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5 protocols using hydrochloric acid solution

1

Silane-based Dental Primer Preparation

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As per the previous study [23 (link),26 (link)], the experimental silane agent consisted of primer A and primer B. Primer A was prepared by dissolving a silane mixture (50 mg) in ethanol (1 ml). The additional amount of BTE (Tokyo Chemical Industry, Tokyo, Japan) added to 3-MPS (ShinEtsu Chemical Industry, Tokyo, Japan) was 30 mol%. Primer B was prepared by using Hydrochloric acid solution. Hydrochloric acid solution (0.1 mol/L, Wako Pure Chemical Industries, Osaka, Japan) was diluted with distilled and deionized water (pH = 6.0) until the pH value of the Hydrochloric acid solution was 1.70. After that, the diluted Hydrochloric acid solution was mixed in ethanol by 50 vol%, which was obtained as the experimental primer B.
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2

Synthesis and Characterization of DMATMPyP

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DMATMPyP
was obtained by the methylation
of meso-(N,N-dimethyl-4-aminophenyl)-tris(p-pyridyl)porphyrin (DMATPyP). Synthesis of DMATPyP was
according to the previously reported method.47 (link) To obtain DMATMPyP, the methylation of DMATPyP was carried out according
to the literature.48 (link),49 (link) Details about the synthesis and
characterization of DMATMPyP are described in the Supporting Information. The spectroscopic-grade distilled
water was purchased from Dojin Chemicals Co. (Kumamoto, Japan). Sodium
phosphate buffer (pH 7.6) and NADH were from Nakalai Tesque Inc. (Kyoto,
Japan). Dimethyl sulfoxide-d6 and sodium
azide were from FUJIFILM Wako Pure Chemical Co. (Osaka, Japan). Methyl
iodide and diethyl ether were from Kanto Chemical Co., Inc. (Tokyo,
Japan). HSA was purchased from Sigma-Aldrich Co. LLC. (St. Louis,
MO, USA). These reagents were used as received. A sodium phosphate
buffer (pH 6.4) was prepared from disodium hydrogen phosphate dodecahydrate
and sodium dihydrogen phosphate dihydrate (Nacalai Tesque, Inc., Kyoto,
Japan). Sodium phosphate buffers (pH 4.4 and 3.2) were prepared from
sodium dihydrogen phosphate dihydrate (Nacalai Tesque, Inc.) and 0.05
M phosphoric acid (Kanto Chemical, Co. Inc., Tokyo. Japan). An acidic
solution (pH 2.0) was prepared from 0.1 M hydrochloric acid solution
(FUJIFILM Wako Pure Chemical Co.) and distilled water (FUJIFILM Wako
Pure Chemical Co.).
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3

Solubility Characterization of Meloxicam and Ezetimibe

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Mobic® tablet 10 mg (lot 289,004) was purchased from Boehringer Ingelheim GmbH (Ingelheim, Germany). Zetia® Tablet 10 mg (lot W025574) was purchased from Organon & Co. (Jersey City, NJ, USA). Drug powders of meloxicam (lot HSRPM-NQ) and ezetimibe (lot 3CDDL-BR) were purchased from Tokyo Chemical Industry Co., Ltd. (Tokyo, Japan). Acetonitrile, hydrochloric acid solution (1 mol/L), sodium perchlorate monohydrate, and perchloric acid were purchased from FUJIFILM Wako Pure Chemical (Osaka, Japan). Sodium chloride was purchased from Junsei Chemical Co., Ltd. (Tokyo, Japan). Maleic anhydride and sodium hydroxide solution (1 mol/L) were purchased from Kanto Chemical Co., Inc. (Tokyo, Japan). FaSSIF/FeSSIF/FaSSGF powder (lot FFF-0321-A), FaSSIF-V2 powder (lot V2FAS-0221-A), and FeSSIF-V2 powder (lot V2FES-0121-A) were purchased from Biorelevant.com Ltd. (London, United Kingdom).
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4

Silane Coupling Agent Preparation

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The silane coupling agent was double liquid, consisting of Primers A and B. Primer A was the mixture of 3-MPTS and BTE, and then 50 mg mixed silane was dissolved in 1 ml ethanol. The content of 3-MPTS and BTE in the mixed silane was 70 and 30 mol%, respectively. Hydrochloric acid solution was used (0.1 mol/L, Wako Pure Chemical Industries, Osaka, Japan) as a catalyst to accelerate the methoxyl hydrolysis of silanes. Firstly, the Hydrochloric acid solution was diluted to 0.05 mol/L by deionized distillation until the pH was 1.65. Secondly, the diluted hydrochloric acid aqueous solution was mixed with 50 vol% ethanol. This mixed solution was used as Primer B of the silane coupling agent in this experiment.
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5

Silane-based Primer Preparation

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Two experimental primers were prepared in this study. Primer A was a silane solution, and primer B was an acid solution to accelerate the silane hydrolysis. Primer A was prepared by dissolving the silanes (50 mg) γ-MPTS and BTS in 1 mL ethanol with a molar ratio of 7:3. Primer B was prepared by the following process: Firstly, a hydrochloric acid (0.05 mol/L) solution was obtained by diluting a hydrochloric acid solution (0.1 mol/L, Wako Pure Chemical Industries, Osaka, Japan) with distilled and de-ionized water (pH = 6.0). The pH value of the hydrochloric acid solution (0.05 mol/L) was 1.66 as measured by a pH meter (Shanghai Rex PHS-3). Primer B was obtained after adding the above hydrochloric acid solution to ethanol with a volume ratio of 1:1.
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