Trimethylolpropane triacrylate tmpta

Manufactured by Merck Group

Sourced in United States

Trimethylolpropane triacrylate (TMPTA) is a multifunctional acrylate monomer used in the formulation of various photopolymerizable resins and coatings. It acts as a crosslinking agent, improving the mechanical and thermal properties of the final product.

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Lab products found in correlation

8 protocols using trimethylolpropane triacrylate tmpta

Naturally Occurring Amine-Containing Cement

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Example 32

The following example provides a cement product of the invention that comprises a second component with a naturally occurring amine.

In a 20 ml vial, 1.3294 gm of 1,4-butanedioldiacrylate from Aldrich, was added with 0.6638 gm trimethylolpropane triacrylate (TMPTA) from Sigma-Aldrich. The mixture was stirred for 30 second, it was then reacted with 0.526 gm of spermidine from Alpha Aesar (Ward Hill, Mass.), and the reaction was stirred to homogenous mixture within 1 minute. The temperature rose from 25° C. to 57° C. in 2 minute. The working time was 3 minutes and the neat cement set to dried to touch in 5 minutes.

US10413632B2. Cement products and methods of making and using the same (2019-09-17). Pioneer Surgical Technology, Inc. [US]. Inventors: Juchui Ray Lin [US], Edward S. Ahn [US], Brian M. Schlossberg [US].

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Synthesis of 2-Aminobenzothiazole Derivatives

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All reagents used for the synthesis of 2-aminobenzothiazole derivatives, such as: 3,4-dihydroxy-3-cyclobutene-1,2-dione (squaric acid), 2-aminobenzothiazole, 2-amino-6-bromobenzothiazole, 2-amino-6-methylbenzothiazole, 1-butanol and toluene were purchased from Aldrich Chemical Co. (Milwaukee, WI, USA) and used without further purification. The spectroscopic grade solvents N,N-dimethylformamide (DMF), and 1-methyl-2-pyrrolidinone (MP) were supplied by Alfa Aesar (Heysham, Lancashire, UK) and Aldrich Chemical Co. (Milwaukee, WI, USA). Diphenyliodonium chloride (I1) was purchased from Acros Organics (Carlsbad, CA, USA) and other iodonium salts, such as: (4-methoxyphenyl)-(4-nitrophenyl) iodonium p-toluenesulfonate (I81) and (3-bromophenyl)-(4-methoxyphenyl)iodonium p-toluenesulfonate (I84) were synthesized by scientists from Cracow University of Technology, as described in the literature [50 (link)]. The chemical structures of iodonium salts I1, I81 and I84 used as co-initiators in photopolymerization experiments are shown in Scheme 1. Trimethylolpropane triacrylate (TMPTA, from Sigma Aldrich, Burlington, MA, USA) was applied as a model acrylate monomer for the composition polymerized by a radical mechanism.

Balcerak A., Kabatc J., Czech Z., Nowak M, & Mozelewska K. (2021). High-Performance UV-Vis Light Induces Radical Photopolymerization Using Novel 2-Aminobenzothiazole-Based Photosensitizers. Materials, 14(24), 7814.

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Reagents for Dye Synthesis Protocols

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Reagents for dye synthesis were purchased from Alfa Aesar Co., Ward Hill, MA, USA (ninhydrin, 1,2-diaminobenzene) and Merck, Rahway, NJ, USA (ethyl bromoacetate, 2-indolinone, isatin, 1-methylisatin, 2-aminopyridine, 2-aminobenzaldehyde). Solvents used either for synthesis or spectroscopic measurements, i.e., acetic acid, isopropanol, ethanol, methanol, ethyl acetate, 1-methyl-2-pyrrolidinone (MP), chloroform, deuterated chloroform (CDCl₃) and dimethyl sulfoxide (DMSO-d₆) were provided by Merck. Monomer, trimethylolpropane triacrylate (TMPTA), commercial photoinitiator, camphorquinone (CQ) and electron donors: (phenylthio)acetic acid (PhTAA), phenylacetic acid (PhAA), 2-phenylpropionic acid (PhPA), N,N-dimethylaniline (DMA), 3-(phenylthio)acrylic acid (PhTACA) and hydrogen donor 2-mercaptobenzoxazole (MBX) were obtained from Sigma-Aldrich Co., St. Louis, MO, USA while N-phenyliminodiacetic acid (PhIAA) was from Lancaster, Kenilworth, NJ, USA. Thin layer chromatography plates (DC-Plastikfolien Silica gel 60 F254, 0.2 mm) from Merck Co. Rahway, NJ, USA.
The structures of the co-initiators used are shown in Figure 12. They are divided into two groups, i.e., electron donors and hydrogen atom donors.

Pyszka I, & Jędrzejewska B. (2024). Design of Dyes Based on the Quinoline or Quinoxaline Skeleton towards Visible Light Photoinitiators. International Journal of Molecular Sciences, 25(8), 4289.

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Naturally Occurring Amine-Based Cement Formulation

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Example 32

The following example provides a cement product of the invention that comprises a second component with a naturally occurring amine.

In a 20 ml vial, 1.3294 gm of 1,4-butanedioldiacrylate from Aldrich, was added with 0.6638 gm trimethylolpropane triacrylate (TMPTA) from Sigma-Aldrich. The mixture was stirred for 30 second, it was then reacted with 0.526 gm of spermidine from Alpha Aesar (Ward Hill, Mass.), and the reaction was stirred to homogenous mixture within 1 minute. The temperature rose from 25′ C to 57° C. in 2 minute. The working time was 3 minutes and the neat cement set to dried to touch in 5 minutes.

US09993576B2. Cement products and methods of making and using the same (2018-06-12). Pioneer Surgical Technology, Inc. [US]. Inventors: Juchui Ray Lin [US], Edward S. Ahn [US], Brian M. Schlossberg [US].

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Naturally Occurring Amine Cement Formulation

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Example 32

The following example provides a cement product of the invention that comprises a second component with a naturally occurring amine.

In a 20 ml vial, 13294 gm of 1,4-butanedioldiacrylate from Aldrich, was added with 0.6638 gm trimethylolpropane triacrylate (TMPTA) from Sigma-Aldrich. The mixture was stirred for 30 second, it was then reacted with 0.526 gm of spermidine from Alpha Aesar (Ward Hill, Mass.), and the reaction was stirred to homogenous mixture within 1 minute. The temperature rose from 25° C. to 57° C. in 2 minute. The working time was 3 minutes and the neat cement set to dried to touch in 5 minutes.

US10799610B2. Cement products and methods of making and using the same (2020-10-13). Pioneer Surgical Technology, Inc. [US]. Inventors: Juchui Ray Lin [US], Edward S. Ahn [US], Brian M. Schlossberg [US].

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Synthesis of Photocurable Polymer Composites

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In this study, urethane diacrylate oligomer (BOMAR™ 7432-GB) was generously supplied by Dymax Corporation Solutions while 2-ethylhexyl acrylate (2-EHA), methyl methacrylate (MMA), trimethylolpropane triacrylate (TMPTA) and heptadecafluorodecyl methacrylate (HDFDMA, 97%) were all obtained from Sigma Aldrich, Sdn. Bhd., Kuala Lumpur, Malaysia. The photoinitiator, Chivacure^® 300 was obtained from Chitec Technology Co., Ltd., Taiwan. All the chemicals were used without further purification and their structures were shown in Figure 1.

Ghazali S.K., Adrus N., Majid R.A., Ali F, & Jamaluddin J. (2021). UV-LED as a New Emerging Tool for Curable Polyurethane Acrylate Hydrophobic Coating. Polymers, 13(4), 487.

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Synthesis and Characterization of Thermoresponsive Hydrogels

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N-Isopropylacrylamide (NiPAAm) (Tokyo Chemical Industry [TCI], Tokyo, Japan), hexane (Sigma-Aldrich), trimethylolpropane triacrylate (TMPTA) (Sigma-Aldrich), dimethylaminoethyl acrylate (DMAEA) (Sigma-Aldrich, Taufkirchen, Germany), 4-acryloylmorpholine (AMO) (Sigma-Aldrich), phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide (BAPO or Irgacure819) (Sigma-Aldrich), absolute ethanol (EtOH) (Sigma-Aldrich), tetrahydrofurfuryl alcohol polyethylene glycol ether (glycofurol or GF) (Sigma-Aldrich), Dulbecco’s phosphate buffered saline (PBS) (Sigma-Aldrich), calcein-AM (Thermo Fisher Scientific, Waltham, MA, USA), ethidium homodimer (EthD-1) (Thermo Fisher Scientific), low-glucose Dulbecco’s modified Eagle’s medium (DMEM) (Merk), penicillin streptomycin (pen/strep) (Gibco, Thermo Fisher Scientific, Waltham, Massachusetts, USA), and fetal bovine serum (FBS) (Sigma-Aldrich) were purchased and used as received. L929 fibroblasts and C2C12 myoblasts were purchased from CLS Cell Lines Service GmbH (Eppelheim, Germany).
The NiPAAm was purified before use. In brief, the NiPAAm was dissolved in dried warm hexane under constant magnetic stirring. The solution was placed at −20 °C to encourage recrystallization of the NiPAAm. The recrystallized NiPAAm was then separated with a cylindrical funnel and washed again with cold hexane and dried under reduced atmospheric pressure for 72 h.

Vejjasilpa K., Maqsood I., Schulz-Siegmund M, & Hacker M.C. (2022). Adjustable Thermo-Responsive, Cell-Adhesive Tissue Engineering Scaffolds for Cell Stimulation through Periodic Changes in Culture Temperature. International Journal of Molecular Sciences, 24(1), 572.

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Thiol-Ene Photopolymerization of Multifunctional Monomers

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The following thiols and alkenes were used as monomers (Figure 1): diallyl adipate (DAA, TCI chemicals, Tokyo, Japan), tri(ethylene glycol) divinyl ether (TEG-DVE, Merck Group, Darmstadt, Germany), trimethylolpropane triacrylate (TMPTA, Sigma-Aldrich, St. Louis, MO, USA, contains 600 ppm monomethyl ether hydroquinone as inhibitor), neopentyl glycol diacrylate (NPG, Sigma-Aldrich, St. Louis, MO, USA), 1,3,5-triallyl-1,3,5-triazin-2,4,6-(1H,3H,5H)-trion (TATT, Sigma-Aldrich, St. Louis, MO, USA), trimethylolpropane tris (3-mercaptopropionate) (trithiol, Sigma-Aldrich, St. Louis, MO, USA 95%), tris(2-(3-mercaptopropionyloxy)ethyl) isocyanurate (TMPIC, Bruno Bock, Marschacht, Germany), ethylenbis(3-mercaptopropionat) (Dithiol, Bruno Bock, Marschacht, Germany), pentaerythrit-tetrakis-(3-mercapto-propionat) (Tetrathiol, Bruno Bock, Marschacht, Germany). 2-methyl-4′-(methylthio)-2 morpholinopropiophenone (MMP) purchased from Sigma-Aldrich (Merck Group, Darmstadt, Germany) was used as a photoinitiator. Ellman’s test was performed with 5,5′-dithiobis(2-nitrobenzoic acid) (DTNB, ReagentPlus^®, 99%) purchased from Sigma Aldrich (Merck Group, Darmstadt, Germany).

Suvarli N., Perner-Nochta I., Hubbuch J, & Wörner M. (2021). Thiol-Functional Polymer Nanoparticles via Aerosol Photopolymerization. Polymers, 13(24), 4363.

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