JP7117291B2 - 付加製造プロセスのための着色硬化性組成物、3次元複合材物品及びその使用 - Google Patents
付加製造プロセスのための着色硬化性組成物、3次元複合材物品及びその使用 Download PDFInfo
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- JP7117291B2 JP7117291B2 JP2019510865A JP2019510865A JP7117291B2 JP 7117291 B2 JP7117291 B2 JP 7117291B2 JP 2019510865 A JP2019510865 A JP 2019510865A JP 2019510865 A JP2019510865 A JP 2019510865A JP 7117291 B2 JP7117291 B2 JP 7117291B2
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- RCTGMCJBQGBLKT-PAMTUDGESA-N scarlet red Chemical compound CC1=CC=CC=C1\N=N\C(C=C1C)=CC=C1\N=N\C1=C(O)C=CC2=CC=CC=C12 RCTGMCJBQGBLKT-PAMTUDGESA-N 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 150000003333 secondary alcohols Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 229940033816 solvent red 27 Drugs 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000003509 tertiary alcohols Chemical class 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 238000001429 visible spectrum Methods 0.000 description 1
- 150000007964 xanthones Chemical class 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
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Description
放射線硬化性成分を含む硬化性樹脂組成物と、
光開始剤と、
染料D1及び染料D2を含む染料組成物と、を含み、
染料D1は、400~530nmの波長範囲内で光吸収極大を有し、
染料D2は、540~650nmの波長範囲内で光吸収極大を示す、着色硬化性組成物を特徴とする。
本明細書に記載の硬化性組成物を、付加製造プロセスにおいて処理して、3次元複合材物品を得る工程と、
インベストメント材料中に3次元複合材物品を埋め込む工程と、
3次元複合材物品の材料を鋳造材料で置き換えて、インベストメント材料中に埋め込まれた3次元鋳造物品を得る工程と、
3次元鋳造物品からインベストメント材料を取り外す工程と、を含む、方法を対象とする。
粘度:23℃で200mPa*s未満;
400~650nmの範囲内での光吸収:5mmの経路長で90%超;
光透過率:1mmの経路長で25%未満又は20%未満(日光に関して);
色の印象:10mm以上の経路長で濃い着色;
色相h°:CIELCh表色系に従って透過モードにおいて5mmの経路長で測定して30未満;
pH値:湿らせたpH感受性紙と硬化性組成物を接触させた場合6~8;
任意に、600~900℃又は600~800℃の温度範囲内で残留物を残さず燃焼可能である、
のうちの1つ又は複数によって特徴付けることができる。
170~3,000g/mol又は200~2,500g/mol又は300~2,000g/molの範囲の分子量を有する;
23℃で0.1~20Pa*s又は0.2~15Pa*s又は0.3~10Pa*sの粘度を有する、
のうちの1つ又は複数によって特徴付けることができる。
反応性基として1つ又は複数の(メタ)アクリレート部分を有する;
主鎖中に芳香族部分、脂肪族部分、又は芳香族-脂肪族部分を有する;
任意に、主鎖中に1つ又は複数のウレタン部分を有する;
任意に、主鎖中に1つ又は複数のヒドロキシル基を有する、
のうちの1つ又は複数によって特徴付けられる。
下限:少なくとも50、又は少なくとも60、又は少なくとも70重量%;
上限:最大で98、又は最大で95、又は最大で90重量%;
範囲:50~98、又は60~95、又は70~95重量%
(ここでの重量%は、硬化性組成物全体の量に対する重量%である。)。
300~450nmの波長範囲内で光吸収帯(複数可)を示す;
硬化性組成物中の溶解度:23℃で少なくとも2g/l
のうちの1つ又は複数によって特徴付けることができる。
a)ドナー化合物からの水素原子の引き抜きによってラジカルが生成される二成分系;
b)開裂によって2つのラジカルが生成される一成分系。
(R9)2-P(=O)-C(=O)-R10
(式中、各R9は個々に、アルキル、シクロアルキル、アリール、及びアラルキル等のヒドロカルビル基であってもよく、そのいずれもがハロ-、アルキル-、若しくはアルコキシ基で置換されていてもよく、又は2つのR9基が結合してリン原子と共に環を形成することができ、R10はヒドロカルビル基、S-、O-、若しくはN-含有5若しくは6員複素環基、又は-Z-C(=O)-P(=O)-(R9)2基であり、式中、Zは2~6個の炭素原子を有するアルキレン又はフェニレン等の二価のヒドロカルビル基を表す)のものである。
下限量(lower amount):少なくとも0.01又は少なくとも0.05又は少なくとも0.1重量%;
上限量(upper amount):最大で5又は最大で3又は最大で2重量%;
範囲:0.01~5又は0.01~3重量%又は0.01~2重量%
(ここでの重量%は、組成物全体の重量に対する重量%である。)。
300~450nmの波長範囲内で光吸収帯を示す;
分子量:50~1000g/mol;
硬化性組成物中の溶解度:23℃で少なくとも0.1g/l;
600~900℃の温度範囲内で残留物を残さず燃焼可能である;
アントラキノン部分、アゾ部分、ナフトキノリンジオン部分、又はキサンテノン部分を含む、
のうちの少なくとも1つ又は複数によって更に特徴付けることができる。
下限:少なくとも0.01、又は少なくとも0.04、又は少なくとも0.08重量%;
上限:最大0.1、又は最大0.5、又は最大1重量%;
範囲:0.01~1、又は0.04~0.5重量%、又は0.08~0.1重量%
(ここでの重量%は、硬化性組成物全体の重量に対する重量%である。)。
300~450nmの波長範囲内で光吸収帯を示す;
分子量:50~1000g/mol;
硬化性組成物中の溶解度:23℃で少なくとも0.05g/l;
任意に、800℃未満の温度で残留物を残さず燃焼可能である、
アントラキノン部分、アゾ部分、又はトリフェニルメタン部分を含む、
のうちの少なくとも1つ又は複数によって更に特徴付けることができる。
下限:少なくとも0.01、又は少なくとも0.02、又は少なくとも0.04重量%;
上限:最大0.1、又は最大0.5、又は最大1重量%;
範囲:0.01~1、又は0.02~0.5重量%、又は0.04~0.1重量%
(ここでの重量%は、硬化性組成物全体の重量に対する重量%である。)。
沸点:100℃超又は200℃超又は250℃超又は300℃超;
分子量:100~500g/mol又は150~450g/mol又は200~400g/mol;
粘度:0.1~50又は0.2~10又は0.3~5mPa*s(23℃);
放射線硬化性成分と混和性(miscible)である
のうちの少なくとも1つ又は複数、場合によっては全てによって特徴付けることができる。
R1O-(R2O)n-R1
上記式中、各R1は、独立して、水素、アルキル、アリール、又はアシルである。好適なアルキル基は、多くの場合、1~10個の炭素原子、1~6個の炭素原子、又は1~4個の炭素原子を有する。好適なアリール基は、多くの場合、6~10個の炭素原子を有し、また、多くの場合、フェニル、又は1~4個の炭素原子を有するアルキル基で置換されたフェニルである。好適なアシル基は、多くの場合、式-(CO)Ra(式中、Raは、1~10個の炭素原子、1~6個の炭素原子、1~4個の炭素原子、2個の炭素原子、又は1個の炭素原子を有するアルキルである)のものである。アシルは、多くの場合、アセチル基(すなわち、-C(O)CH3)である。上記式中、各R2は、典型的には、エチレン又はプロピレン等のアルキレン基である。変数nは、少なくとも1であり、また、1~10、1~6、1~4、又は1~3の範囲であり得る。
下限量:0又は少なくとも1又は少なくとも5重量%;
上限量:最大で40又は最大で30又は最大で20重量%;
範囲:0~40、又は1~30、又は5~20重量%
(ここでの重量%は、硬化性組成物全体の重量に対する重量%である。)。
下限量:少なくとも0.001又は少なくとも0.005又は少なくとも0.01重量%;
上限量:最大で0.02又は最大で0.05又は最大で0.5、最大で1重量%;
範囲:0.001~1又は0.005~0.05重量%
(ここでの重量%は、硬化性組成物全体の重量に対する重量%である。)。
1重量%を超える又は0.1重量%を超える量のフィラー(複数可);
1重量%を超える又は0.1重量%を超える量の無機顔料(複数可);
1重量%を超える又は0.1重量%を超える量の、C、H、O、N、S、P、F、Cl、Br以外の元素を含む成分(複数可)
(ここでの重量%は、組成物全体の重量に対する重量%である。)。
実施形態1:
50~98重量%の放射線硬化性成分(複数可)、
0.5~10重量%の光開始剤、
0.01~1重量%の染料D1、
0.01~1重量%の染料D2、
0~20重量%の高沸点添加剤
(ここでの重量%は、組成物全体の重量に対する重量%であり、成分は本明細書に記載の通りである)。
60~98重量%の放射線硬化性成分(複数可)、
0.5~5重量%の光開始剤、
0.01~1重量%の染料D1、
0.01~1重量%の染料D2、
0.1~20重量%の高沸点添加剤
(ここでの重量%は、組成物全体の重量に対する重量%であり、成分は本明細書に記載の通りである)。
70~98重量%の放射線硬化性成分(複数可)、
0.5~3重量%の光開始剤、
0.01~1重量%の染料D1、
0.01~1重量%の染料D2、
0.1~20重量%の高沸点添加剤
(ここでの重量%は、組成物全体の重量に対する重量%であり、成分は本明細書に記載の通りである)。
(メタ)アクリレート部分を含み、50~96重量%の量で存在する放射線硬化性成分と、
ホスフィンオキシド部分を含み、0.5~10重量%の量で存在する、光開始剤と、
アントラキノン部分を含み、0.01~1重量%の量で存在する、染料D1と、
アントラキノン部分を含み、0.01~1重量%の量で存在する、染料D2と、
100~500g/molの分子量を有し、1~20重量%の量で存在する高沸点添加剤と、を含み、
1重量%を超える量のフィラー(複数可)と、
1重量%を超える量の無機顔料(複数可)と、
1重量%を超える量の、C、H、O、N、S、P、Hal以外の元素を含む成分(複数可)と、を含まない(ここでの重量%は、組成物全体の重量に対する重量%である。)。
造形材料の層を表面上に設ける工程、
製造する3次元物品の一部となる造形材料の層の部分を放射線硬化させる工程、
前の層の放射線硬化された表面と接触している造形材料の更なる層を設ける工程、
3次元物品が得られるまで前の工程を繰り返す工程。
i.製造する物品の3次元デジタルモデルを用意する。
ii.3次元デジタルモデルを、一連の水平面によってスライスする。
iii.それぞれの薄いスライスを、2次元のマスク画像に変換する。
iv.次に、マスク画像を、ビルドプラットフォーム(例えば、バットの形状を有する)に配置されている放射線硬化性材料の表面に、放射線源を利用して投影する。
v.放射線硬化性材料は、曝露されている領域のみが硬化される。
vi.放射線硬化性材料又は硬化された材料の層を含むビルドプラットフォームを、放射線源に対して動かし、前の工程で生成された硬化された材料の層と接触している放射線硬化性材料の新しい層を設ける。
vii.工程(iv)~(vi)を、所望の物品が形成されるまで繰り返す。
透過率:1mmの経路長で20%未満又は15%未満;
色の印象:2mm以上の層の厚さで黒色;
色相h°:CIELCh表色系に従って透過モードにおいて5mmの経路長で測定して30未満又は28未満又は25未満;
彩度C*:CIELCh表色系に従って透過モードにおいて5mmの経路長で測定して20未満又は18未満又は15未満;
800~950℃の温度範囲内で残留物を残さず燃焼可能である
のうちの1つ又は複数によって特徴付けることができる。
本明細書に記載の硬化性組成物を、付加製造プロセスにおいて処理して、3次元複合材物品を得る工程と、
インベストメント材料中に3次元複合材物品を埋め込む工程と、
3次元複合材物品の材料を鋳造材料で置き換えて、インベストメント材料中に埋め込まれた3次元鋳造物品を得る工程と、
3次元鋳造物品からインベストメント材料を取り外す工程と、を含む、方法を対象とする。
光透過率の測定方法
必要に応じて、光透過率(コントラスト比モード)は、Color i7積分球分光測色計(spherical spectrophotometer)(x-rite Inc.(Grand Rapids,MI,USA)から入手可能)を用いて測定することができる。
必要に応じて、透過光は、積分球分光測色計Colour i7(x-rite Inc.(Grand Rapids,MI,USA)から入手可能)を使用して測定することができる。
必要に応じて、光吸収スペクトルは、分光測色計Spectramax 190(Molecular Devices LLC.(Sunnyvale,CA,USA)から入手可能)を使用して測定することができる。キュベットとして、Microtest 96-Well 370μl Clear Plate(BD Biosciences(Franklin Lakes,NJ,USA)から入手可能)のようなマルチキュベットを使用する。200μlの言及されている樹脂溶液を、96キュベットのうちの1つに入れ、Spectromax 190内に置く。200nm~800nmの間のスペクトルを1nm単位で記録する。
必要に応じて、粘度は、プレート/コーンシステム(直径25mm及び角度1°)及び0.05mmのスリットを備えたPhysica Rheometer MCR 301装置を使用して測定することができる。粘度値(Pas)は、各せん断速度に対して(0.1s-1から開始して100s-1まで指数関数的に50回増加させて)、23℃で記録することができる。各せん断速度に関して、データを収集する前に5sの遅延を通常使用する。粘度値は、10s-1の一定のせん断で、温度を上昇させながら(23℃から開始して60℃まで0.74℃ずつ)、記録することもできる。上述の測定方法は、DIN 53018-1と本質的に対応している。
必要に応じて、pH値の測定は、当業者に既知の手段で実施することができる。例えば、脱イオン水中に樹脂を分散させることができ、Metrohm(商標)826等の機器を使用することができる。あるいは、樹脂が着色されていない場合、湿らせた(水)pH感受性紙又は湿らせた(水)pH感受性紙スティックタイプを使用することができる。
以下のプロトコールを使用して、得られた3次元物品を目視検査することにより、プリンティング精度を判定することができる。2.75×の倍率で双眼メガネルーペを使用して(Fa Fino)、白い背景色(白色の印刷用普通紙)の前で、通常の室内照明において3次元物品を検査した。
それぞれの成分を容器内に入れ、調光条件下で混合し、上記の一般的プロセスに従って処理する。
それぞれの硬化性組成物(例えば約20ml)を、S30 3D-Printer(Rapid Shape GmbH,Heimsheim,Germany)のプリンティングバット内に入れた。
層の厚さ:z方向:50μm
LED光源:各層に対して強度50mW/cm2で波長405nmを11秒間。
Claims (12)
- 付加製造プロセスで使用するための着色硬化性組成物であって、前記組成物は、
放射線硬化性成分を含む硬化性樹脂組成物と、
光開始剤と、
染料D1及び染料D2のみからなる染料組成物と、を含み、
染料D1は、400~530nmの波長範囲内で光吸収極大を有し、
染料D2は、540~650nmの波長範囲内で光吸収極大を有し、
組成物全体の重量に対し、染料D1は、0.04~0.1重量%の量で存在し、及び染料D2は、0.02~0.1重量%の量で存在する、着色硬化性組成物。 - 染料D1若しくは染料D2のいずれか、又は染料D1及び染料D2は、400~650nmの波長範囲内での前記各染料の光吸収の強度と比較して少なくとも20%の強度で、300~400nmの波長範囲内での更なる光吸収を有する、請求項1に記載の着色硬化性組成物。
- 以下の特徴:
粘度:23℃で200mPa*s未満;
400~650nmの範囲内での光吸収:5mmの経路長で90%超;
光透過率:1mmの経路長で25%未満;
色の印象:1mm以上の経路長で濃い着色;
湿らせたpH感受性紙と前記硬化性組成物を接触させた場合のpH値:6~8;
任意に、600~900℃の温度範囲内で残留物を残さず燃焼可能である、
のうちの1つ又は複数によって特徴付けられる、請求項1又は2に記載の硬化性組成物。 - 染料D1は、以下の特徴:
分子量:50~1000g/mol;
前記硬化性組成物中の溶解度:23℃で少なくとも0.1g/l;
アントラキノン部分、アゾ部分、ナフトキノリンジオン部分、イソキノリン部分又はキサンテノン部分を含む、
のうちの1つ又は複数によって特徴付けられる、請求項1~3のいずれか一項に記載の硬化性組成物。 - 染料D2は、以下の特徴:
分子量:50~1000g/mol;
540~650nmの波長範囲内での光吸収の強度と比較して少なくとも20%の強度を有する300~400nmの波長範囲内での光吸収;
前記硬化性組成物中の溶解度:23℃で少なくとも0.05g/l;
アントラキノン部分、アゾ部分、フェノキサジン部分、又はトリフェニルメタン部分を含む、
のうちの1つ又は複数によって特徴付けられる、請求項1~4のいずれか一項に記載の硬化性組成物。 - 前記放射線硬化性成分は、主鎖及び前記主鎖に結合した反応性基を含み、前記放射線硬化性成分は、以下の化学的特徴:
反応性基として1つ又は複数の(メタ)アクリレート部分を有する;
前記主鎖中に芳香族部分、脂肪族部分、又は芳香族-脂肪族部分を有する;
任意に、前記主鎖中に1つ又は複数のウレタン部分を有する;
任意に、前記主鎖中に1つ又は複数のヒドロキシル基を有する、
のうちの1つ又は複数によって特徴付けられる、請求項1~5のいずれか一項に記載の硬化性組成物。 - 以下の成分:
1重量%を超える量のフィラー;
1重量%を超える量の無機顔料;
1重量%を超える量の、C、H、O、N、S、P、Hal以外の元素を含む成分;
(ここでの重量%は、組成物全体の重量に対する重量%である。)
のうちの1つ又は複数を含まない、請求項1~6のいずれか一項に記載の硬化性組成物。 - 50~98重量%の放射線硬化性成分と、
0.5~10重量%の光開始剤と、
0.04~0.1重量%の染料D1と、
0.02~0.1重量%の染料D2と、
0~20重量%の高沸点添加剤と、
(ここでの重量%は、組成物全体の重量に対する重量%である。)
を含む、請求項1~7のいずれか一項に記載の硬化性組成物。 - (メタ)アクリレート部分を含み、50~96重量%の量で存在する放射線硬化性成分と、
ホスフィンオキシド部分を含み、0.5~10重量%の量で存在する、光開始剤と、
アントラキノン部分を含み、0.04~0.1重量%の量で存在する、染料D1と、
アントラキノン部分を含み、0.02~0.1重量%の量で存在する、染料D2と、
100~500g/molの分子量を有し、1~15重量%の量で存在する高沸点添加剤と、を含み、
1重量%を超える量のフィラーと、
1重量%を超える量の無機顔料と、
1重量%を超える量の、C、H、O、N、S、P、Hal以外の元素を含む成分と、を含まない、
(ここでの重量%は、組成物全体の重量に対する重量%である。)
請求項1~8のいずれか一項に記載の硬化性組成物。 - 請求項1~9のいずれか一項に記載の硬化性組成物を、付加製造技術によって処理する工程を含む、3次元物品の製造方法。
- 請求項10に記載の方法によって得られる又は得ることが可能な3次元複合材物品であって、前記物品は、以下の特徴:
光透過率:1mmの経路長で20%未満;
色の印象:2mm以上の層の厚さで黒色;
色相h°:CIELCh表色系に従って透過モードにおいて5mmの経路長で測定して30未満;
彩度C*:CIELCh表色系に従って透過モードにおいて5mmの経路長で測定して20未満;
800~950℃の温度範囲内で残留物を残さず燃焼可能である、
のうちの1つ又は複数によって特徴付けられる、物品。 - 3次元鋳造物品を製造する方法であって、前記方法は、
請求項1~9のいずれか一項に記載の硬化性組成物を、付加製造プロセスにおいて処理して、3次元複合材物品を得る工程と、
インベストメント材料中に前記3次元複合材物品を埋め込む工程と、
前記3次元複合材物品の材料を鋳造材料で置き換えて、前記インベストメント材料中に埋め込まれた3次元鋳造物品を得る工程と、
前記3次元鋳造物品から前記インベストメント材料を取り外す工程と、を含む、方法。
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JP2009513764A (ja) | 2005-10-27 | 2009-04-02 | ハンツマン アドバンスト マテリアルズ (スイッツァランド) ゲーエムベーハー | アンチモンを含まない光硬化性樹脂組成物及び三次元物品 |
US20140072712A1 (en) | 2012-09-13 | 2014-03-13 | 3D Systems, Inc. | Opaque Inks And Applications Thereof |
JP2016074873A (ja) | 2014-06-10 | 2016-05-12 | 株式会社リコー | インク、インクカートリッジ、インクジェット記録装置、印刷物、光重合性化合物、光硬化性組成物、立体造形用材料、立体造形物 |
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US20190201171A1 (en) | 2019-07-04 |
JP2019528197A (ja) | 2019-10-10 |
WO2018038954A1 (en) | 2018-03-01 |
US11583373B2 (en) | 2023-02-21 |
CN109641264A (zh) | 2019-04-16 |
EP3504017B1 (en) | 2022-03-30 |
EP3504017A1 (en) | 2019-07-03 |
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