JPWO2021122574A5 - - Google Patents
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- JPWO2021122574A5 JPWO2021122574A5 JP2022536615A JP2022536615A JPWO2021122574A5 JP WO2021122574 A5 JPWO2021122574 A5 JP WO2021122574A5 JP 2022536615 A JP2022536615 A JP 2022536615A JP 2022536615 A JP2022536615 A JP 2022536615A JP WO2021122574 A5 JPWO2021122574 A5 JP WO2021122574A5
- Authority
- JP
- Japan
- Prior art keywords
- meth
- acrylate
- led
- offset printing
- printing ink
- 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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- 238000007645 offset printing Methods 0.000 claims 17
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 15
- 150000001875 compounds Chemical class 0.000 claims 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 6
- 239000000758 substrate Substances 0.000 claims 6
- 238000000034 method Methods 0.000 claims 5
- RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical class NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 claims 4
- -1 clays Substances 0.000 claims 4
- 239000001993 wax Substances 0.000 claims 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims 3
- 239000001023 inorganic pigment Substances 0.000 claims 3
- 239000000203 mixture Substances 0.000 claims 3
- 239000012860 organic pigment Substances 0.000 claims 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 2
- 239000004606 Fillers/Extenders Substances 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 239000004721 Polyphenylene oxide Substances 0.000 claims 2
- 239000000945 filler Substances 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 239000000178 monomer Substances 0.000 claims 2
- 229920000570 polyether Polymers 0.000 claims 2
- 238000007639 printing Methods 0.000 claims 2
- 239000005995 Aluminium silicate Substances 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 229920000049 Carbon (fiber) Polymers 0.000 claims 1
- 239000004593 Epoxy Substances 0.000 claims 1
- 239000004698 Polyethylene Substances 0.000 claims 1
- 229920002125 Sokalan® Polymers 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims 1
- 235000012211 aluminium silicate Nutrition 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 239000000440 bentonite Substances 0.000 claims 1
- 229910000278 bentonite Inorganic materials 0.000 claims 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 claims 1
- 239000004917 carbon fiber Substances 0.000 claims 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims 1
- 239000004203 carnauba wax Substances 0.000 claims 1
- 235000013869 carnauba wax Nutrition 0.000 claims 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 239000000835 fiber Substances 0.000 claims 1
- 235000013312 flour Nutrition 0.000 claims 1
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 claims 1
- 239000010439 graphite Substances 0.000 claims 1
- 229910002804 graphite Inorganic materials 0.000 claims 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 claims 1
- 239000010445 mica Substances 0.000 claims 1
- 229910052618 mica group Inorganic materials 0.000 claims 1
- 229910052901 montmorillonite Inorganic materials 0.000 claims 1
- 239000012188 paraffin wax Substances 0.000 claims 1
- 239000002245 particle Substances 0.000 claims 1
- 238000003921 particle size analysis Methods 0.000 claims 1
- 229920000058 polyacrylate Polymers 0.000 claims 1
- 239000004584 polyacrylic acid Substances 0.000 claims 1
- 229920000728 polyester Polymers 0.000 claims 1
- 229920000573 polyethylene Polymers 0.000 claims 1
- 239000004810 polytetrafluoroethylene Substances 0.000 claims 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 claims 1
- 229920002635 polyurethane Polymers 0.000 claims 1
- 239000004814 polyurethane Substances 0.000 claims 1
- 239000000843 powder Substances 0.000 claims 1
- 239000010453 quartz Substances 0.000 claims 1
- 150000004760 silicates Chemical class 0.000 claims 1
- 239000000377 silicon dioxide Substances 0.000 claims 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims 1
- 229920002994 synthetic fiber Polymers 0.000 claims 1
- 239000012209 synthetic fiber Substances 0.000 claims 1
- 239000000454 talc Substances 0.000 claims 1
- 229910052623 talc Inorganic materials 0.000 claims 1
- 239000010455 vermiculite Substances 0.000 claims 1
- 229910052902 vermiculite Inorganic materials 0.000 claims 1
- 235000019354 vermiculite Nutrition 0.000 claims 1
- 239000010456 wollastonite Substances 0.000 claims 1
- 229910052882 wollastonite Inorganic materials 0.000 claims 1
- 239000002023 wood Substances 0.000 claims 1
Claims (14)
i)10wt.%~80wt.%の、1種又は複数のラジカル硬化性(メタ)アクリレートオリゴマー及び1種又は複数のラジカル硬化性(メタ)アクリレートモノマーからなる1種又は複数のラジカル硬化性(メタ)アクリレート化合物であり、
前記ラジカル硬化性(メタ)アクリレートオリゴマーが、エポキシ(メタ)アクリレート、(メタ)アクリル化オイル、(メタ)アクリル化エポキシ化オイル、ポリエステル(メタ)アクリレート、脂肪族又は芳香族ポリウレタン(メタ)アクリレート、ポリアクリル酸(メタ)アクリレート、ポリアクリレートエステル(メタ)アクリレート、及びそれらの混合物からなる群から選択され、
前記ラジカル硬化性(メタ)アクリレートモノマーが、モノ(メタ)アクリレート、ジ(メタ)アクリレート、トリ(メタ)アクリレート、テトラ(メタ)アクリレート、ペンタ(メタ)アクリレート、ヘキサ(メタ)アクリレート及びそれらの混合物からなる群から選択される、1種又は複数のラジカル硬化性(メタ)アクリレート化合物
ii)4wt.%~20wt.%の式(I)の1種又は複数の光開始剤:
[式中、Qは以下の式(IIa)、(IIb)又は(IIc)を有する:
(式中、nは1以上であり、R1は互いに同一であるか又は異なり、水素及びC1~C3アルキル基からなる群から選択され、R2は水素及びC1~C3アルキル基からなる群から選択され、a+b+cの合計は3~12であり、d+e+f+gの合計は4~16である)]
iii)少なくとも400g/mol eq PSの重量平均分子量を有するアミノベンゾエート化合物、少なくとも400g/mol eq PSの重量平均分子量を有するアミン変性ポリエーテル系アクリレート、及びこれらの組合せからなる群から選択される、1wt.%~15wt.%の1種又は複数のアミノ含有化合物、並びに
iv)1wt.%~30wt.%の1種若しくは複数の無機顔料及び/又は1種若しくは複数の有機顔料、並びに
v)炭素繊維、タルク、マイカ、珪灰石、粘土、カオリン、炭酸塩、ケイ酸塩、硫酸塩、チタン酸塩、アルミナ水和物、シリカ、モンモリロナイト、グラファイト、ベントナイト、バーミキュライト、木粉、石英粉、天然繊維、合成繊維、及びそれらの組合せからなる群から選択される0.5wt.%~10wt.%の1種若しくは複数の充填剤及び/又は増量剤
を含み、重量パーセントがUV-LEDラジカル硬化性オフセット印刷インクの全重量に基づく、UV-LEDラジカル硬化性オフセット印刷インク。 2. at 40° C. and 1000 s −1 to offset print features on the substrate. A UV-LED radical-curable offset printing ink having a viscosity in the range of 5 to 25 Pa s, said UV-LED radical-curable offset printing ink comprising:
i ) 10wt . % ~80wt . % of one or more radically curable (meth)acrylate oligomers and one or more radically curable (meth)acrylate monomers,
The radical curable (meth)acrylate oligomer is epoxy (meth)acrylate, (meth)acrylated oil, (meth)acrylated epoxidized oil, polyester (meth)acrylate, aliphatic or aromatic polyurethane (meth)acrylate, selected from the group consisting of polyacrylic acid (meth)acrylate, polyacrylate ester (meth)acrylate, and mixtures thereof;
The radically curable (meth)acrylate monomer is mono(meth)acrylate, di(meth)acrylate, tri(meth)acrylate, tetra(meth)acrylate, penta(meth)acrylate, hexa(meth)acrylate, and mixtures thereof. one or more radically curable (meth)acrylate compounds selected from the group consisting of ii ) 4 wt. % ~20wt . % of one or more photoinitiators of formula (I):
[wherein Q has the following formula (IIa), (IIb) or (IIc):
(wherein n is 1 or more, R1 are the same or different from each other and are selected from the group consisting of hydrogen and C 1 -C 3 alkyl groups, and R 2 consists of hydrogen and C 1 -C 3 alkyl groups) selected from the group, the sum of a+b+c is 3 to 12 and the sum of d+e+f+g is 4 to 16)]
iii) selected from the group consisting of aminobenzoate compounds having a weight average molecular weight of at least 400 g/mol eq PS, amine-modified polyether-based acrylates having a weight average molecular weight of at least 400 g/mol eq PS, and combinations thereof , 1 wt. % ~ 15wt. % of one or more amino-containing compounds, and iv ) 1 wt. % ~30wt . % of one or more inorganic pigments and/or one or more organic pigments, and v) carbon fibers, talc, mica, wollastonite, clays, kaolin, carbonates, silicates, sulfates, titanates. , alumina hydrate, silica, montmorillonite, graphite, bentonite, vermiculite, wood flour, quartz powder, natural fibers, synthetic fibers, and combinations thereof . 5wt. % ~10wt . % of one or more fillers and/or extenders, the weight percentages being based on the total weight of the UV-LED radical curable offset printing ink.
(式中、nは1、2又は3に等しく、a+b+cの合計は3~12である)
を有する、請求項1に記載のUV-LEDラジカル硬化性オフセット印刷インク。 The one or more photoinitiators are of formula (I) and Q is of formula (IIb-1), (IIb-2) or (IIb-3):
(where n is equal to 1, 2 or 3 and the sum of a+b+c is 3 to 12)
The UV-LED radical curable offset printing ink according to claim 1, comprising:
(式中、mは1より大きく、h+i+j+kの合計は3~12である)
を有するアミノベンゾエート化合物からなる群から選択される、請求項4に記載のUV-LEDラジカル硬化性オフセット印刷インク。 The one or more amino-containing compounds have the formula (III):
(In the formula, m is greater than 1, and the sum of h+i+j+k is 3 to 12)
5. The UV-LED radical curable offset printing ink according to claim 4, selected from the group consisting of aminobenzoate compounds having:
a)請求項1~7のいずれか一項に記載のUV-LEDラジカル硬化性オフセット印刷インクをオフセット印刷によって塗布し、インク層を形成するステップ、及び
b)少なくとも150mJ/cm 2 の線量でインク層をUV光に曝露し、前記インク層をUV-LED源によって硬化するステップ
を含む、方法。 A method for printing features on a substrate by an offset printing method, the method comprising:
a) applying the UV-LED radical curable offset printing ink according to any one of claims 1 to 7 by offset printing to form an ink layer, and b) the ink at a dose of at least 150 mJ/ cm2 . A method comprising exposing a layer to UV light and curing said ink layer with a UV-LED source.
前記UV-LEDラジカル硬化性オフセット印刷インクが、セキュリティ文書に1つ又は複数のフィーチャを印刷するのに好適であり、前記UV-LEDラジカル硬化性オフセット印刷インクが、10wt.%~80wt.%のラジカル硬化性(メタ)アクリレート化合物、1wt.%~30wt.%の1種若しくは複数の無機顔料及び/又は1種若しくは複数の有機顔料、並びに0.5wt.%~10wt.%の1種若しくは複数の充填剤及び/又は増量剤を含み、重量パーセントがUV-LEDラジカル硬化性オフセット印刷インクの全重量に基づく、使用。 2 at 40°C and 1000 s -1 . 4 wt. to produce a UV-LED radical curable offset printing ink with a viscosity in the range of 5 to 25 Pa s. % ~20wt . % of one or more photoinitiators according to claim 1 or 2, and 1 wt. % ~ 15wt. % of one or more amino-containing compounds according to claim 1, 3, 4 or 5 ,
The UV-LED radical curable offset printing ink is suitable for printing one or more features on a security document, and the UV-LED radical curable offset printing ink has an amount of 10 wt. % ~80wt . % radically curable (meth)acrylate compound , 1 wt. % ~30wt . % of one or more inorganic pigments and/or one or more organic pigments and 0 . 5wt. % ~10wt . % of one or more fillers and/or extenders, the weight percentages being based on the total weight of the UV-LED radical curable offset printing ink.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP19217484 | 2019-12-18 | ||
EP19217484.5 | 2019-12-18 | ||
PCT/EP2020/086189 WO2021122574A1 (en) | 2019-12-18 | 2020-12-15 | Uv-led radically curable offset printing inks and printing processes |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2023506825A JP2023506825A (en) | 2023-02-20 |
JPWO2021122574A5 true JPWO2021122574A5 (en) | 2023-11-24 |
Family
ID=68944622
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2022536615A Pending JP2023506825A (en) | 2019-12-18 | 2020-12-15 | UV-LED radical curable offset printing ink and printing method |
Country Status (12)
Country | Link |
---|---|
US (1) | US20230054945A1 (en) |
EP (1) | EP4077553A1 (en) |
JP (1) | JP2023506825A (en) |
KR (1) | KR20220114601A (en) |
CN (1) | CN114829511B (en) |
AR (1) | AR120745A1 (en) |
AU (1) | AU2020405994A1 (en) |
BR (1) | BR112022011671A2 (en) |
CA (1) | CA3164478A1 (en) |
MX (1) | MX2022007693A (en) |
TW (1) | TW202128639A (en) |
WO (1) | WO2021122574A1 (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
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US20210033580A1 (en) * | 2019-07-30 | 2021-02-04 | Consolidated Nuclear Security, LLC | Passive chronometric tamper-indicating device and method |
EP4324658A1 (en) * | 2022-08-19 | 2024-02-21 | Gleitsmann Security Inks GmbH | A method for generating at least one security feature on a banknote and/or on a tax stamp using laser writing |
WO2024104921A1 (en) * | 2022-11-14 | 2024-05-23 | Novachem S.R.L. | Metallic security printing ink, particularly for printing securities such as banknotes, passports, visas and the like |
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US4604952A (en) | 1984-05-16 | 1986-08-12 | Inmont Corporation | Quick drying fountain solutions |
US6565770B1 (en) | 2000-11-17 | 2003-05-20 | Flex Products, Inc. | Color-shifting pigments and foils with luminescent coatings |
NZ534637A (en) | 2002-02-26 | 2006-02-24 | Ciba Sc Holding Ag | Ink compositions containing lanthanide complexes |
PT1790701E (en) | 2005-11-25 | 2009-03-05 | Sicpa Holding Sa | Ir-absorbing intaglio ink |
RU2323955C1 (en) | 2006-09-15 | 2008-05-10 | Андриевский Александр Михайлович | Water-resistant fluorescent pigment and fluorescent ink based thereon |
DE102007005646A1 (en) | 2007-01-31 | 2008-08-07 | Henkel Ag & Co. Kgaa | Colorant containing luminescent pigments which can be excited by visible light |
US9834660B2 (en) | 2007-06-28 | 2017-12-05 | Honeywell International Inc. | Rare earth metal complexes that excite in the long UV wavelength range |
EP2053104B1 (en) * | 2007-10-26 | 2017-02-22 | Agfa Graphics N.V. | Radiation curable inkjet printing methods |
TWI478990B (en) | 2009-04-09 | 2015-04-01 | Sicpa Holding Sa | Clear magnetic intaglio printing ink |
US9321853B2 (en) * | 2009-09-08 | 2016-04-26 | Sun Chemical Corporation | Photoinitiator composition |
CN104379624B (en) * | 2012-05-30 | 2016-10-19 | 巴斯夫欧洲公司 | The compound of radiation-curable |
EP2684922B8 (en) * | 2012-07-10 | 2018-02-21 | Agfa Nv | Radiation curable fluids |
US9605180B2 (en) * | 2012-08-29 | 2017-03-28 | Sun Chemical Corporation | Overprint varnishes reducing odor and contaminants |
JP2016521217A (en) * | 2013-04-03 | 2016-07-21 | サン ケミカル コーポレーション | Combination of UV curable inkjet and overprint varnish |
JP5758953B2 (en) * | 2013-06-27 | 2015-08-05 | 富士フイルム株式会社 | Inkjet recording method |
JP6243251B2 (en) * | 2014-02-20 | 2017-12-06 | Dicグラフィックス株式会社 | Active energy ray-curable offset ink composition |
EP3233477B1 (en) * | 2014-12-18 | 2019-04-24 | Agfa Nv | Radiation curable compositions |
WO2017044334A1 (en) * | 2015-09-11 | 2017-03-16 | Sun Chemical Corporation | Radiation curable hybrid inks |
US11161925B2 (en) * | 2015-12-02 | 2021-11-02 | Sun Chemical Corporation | Polymeric aminoacrylates |
MX2018012683A (en) * | 2016-04-21 | 2019-01-30 | Flint Group Germany Gmbh | Radiation curable ink formulation. |
MY192460A (en) * | 2016-12-09 | 2022-08-22 | Sicpa Holding Sa | Low energy curing offset and letterpress printing inks and printing process |
-
2020
- 2020-12-14 TW TW109144003A patent/TW202128639A/en unknown
- 2020-12-14 AR ARP200103469A patent/AR120745A1/en unknown
- 2020-12-15 MX MX2022007693A patent/MX2022007693A/en unknown
- 2020-12-15 AU AU2020405994A patent/AU2020405994A1/en active Pending
- 2020-12-15 WO PCT/EP2020/086189 patent/WO2021122574A1/en active Application Filing
- 2020-12-15 BR BR112022011671A patent/BR112022011671A2/en unknown
- 2020-12-15 CN CN202080088407.8A patent/CN114829511B/en active Active
- 2020-12-15 CA CA3164478A patent/CA3164478A1/en active Pending
- 2020-12-15 US US17/786,880 patent/US20230054945A1/en active Pending
- 2020-12-15 JP JP2022536615A patent/JP2023506825A/en active Pending
- 2020-12-15 EP EP20824930.0A patent/EP4077553A1/en active Pending
- 2020-12-15 KR KR1020227023969A patent/KR20220114601A/en unknown
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