐ブチルアミノフェノール、4‐ブチリルアミノフェノール、4‐ノナノイルアミノフェノール、4‐ドデカノイルアミノフェノール、4‐オクタデカノイルアミノフェノール、ビス(4‐メトキシフェニル)アミン、2,6‐ジ‐tert‐ブチル‐4‐ジメチルアミノメチルフェノール、2,4’‐ジアミノジフェニルメタン、4,4’‐ジアミノジフェニルメタン、N,N,N’,N’‐テトラメチル‐4,4’‐ジアミノジフェニルメタン、1,2‐ビス[(2‐メチルフェニル)アミノ]エタン、1,2‐ビス(フェニルアミノ)プロパン、(o‐トリル)ビグアニド、ビス[4‐(1’,3’‐ジメチルブチル)フェニル]アミン、tert‐オクチル化N‐フェニル‐1‐ナフチルアミン、モノ‐及びジアルキル化tert‐ブチル/tert‐オクチルジフェニルアミンの混合物、モノ‐及びジアルキル化ノニルジフェニルアミンの混合物、モノ‐及びジアルキル化ドデシルジフェニルアミンの混合物、モノ‐及びジアルキル化イソプロピル/イソヘキシルジフェニルアミンの混合物、モノ‐及びジアルキル化tert‐ブチルジフェニルアミンの混合物、2,3‐ジヒドロ‐3,3‐ジメチル‐4H‐1,4‐ベンゾチアジン、フェノチアジン、モノ‐及びジアルキル化tert‐ブチル/tert‐オクチルフェノチアジンの混合物、モノ‐及びジアルキル化tert‐オクチルフェノチアジンの混合物、N‐アリルフェノチアジン、N,N,N’,N’‐テトラフェニル‐1,4‐ジアミノブト‐2‐エン及びこれらの混合物又は配合物。
ポリアクリレート、例えば、長鎖の側基を有するコポリマー、ポリアクリレートブロックコポリマー、アルキルアミド、例えば、N,N’‐1,2‐エタンジイルビスオクタデカンアミドソルビタンエステル、例えば、モノステアリルソルビタンエステル、チタネート及びジルコネート、官能基を有する反応性コポリマー、例えば、ポリプロピレン‐co‐アクリル酸、ポリプロピレン‐co‐無水マレイン酸、ポリエチレン‐co‐グリシジルメタクリレート、ポリスチレン‐alt‐無水マレイン酸‐ポリシロキサン:例えば、ジメチルシランジオール‐エチレンオキシドコポリマー、ポリフェニルシロキサンコポリマー、両親媒性コポリマー:例えば、ポリエチレン‐ブロック‐ポリエチレンオキシド、デンドリマー(dendrimer)、例えば、ヒドロキシル基‐含有デンドリマー。
文献(L.A.Carpino et al., Applied Chemistry Int. Ed. 2002, 41, 442-445)と同じようにして、16%水性メタノール溶液(171ml)中のK2CO3(29.5g)分散液に、1-ヒドロキシベンゾトリアゾール(36g)を撹拌しながら添加する。ガスの発生が終了した後に、この混合物を更に1時間撹拌し、引き続いて、過剰のK2CO3を濾別する。この溶液をロータリーエバポレータで濃縮し、得られた生成物を、メタノール中に2回溶解させ、ジエチルエーテル中で沈殿させることによって再結晶する。
文献(A.D.Katsenis et. al., Inorganic Chemistry Communication 2009, 12, 92-96)と同じようにして、水溶液(375ml)中のZn(ClO4)2(9.5g)と、DMF(500ml)中の2当量のK-btaO(8.5g)との反応から、室温での貯蔵後に固体物として、目的とする生成物が得られる。
ポリプロピレンサンプル(DOW C766-03)の押出を、11mmの二軸押出し機(Thermo Scientific製のprocess 11)により、温度190℃、スクリュー回転速度150rpmにて行う。所望の比率のポリマーと添加物が最初に混合によって均質化され、容積計測器を経て押出機に供給される。
Claims (14)
- 前記の1価、2価又は3価の無機カチオンが、Li+,Na+,K+,1/2 Mg2+,1/2Ca2+,1/3 Al3+,1/2 Zn2+からなるグループより選ばれたものである、及び/又は、前記の有機カチオンが、窒素‐及び/又はリン‐含有有機カチオン、特にアンモニウム、メラミニウム及び/又はホスホニウムからなるグループより選ばれたものであることを特徴とする請求項1に記載の使用。
- 出現ごとに、R1が水素であり、及び/又は、R2が1価又は2価の無機カチオン、特にK+であることを特徴とする前記請求項のいずれか1項に記載の使用。
- 前記のプラスチック材料が、熱可塑性、エラストマー性又は熱硬化性のプラスチック材料、特に、
a)オレフィン又はジオレフィンからなるポリマー、例えば、ポリエチレン(LDPE,LLDPE,VLDPE,ULDPE,MDPE,HDPE,UHMWPE)、メタロセン‐PE(m‐PE)、ポリプロピレン、ポリイソブチレン、ポリ‐4‐メチルペンテン‐1、ポリブタジエン、ポリイソプレン、ポリシクロオクテン、ポリアルキレン‐カーボンモノオキシドコポリマー、及び、統計的又はブロック構造の形態であるコポリマー、例えば、ポリプロピレン‐ポリエチレン(EP)、EPM又はEPDM、エチレン‐ビニルアセテート(EVA)、エチレン‐アクリルエステル、例えば、エチレン‐ブチルアクリレート、エチレン‐アクリル酸及びこれらの塩(アイオノマー)、及びターポリマー、例えば、エチレン‐アクリル酸‐グリシジルアクリレート、グラフトポリマー、例えば、ポリプロピレン‐グラフト‐無水マレイン酸、ポリプロピレン‐グラフト‐アクリル酸、ポリエチレン‐グラフト‐アクリル酸、ポリエチレン‐ポリブチルアクリレート‐グラフト‐無水マレイン酸、
b)ポリスチレン、ポリメチルスチレン、ポリビニルナフタレン、スチレン‐ブタジエン(SB)、スチレン‐ブタジエン‐スチレン(SBS)、スチレン‐エチレン‐ブチレン‐スチレン(SEBS)、スチレン‐エチレン‐プロピレン‐スチレン、スチレン‐イソプレン、スチレン‐イソプレン‐スチレン(SIS)、スチレン‐ブタジエン‐アクリロニトリル(ABS)、スチレン‐アクリロニトリル‐アクリレート(ASA)、スチレン‐エチレン、相当するグラフトコポリマーを含むスチレン‐無水マレイン酸ポリマー、例えば、ブタジエン上のスチレン、SBS又はSEBS上の無水マレイン酸、及び、メチルメタクリレート、スチレン‐ブタジエン及びABSから成るグラフトコポリマー(MABS)、
c)ハロゲン‐含有ポリマー、例えば、ポリビニルクロリド(PVC)、ポリクロロプレン及びポリビニリデンクロリド(PVDC)、ビニルクロリドとビニリエンクロリドから成る、又はビニルクロリドとビニルアセテートから成るコポリマー、塩素化されたポリエチレン、ポリビニリデンフルオリド、
d)不飽和エステルから成るポリマー、例えば、ポリアクリレート及びポリメタクリレート、例えば、ポリメチルメタクリレート(PMMA)、ポリブチルアクリレート、ポリラウリルアクリレート、ポリステアリルアクリレート、ポリグリシジルアクリレート、ポリグリシジルメタクリレート、ポリアクリロニトリル、ポリアクリルアミド、コポリマー、例えばポリアクリロニトリル‐ポリアルキルアクリレート、
e)不飽和アルコール及び誘導体から成るポリマー、例えば、ポリビニルアルコール、ポリビニルアセテート、ポリビニルブチラール、
f)ポリアセタール、例えば、ポリオキシメチレン(POM)又は、例えばブタナールとのコポリマー、
g)ポリフェニレンオキシド及び、ポリスチレン又はポリアミドとの混合物、
h)環状エーテルのポリマー、例えば、ポリエチレングリコール、ポリプロピレングリコール、ポリエチレンオキシド、ポリプロピレンオキシド、
i)ヒドロキシ末端ポリエーテル又はポリエステルと、芳香族又は脂肪族イソシアネートから成るポリウレタン、特に線状ポリウレタン、ポリ尿素、
j)ポリアミド、例えば、ポリアミド‐6、6.6、6.10、4.6、4.10、6.12、12.12、ポリアミド11、ポリアミド12及び、(一部分)芳香族ポリアミド、例えば、テレフタル酸及び/又はイソフタル酸と脂肪族ジアミンから、又は、脂肪族ジカルボン酸、例えばアジピン酸又はセバシン酸と、芳香族ジアミン、例えば1,4‐又は1,3‐ジアミノベンゼンから製造されたポリフタルアミド、異なるポリアミドの混合物、例えばPA‐6とPA6.6、又はポリアミドとポリオレフィンの混合物、例えばPA/PP、
k)ポリイミド、ポリアミドイミド、ポリエーテルイミド、ポリエステルイミド、ポリ(エーテル)ケトン、ポリスルホン、ポリエーテルスルホン、ポリアリールスルホン、ポリフェニレンスルフィド、ポリベンズイミダゾール、ポリヒダントイン、
l)脂肪族又は芳香族ジカルボン酸とジオールから成る、又は、ヒドロキシカルボン酸から成るポリエステル、例えば、ポリエチレンテレフタレート(PET)、ポリブチレンテレフタレート(PBT)、ポリプロピレンテレフタレート、ポリエチレンナフチレート、ポリ‐1,4‐ジメチロールシクロヘキサンテレフタレート、ポリヒドロキシベンゾエート、ポリヒドロキシナフタレート、ポリ乳酸(PLA)、ポリヒドロキシブチレート(PHB)、ポリヒドロキシバレレート(PHV)、
m)ポリカーボネート、ポリエステルカーボネート、及びその混合物、例えばPC/ABS,PC/PBT,PC/PET/PBT,PC/PA、
n)セルロース誘導体、例えば、硝酸セルロース、酢酸セルロース、プロピオン酸セルロース、酪酸セルロース、
o)非‐熱可塑性プラスチック又は熱硬化性プラスチック材料、
p)エポキシ樹脂、例えば、アミン、無水物、ジシアノジアミド、メルカプタン、イソシアネート又は触媒的に活性な硬化剤を主剤とする硬化剤と組み合わせたジ‐又は多官能エポキシ化合物から成るもの、
q)フェノール樹脂、例えば、フェノール‐ホルムアルデヒド樹脂、尿素‐ホルムアルデヒド樹脂、メラミン‐ホルムアルデヒド樹脂、
r)不飽和ジカルボン酸とジオールから成る不飽和ポリエステル樹脂、
s)シリコーン、
t)ジ‐又は多官能イソシアネートとポリオールからの反応生成物、ポリ尿素のようなポリウレタン、
u)アルキド樹脂、アリル樹脂、
v)並びに、前述のポリマーの2以上から成る混合物、配合物又は混和物
からなるグループより選ばれたものであることを特徴とする前記請求項のいずれか1項に記載の使用。 - 前記一般式I〜IVの化合物、及び/又は、前記一般式I〜IVの化合物の少なくとも2種から成る混合物が、前記プラスチック材料と混合され、得られた混合物中の、前記一般式I〜IVの化合物の総含有量が、特に0.01〜50重量%、好ましくは0.05〜25重量%であることを特徴とする前記請求項のいずれか1項に記載の使用。
- 少なくとも1種のプラスチック材料と、難燃剤として、下記の一般式I〜IVの化合物の少なくとも1種:
R1は、水素、1〜18の炭素原子を有するアルキル基、部分的に又は全てフッ素置換された1〜18の炭素原子を有するアルキル基、1〜18までの炭素原子である不飽和有機基(この際、2つの隣接する基R1が結合して環を形成しても良い)、‐NO2、‐F、‐Cl及び‐Brからなるグループより選ばれたものであり、しかも、
R2は、1価、2価又は3価の無機又は有機カチオン及び水素からなるグループより選ばれたものである、
又は、前記一般式I及び/又はIIの化合物の少なくとも2種の混合物
を含むことを特徴とする難燃性プラスチック成形材料。 - 前記プラスチック成形材料中の、前記一般式I〜IVの化合物の少なくとも1種の総含有量が0.01〜50重量%、好ましくは0.05〜25重量%であることを特徴とする前記請求項に記載のプラスチック成形材料。
- 前記プラスチック成形材料が、前記一般式I〜IVの化合物の少なくとも1種及び、前記プラスチック材料の少なくとも1種の他に、前記一般式I及びIIの化合物の少なくとも1種及び前記プラスチック材料の少なくとも1種の全体量に対して70重量部以下、好ましくは25重量部以下の更なる他の難燃剤の少なくとも1種を含み、当該難燃材が、リン‐含有、窒素‐含有、無機、シリコン‐含有、ホウ素‐含有、硫黄‐含有、ハロゲン‐含有及び/又はラジカル‐生成難燃剤から成るグループより選ばれたものであることを特徴とする前記2つの請求項のいずれか1項に記載のプラスチック成形材料。
- 前記の更なる他の難燃剤の少なくとも1種が、好ましくは、
a)無機の難燃剤、例えば、Al(OH)3,Mg(OH)2,AlO(OH),MgCO3,層状シリケート、例えば、モンモリロナイト又はセピオライト、有機的に又は変性されていない複塩、例えば、Mg‐Alシリケート、POSS‐(ポリヘドラルオリゴマー性シルセスキオキサン)化合物、ハンタイト、ヒドロマグネサイト又はハロイサイト及び、Sb2O3,Sb2O5,MoO3,スズ酸亜鉛、ヒドロキシスズ酸亜鉛、
b)窒素‐含有難燃剤、例えば、メラミン、メレム、メラム、メロン、メラミン誘導体、メラミン縮合生成物又はメラミン塩、ベンゾグアナミン、ポリイソシアヌレート、アラントイン、ホスファセン、特にメラミンシアヌレート、メラミンホスフェート、ジメラミンホスフェート、メラミンピロホスフェート、メラミンポリホスフェート、メラミンメタンホスホネート、メラミン‐金属ホスフェート、例えば、メラミンアルミニウムホスフェート、メラミン亜鉛ホスフェート、メラミンマグネシウムホスフェート、及び対応するピロホスフェート及びポリホスフェート、エチレンジアミンメタンホスホネート、ポリ‐[2,4‐(ピペラジン‐1,4‐イル)‐6‐(モルホリン‐4‐イル)‐1,3,5‐トリアジン]、アンモニウムポリホスフェート、メラミンボレート、メラミンヒドロブロミド、
c)リン‐含有難燃剤、例えば、赤リン、ホスフェート、例えば、レゾルシンジホスフェート、ビスフェノール‐A‐ジホスフェート及びそれらのオリゴマー、トリフェニルホスフェート、エチレンジアミンジホスフェート、ホスフィネート、例えば、次亜リン酸及びこの誘導体の塩、例えばアルキルホスフィネート塩、例えばジエチルアルミニウムホスフィネート、ジエチルホスフィネート亜鉛又はアルミニウムホスフィネート、アルミニウムホスファイト、アルミニウムホスホネート、アルミニウムホスフェート、ホスホネートエステル、メタンホスホン酸のオリゴマー及びポリマー誘導体、9,10‐ジヒドロ‐9‐オキサ‐10‐ホスホリルフェナントレン‐10‐オキシド(DOPO)及びこれらの置換化合物、ホスファセン、特にポリマー性ホスファセン、
d)塩素及び臭素をベースとするハロゲン‐含有難燃剤、例えば、ポリ臭素化ジフェニルオキシド、例えば、デカブロモジフェニルオキシド、トリス(3‐ブロモ‐2,2‐ビス(ブロモメチル)プロピルホスフェート、トリス(トリブロモネオペンチル)ホスフェート、テトラブロモフタル酸、1,2‐ビス(トリブロモフェノキシ)エタン、ヘキサブロモシクロドデカン、臭素化ジフェニルエタン、トリス‐(2,3‐ジブロモプロピル)イソシアヌレート、エチレン‐ビス(テトラブロモフタルイミド)、テトラブロモビスフェノールA、テトラブロモビスフェノールA‐ビス(2,3‐ジブロモプロピルエーテル)、臭素化ポリスチレン、臭素化ポリブタジエン又はポリスチレン、臭素化ポリブタジエンコポリマー、臭素化エポキシ樹脂、臭素化ポリフェニレンエーテル、ポリペンタブロモベンジルアクリレート、あるいは、Sb2O3及び/又はSb2O5との組み合わせ、
e)ホウ酸塩、例えば、ホウ酸亜鉛又はホウ酸カルシウムで、これらは、シリカ等のキャリア材料上にあっても良い、
f)硫黄‐含有難燃剤、例えば、元素としての硫黄、ジスルフィド及びポリスルフィド、チウラムスルフィド、ジチオカルバメート、メルカプトベンゾチアゾール及びスルフェンアミド、
g)垂れ防止剤、例えば、ポリテトラフルオロエチレン、
h)シリコン‐含有化合物、例えば、ポリフェニルシロキサン、及び/又は
i)ラジカル‐生成難燃剤、例えば、アルコキシアミン、ヒドロキシルアミンエステル、アゾ化合物、ジクミル又はポリクミル、ヒドロキシイミド又はそれらの誘導体、例えば、ヒドロキシイミドエステル又はヒドロキシイミドエーテル、
j)炭素改変物、例えば、カーボンナノチューブ(CNT)又はグラフェン
から成るグループより選ばれたものであることを特徴とする前記請求項のいずれか1項に記載のプラスチック成形材料。 - UV吸収剤、光安定剤、安定剤、例えば、ベンゾフラノン、核生成剤、衝撃強度増加剤、可塑剤、潤滑剤、レオロジー改変剤、加工助剤、顔料、着色剤、蛍光増白剤、抗菌活性物質、帯電防止剤、スリップ剤、ブロッキング防止剤、カップリング剤、分散剤、相溶剤、酸素採集剤、マーキング剤、防曇剤又は酸採集剤、好ましくは長鎖の酸の塩をベースとする酸採集剤、例えば、ステアリン酸カルシウム、ステアリン酸マグネシウム、ステアリン酸亜鉛、ステアリン酸アルミニウム、乳酸カルシウム、カルシウムステアロイル‐2‐ラクチレート又はヒドロタルサイトから成るグループより選ばれた添加剤を含むことを特徴とする請求項6〜9のいずれか1項に記載のプラスチック成形材料。
- 前記プラスチック成形材料が、前記一般式I〜IVの化合物の少なくとも1種及び、前記プラスチック材料の少なくとも1種の他に、前記一般式I及びIIの化合物の少なくとも1種及び前記プラスチック材料の少なくとも1種の全体量に対して0.01〜10重量部、好ましくは0.05〜3重量部の少なくとも1種の安定化剤を含み、当該安定化剤が、フェノール系の酸化防止剤、ホスファイト/ホスホナイト、アミン系の酸化防止剤、硫黄‐含有酸化防止剤又はヒドロキシルアミンから成るグループより選ばれたものであることを特徴とする請求項6〜10のいずれか1項に記載のプラスチック成形材料。
- 前記少なくとも1種の安定化剤が、
a)フェノール系の酸化防止剤、特に、オクタデシル‐3‐(3,5‐ジ‐tert‐ブチル‐4‐ヒドロキシフェニル)プロピオネート、ペンタエリスリトール‐テトラキス[3‐(3,5‐ジ‐tert‐ブチル‐4‐ヒドロキシフェニル)プロピオネート、トリス(3,5‐ジ‐tert‐ブチル‐4‐ヒドロキシフェニル)イソシアヌレート、1,3,5‐トリメチル‐2,4,6‐トリス(3,5‐ジ‐tert‐ブチル‐4‐ヒドロキシフェニル)イソシアヌレート、1,3,5‐トリメチル‐2,4,6‐トリス(3,5‐ジ‐tert‐ブチル‐4‐ヒドロキシベンジル)ベンゼン、トリエチレングリコール‐ビス[3‐(3‐tert‐ブチル‐4‐ヒドロキシ‐5‐メチルフェニル)プロピオネート、N,N’‐ヘキサン‐1,6‐ジイル‐ビス[3‐(3,5‐ジ‐tert‐ブチル‐4‐ヒドロキシフェニル)プロピオン酸アミド、
b)ホスファイト/ホスホナイト、特に、トリス‐(2,4‐ジ‐tert‐ブチルフェニル)ホスファイト、ジイソデシルペンタエリスリトールジホスファイト、ビス(2,4‐ジ‐tert‐ブチルフェニル)ペンタエリスリトールジホスファイト、ビス(2,4‐ジ‐クミルフェニル)ペンタエリスリトールジホスファイト、ビス(2,6‐ジ‐tert‐ブチル‐4‐メチルフェニル)ペンタエリスリトールジホスファイト、ジイソデシロキシペンタエリスリトールジホスファイト、ビス(2,4‐ジ‐tert‐ブチル‐6‐メチルフェニル)ペンタエリスリトールジホスファイト、ビス(2,4,6‐トリス(tert‐ブチルフェニル)ペンタエリスリトールジホスファイト、テトラキス(2,4‐ジ‐tert‐ブチルフェニル)‐4,4’‐ビフェニレンジホスホナイト、
c)アミン系酸化防止剤、特に、N,N’‐ジイソプロピル‐p‐フェニレンジアミン、N,N’‐ジ‐sec‐ブチル‐p‐フェニレンジアミン、N,N’‐ビス(1,4‐ジメチルペンチル)‐p‐フェニレンジアミン、N,N’‐ビス(1‐エチル‐3‐メチルペンチル)‐p‐フェニレンジアミン、N,N’‐ビス(1‐メチルヘプチル)‐p‐フェニレンジアミン、N,N’‐ジシクロヘキシル‐p‐フェニレンジアミン、N,N’‐ジフェニル‐p‐フェニレンジアミン、N,N’‐ビス(2‐ナフチル)‐p‐フェニレンジアミン、N‐イソプロピル‐N’‐フェニル‐p‐フェニレンジアミン、N‐(1,3‐ジメチルブチル)‐N’‐フェニル‐p‐フェニレンジアミン、N‐(1‐メチルヘプチル)‐N’‐フェニル‐p‐フェニレンジアミン、N‐シクロヘキシル‐N’‐フェニル‐p‐フェニレンジアミン、
d)硫黄‐含有酸化防止剤、特に、ジステアリルチオジプロピオネート、ジラウリルジプロピオネート、
e)ヒドロキシルアミン、特に、N,N‐ジアルキルヒドロキシルアミン、N,N‐ジベンジルヒドロキシルアミン、N,N‐ジラウリルヒドロキシルアミン、N,N‐ジステアリルヒドロキシルアミン、N‐ベンジル‐α‐フェニルニトロン、N‐オクタデシル‐α‐ヘキサデシルニトロン、
f)ヒンダードアミン、特に、1,1‐ビス(2,2,6,6‐テトラメチル‐4‐ピペリジル)サクシネート、ビス(1,2,2,6,6‐ペンタメチル‐4‐ピペリジル)セバケート、ビス(1‐オクチロキシ‐2,2,6,6‐テトラメチル‐4‐ピペリジル)セバケート、ビス(1,2,2,6,6‐ペンタメチル‐4‐ピペリジル)‐N‐ブチル‐3,5‐ジ‐tert‐ブチル‐4‐ヒドロキシベンジルマロネート、1‐(2‐ヒドロキシエチル)‐2,2,6,6‐テトラメチル‐4‐ヒドロキシピペリジンとコハク酸との縮合生成物、N,N’‐ビス(2,2,6,6‐テトラメチル‐4‐ピペリジル)ヘキサメチレンジアミンと4‐tert‐オクチルアミノ‐2,6‐ジクロロ‐1,3,5‐トリアジンとの線状又は環状縮合生成物、トリス(2,2,6,6‐テトラメチル‐4‐ピペリジル)ニトリロトリアセテート、テトラキス(2,2,6,6‐テトラメチル‐4‐ピペリジル)‐1,2,3,4‐ブタンテトラカルボキシレート、1,1’‐(1,2‐エタンジイル)‐ビス(3,3,5,5‐テトラメチルピペラジノン)、4‐ベンゾイル‐2,2,6,6‐テトラメチルピペリジン、4‐ステアリロキシ‐2,2,6,6‐テトラメチルピペリジン、N,N’‐ビス(2,2,6,6‐テトラメチル‐4‐ピペリジル)ヘキサメチレンジアミンと4‐モルホリノ‐2,6‐ジクロロ‐1,3,5‐トリアジンとの線状又は環状縮合生成物、7,7,9,9‐テトラメチル‐2‐シクロウンデシル‐1‐オキサ‐3,8‐ジアザ‐4‐オキソスピロ‐[4,5]デカンとエピクロロヒドリンとの反応生成物、
から成るグループより選ばれたものであることを特徴とする前記請求項に記載のプラスチック成形材料。 - 前記プラスチック材料の少なくとも1種が、
a)オレフィン又はジオレフィンからなるポリマー、例えば、ポリエチレン(LDPE,LLDPE,VLDPE,MDPE,HDPE)、ポリプロピレン、ポリイソブチレン、ポリ‐4‐メチルペンテン‐1、ポリブタジエン、ポリイソプレン、ポリシクロオクテン、及び、統計的又はブロック構造の形態であるコポリマー、例えば、ポリプロピレン‐ポリエチレン(EP)、EPM又はEPDM、エチレン‐ビニルアセテート(EVA)、エチレン‐アクリルエステル、
b)ポリスチレン、ポリメチルスチレン、スチレン‐ブタジエン‐スチレン(SBS)、スチレン‐イソプレン、スチレン‐ブタジエン‐アクリロニトリル(ABS)、スチレン‐アクリロニトリル‐アクリレート(ASA)、例えば、ブタジエン上のスチレン又はSBS上の無水マレイン酸等の相当するグラフトコポリマーを含むスチレン‐無水マレイン酸ポリマー、
c)ハロゲン‐含有ポリマー、例えば、ポリビニルクロリド及びポリビニリデンクロリド、
d)不飽和エステルから成るポリマー、例えば、ポリアクリレート及びポリメタクリレート、例えば、PMMA、ポリアクリロニトリル、
e)不飽和アルコール及び誘導体から成るポリマー、例えば、ポリビニルアルコール、ポリビニルアセテート、ポリビニルブチラール、
f)ポリアセタール、例えば、ポリオキシメチレン、
g)ポリフェニレンオキシド及び、ポリスチレンとの混合物、
h)ポリウレタン、特に線状ポリウレタン、
i)ポリアミド、例えば、ポリアミド‐6、6.6、6.10、4.6、4.10、6.12、12.12、ポリアミド11、ポリアミド12及び、(一部分)芳香族ポリアミド、例えば、ポリフタルアミド、
j)ポリイミド、ポリアミドイミド、ポリエーテルイミド、ポリケトン、ポリスルホン、ポリエーテルスルホン、ポリフェニレンスルフィド、
k)ポリエステル、例えば、ポリエチレンテレフタレート及びポリブチレンテレフタレート、ポリプロピレンテレフタレート、ポリ乳酸、
l)ポリカーボネート、
m)セルロース誘導体、例えば、硝酸セルロース、酢酸セルロース、プロピオン酸セルロース、
n)並びに、前述のポリマーの2以上から成る混合物、配合物又は混和物
から成るグループより選ばれたものであることを特徴とする請求項6〜12のいずれか1項に記載のプラスチック成形材料。 - 射出成型部品、箔又はフィルム、コーティング又は塗料、発泡体、繊維、ケーブル、ケーブル管及びパイプ、断面材、中空体、細長片、膜、例えばジオメンブレン、又は接着材の形態であり、例えば電気又は電子工業、建設業、輸送業用、医療用途用、家庭‐及び電気器具、自動車部品、消費物品、包装、家具、織物用であり、押出、射出成型、ブロー成形、カレンダリング、押圧加工、スピン加工、回転成形又はブラッシング‐及びコーティング加工により製造されることを特徴とする請求項6〜13のいずれか1項に記載のプラスチック成形材料。
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2014
- 2014-06-12 DE DE102014211276.1A patent/DE102014211276A1/de not_active Withdrawn
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2015
- 2015-05-28 US US15/317,899 patent/US10323136B2/en not_active Expired - Fee Related
- 2015-05-28 JP JP2016572474A patent/JP6325694B2/ja not_active Expired - Fee Related
- 2015-05-28 CN CN201580031450.XA patent/CN106661270B/zh not_active Expired - Fee Related
- 2015-05-28 WO PCT/EP2015/061771 patent/WO2015189034A1/de active Application Filing
- 2015-05-28 KR KR1020177000877A patent/KR101984077B1/ko active IP Right Grant
- 2015-05-28 EP EP15727343.4A patent/EP3155041B1/de active Active
- 2015-05-28 ES ES15727343.4T patent/ES2669500T3/es active Active
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KR101935741B1 (ko) * | 2018-08-06 | 2019-01-04 | 제해득 | 잔디보호매트 |
KR101959823B1 (ko) * | 2018-10-08 | 2019-03-20 | (주)하이탑 | 웨이브 구조를 형성하여 충격흡수 및 완충기능을 제공하는 잔디보호매트 |
KR101967608B1 (ko) * | 2018-10-08 | 2019-04-11 | (주)하이탑 | 탄성선재를 적용한 잔디보호용 매트 |
KR101980084B1 (ko) * | 2018-10-08 | 2019-05-20 | (주)하이탑 | 내부와 외부로 구분되어 서로 다른 탄성을 갖도록 제조된 조립식 잔디보호매트 |
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CN106661270B (zh) | 2018-12-07 |
EP3155041B1 (de) | 2018-03-21 |
WO2015189034A1 (de) | 2015-12-17 |
ES2669500T3 (es) | 2018-05-28 |
KR20170018032A (ko) | 2017-02-15 |
US10323136B2 (en) | 2019-06-18 |
KR101984077B1 (ko) | 2019-05-30 |
JP6325694B2 (ja) | 2018-05-16 |
DE102014211276A1 (de) | 2015-12-17 |
EP3155041A1 (de) | 2017-04-19 |
CN106661270A (zh) | 2017-05-10 |
US20170121499A1 (en) | 2017-05-04 |
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