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13 protocols using isobornyl acrylate

1

Multifunctional Photocurable Polymer Coatings

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2-Ethylhexyl acrylate (EHA),
isobornyl acrylate (IBOA), trimethylolpropane triacrylate (TMPTA),
a photoinitiator; diphenyl (2,4,6-trimethyl benzoyl)-phosphine oxide/2-hydroxy-2-methyl
propiophenone (blend), beta carotene (synthetic, ≥93% (UV),
powder), tartrazine (dye content ≥85%), 3-(trimethoxysilyl)propyl
methacrylate, tin (II) chloride (SnCl2), palladium (II)
chloride (PdCl2), boric acid (H3BO3), and ∼37% hydrochloric acid (HCl) were all purchased from
Sigma-Aldrich. The surfactant Hypermer B246-SO-M was donated by Croda.
Electroless nickel plating solutions (Part A and Part B) were purchased
from Caswell UK.
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2

Photocured Highly Stretchable Resin

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The resin used in this work was a combination of urethane acrylates [EBECRYL 8413, Allnex, Inc. (North America), Alpharetta, GA, USA], isobornyl acrylate (Sigma-Aldrich, St. Louis, MO, USA), and 2-hydroxyethyl acrylate (Sigma-Aldrich) in a weight ratio of 1:3:1. Photoinitiator Irgacure 819 and photoabsorber Sudan I were added with 1 and 0.05 weight %, respectively. This formula allows the photocured material to have a high stretchability at low degree of cure (DoC) and high stiffness at high DoC. A more detailed chemical depiction is provided in the fig. S1. The mechanical behaviors of the printed materials at different light intensities were characterized using an electromechanical load frame (C41.103, MTS Systems Corporation, Eden Prairie, MN, USA). The stress-strain curves are shown in fig. S4.
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3

Hydrophobic Acrylic PSA Synthesis

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2-Ethylhexyl acrylate (EHA, 98%), isobornyl acrylate (IBOA), 2-hydroxyethyl acrylate (HEA, 96%), PVA, HA, and isophorone diisocyanate (IPDI, 98%) were purchased from Sigma Aldrich (Seoul, Korea). Irgacure 184 and darocur TPO (photoinitiators) were purchased from Shinyoung Rad Chem (Seoul, Korea). 1-dodecanethiol (98%), a chain transfer agent, was purchased from Alfa Aesar. SA3000, a commercial acrylic PSA with hydrophobicity (Mw: 700,000–800,000 g/mol, contact angle: 95.19°), was purchased from Samwha Co., (Seoul, Korea) All materials were used without further purification.
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4

Photocurable Resin Formulation and Composition

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The photocurable resin was prepared by mixing 2-hydroxyethyl acrylate (Sigma-Aldrich, MO, USA), isobornyl acrylate (Sigma-Aldrich), and AUD (Ebecryl 8413, Allnex, GA, USA) with the weight ratio of 20:60:20. Then 1 wt% photoinitiator (Irgacure 819, Sigma-Aldrich) and 0.05 wt% photo absorber (Sudan I, Sigma-Aldrich) are added.
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5

Photocurable Resin Formulation and Composition

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The photocurable resin is prepared by mixing 2-hydroxyethyl acrylate (technical grade, Sigma-Aldrich, MO, USA), isobornyl acrylate (technical grade, Sigma-Aldrich), and AUD (Ebecryl 8413, Allnex, GA, USA) with the weight ratio of 20:60:20. Then 1.2 wt% photoinitiator (Irgacure 819, assay 97%, Sigma-Aldrich) and 0.1 wt% photo absorber (Sudan I, assay 96%, Sigma-Aldrich) are added.
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6

Synthesis of Functional Acrylate Polymers

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Stabilized methyl acrylate, iso-butyl acrylate (Alfa Aesar, 99%), isobornyl acrylate (ABCR, 85%), tert-butyl methacrylate (Sigma-Aldrich, 98%), iso-butyl methacrylate, methyl methacrylate (ABCR, 99%), tert-butyl acrylate and butyl acrylate (Sigma-Aldrich, 99%) were deinhibited via a short column of basic aluminum oxide. Copper(i) iodide (Sigma-Aldrich, ≥98%), tin(ii)-2-ethylhexanoate (Sigma-Aldrich, 95%), tris[2-(dimethylamino)ethyl]amine (Sigma-Aldrich, 97%), butylene-bis(2-bromoisobutyrate) (provided by Evonik), ethyl-α-bromoisobutyrate (Sigma Aldrich, 98%), anisole (Acros, 99%), methanol (VWR, p.a.), triphenylphosphine and sodium iodide (ABCR, 99%) were used as received. Tetrahydrofurane (Sigma-Aldrich, anhydrous, ≥99.9%) and nickelocene (ABCR, 99%) were used as received and handled in a glovebox.
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7

Synthesis and Characterization of Functional Polymers

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Diethylene glycol ethyl ether acrylate (DEGEEA), di(ethylene glycol) methyl ether methacrylate (DEGMA), mono-2-(methacryloyloxy)ethyl succinate (mMAOES), (R)-α-acryloyloxy-β,β-dimethyl-γbutyrolactone (AODMBA), triethylene glycol methyl ether methacrylate (TEGMA), isobornyl acrylate (iBoA), isodecyl methacrylate (iDMA), 2,2′-azobis (2-methylpropionitrile) (AIBN, 98%), 2,2-dimethoxy-2-phenylacetophenone (DMPA), 2,2′-azobis(4-methoxy-2,4-dimethylvaleronitrile (V70) and mercaptopropionic acid (MPA, 99%) were purchased from Sigma-Aldrich (monomer structures are given in Fig. S1). Dodecanthiol (DDM, 98%) was acquired from Fluka. Cyclohexanone (99%) and tetrahydrofuran (THF, 99%) were used as solvents for the polymer synthesis while hexane, methanol and chloroform were the anti-solvents used for polymer precipitations, all supplied by Fisher Scientific. Potato dextrose agar (PDA) was obtained from Oxoid and potato dextrose broth (PDB) was supplied by Sigma-Aldrich. All the materials were used as received unless stated otherwise.
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8

Photopolymerizable Biomaterial Synthesis

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Bromocresol green (95%), mixed triarylsulfonium hexafluorophosphate salt (50 wt% in propylene carbonate), Phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide (97%), poly(ethylene glycol) diacrylate average with Mn of 250 Da, poly(ethylene glycol) diacrylate average with Mn of 575 Da, poly(ethylene glycol) diacrylate average with Mn of 700 Da, 2-hydroxyethyl acrylate (96 %), Isobornyl acrylate (technical grade), butyl acrylate (≥98%), sodium hydroxide (≥98%), ethyl 4-(dimethylamino)benzoate (≥99%), and camphorquinone (97%) were purchased from Sigma-Aldrich. Methyl red was purchased from Chem-Cruz. Hydroquinone (99.5%) was purchased from Acros Organics. Avobenzone (97.8%) was purchased from AmBeed. All chemicals were used as received.
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9

Synthesis of Photocurable Polymer Composites

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Ethylene glycol methyl ether acrylate (MEA), 1-butyl-3-methylimidazolium chloride ([BMIM]Cl), isobornyl acrylate (IBA), polyethylene (glycol) diacrylate (PEGDA, molecular weight 200), and photo-initiator 2,4,6-trimethylbenzoyl diphenylphosphine oxide (TPO) were purchased from Sigma-Aldrich, 3-sulfopropyl acrylate potassium salt (K[SPA]), methoxyphenol (MEHQ), and 1,6-hexanediol diacrylate (HDDA) were purchased from Shanghai Aladdin, and photo-initiator benzophenone (BP) was purchased from Shanghai Macklin. All chemicals were used as received without further purification.
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10

Perovskite Nanocrystal Synthesis and Characterization

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Cesium carbonate (Cs2CO3, 99 %), Lead(II) bromide (PbBr2, ≥98 %), lead(II) iodide (PbI2, 99.999 %), lead(II) Chloride (PbCl2, 98 %), 1-octadecene (ODE, 90 %), oleic acid (OA, 95 %), oleylamine (OAm), hexane anhydrous (95 %), toluene anhydrous (99.8 %), isobornyl acrylate, dipentaerythritol penta-/hexa-acrylate, diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide, IGEPAL 520, IGEPAL 630, diethylene glycol (99 %), triethylene glycol (99 %), glycerol (≥99 %), propylene glycol monoether acetate (PGMEA, ≥9.5), and molybdenum trioxide (MoO3, 99.97 %) from Sigma-Aldrich were used without additional purification. N,N-bis(naphthalen-1-yl)-N,Nbis(phenyl)benzidine (NPB), tris(4-carbazoyl-9-ylphenyl)amine (TCTA), N,N′-dicarbazolyl-3,5-benzene (mCP), bis[2-(4,6-difluoro -phenyl)pyridinato-C2,N](picolinato)iridium(III) (FIrpic), 2,2,2′′- (1,3,5-benzinetriyl)-tris(1-phenyl-1-H-benzimidazole) (TPBI), and lithium fluoride (LiF) (1 nm) were purchased from OSM. Aluminum (Al) and silver (Ag) were obtained from TASCO. Indium-tin oxide (ITO) was purchased from GUNZE [6] , [21] .
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