Target-Specific Capture of Environmentally Relevant Gaseous Aldehydes and Carboxylic Acids with Functional Nanoparticles

Campbell McKenzie L.; Guerra Fernanda D.; Dhulekar Jhilmil; Alexis Frank; Whitehead Daniel C.

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Target-Specific Capture of Environmentally Relevant Gaseous Aldehydes and Carboxylic Acids with Functional Nanoparticles

机译：特定目标捕获功能性纳米颗粒与环境相关的气态醛和羧酸

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Aldehyde and carboxylic acid volatile organic compounds (VOCs) present significant environmental concern due to their prevalence in the atmosphere. We developed biodegradable functional nanoparticles comprised of poly(D,L-lactic acid)-poly(ethylene glycol)-poly(ethyleneimine) (PDLLA-PEG-PEI) block co-polymers that capture these VOCs by chemical reaction. Polymeric nanoparticles (NPs) preparation involved nanoprecipitation and surface functionalization with branched PEI. The PDLLA-PEG-PEI NPs were characterized by using TGA, IR, H-1 NMR, elemental analysis, and TEM. The materials feature 1 degrees, 2 degrees, and 3 degrees amines on their surface, capable of capturing aldehydes and carboxylic acids from gaseous mixtures. Aldehydes were captured by a condensation reaction forming imines, whereas carboxylic acids were captured by acid/base reaction. These materials reacted selectively with target contaminants obviating off-target binding when challenged by other VOCs with orthogonal reactivity. The NPs outperformed conventional activated carbon sorbents.

机译：醛和羧酸挥发性有机化合物（VOC）由于其在大气中的普遍存在而引起了严重的环境问题。我们开发了由聚（D，L-乳酸）-聚（乙二醇）-聚（乙烯亚胺）（PDLLA-PEG-PEI）嵌段共聚物组成的可生物降解的功能性纳米颗粒，可通过化学反应捕获这些VOC。聚合物纳米颗粒（NPs）的制备涉及纳米沉淀和支链PEI的表面功能化。通过使用TGA，IR，H-1 NMR，元素分析和TEM表征PDLLA-PEG-PEI NP。该材料的表面具有1度，2度和3度胺，能够从气体混合物中捕获醛和羧酸。通过缩合反应形成亚胺来捕获醛，而通过酸/碱反应来捕获羧酸。当受到其他具有正交反应性的VOC的挑战时，这些物质与目标污染物选择性地发生反应，从而避免了脱靶结合。 NP的性能优于常规活性炭吸附剂。

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《Chemistry: A European journal》 |2015年第42期|共9页
作者
Campbell McKenzie L.; Guerra Fernanda D.; Dhulekar Jhilmil; Alexis Frank; Whitehead Daniel C.;
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gaseous pollutants; nanoparticles; poly(ethyleneimine); poly(lactic acid); polymers;

机译：气态污染物;纳米粒子;聚（乙烯亚胺）;聚（乳酸）;聚合物;

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1. Target-Specific Capture of Environmentally Relevant Gaseous Aldehydes and Carboxylic Acids with Functional Nanoparticles [J] . Campbell McKenzie L., Guerra Fernanda D., Dhulekar Jhilmil, Chemistry: A European journal . 2015,第42期

机译：特定目标捕获功能性纳米颗粒与环境相关的气态醛和羧酸
2. Flavouring Group Evaluation 62 Rev1 (FGE.62 Rev1): Consideration of of linear and branched‐chain aliphatic unsaturated, unconjugated alcohols, aldehydes, acids, and related esters evaluated by JECFA (61st and 68th meeting) structurally related to branched‐ and straight‐chain unsaturated carboxylic acids and esters of these with aliphatic saturated alcohols evaluated by EFSA in FGE.05Rev2 (2010) and to straight‐ and branched‐chain aliphatic unsaturated primary alcohols, aldehydes, carboxylic acids, and esters evaluated by EFSA in FGE.06Rev1 (2008) [J] . EFSA Journal . 2010,第11期

机译：香精基团评估报告62 Rev1（FGE.62 Rev1）：考虑了由JECFA评估的直链和支链脂族不饱和，未共轭的醇，醛，酸和相关酯（61 st 和68
3. Environmentally benign oxidation reaction of aldehydes to their corresponding carboxylic acids using Pd/C with NaBH4 and KOH [J] . Minkyung Lim, Cheol Min Yoon, Gwangil An Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2007,第22期

机译：使用NaBH4和KOH的Pd / C对醛进行环境友好的氧化反应生成相应的羧酸
4. FURAN-SUBSTITUTED ALIPHATIC HYDROCARBONS, ALCOHOLS, ALDEHYDES, KETONES, CARBOXYLIC ACIDS AND RELATED ESTERS, SULFIDES, DISULFIDES AND ETHERS (addendum) [C] . G.M. Williams, A. Mattia, A. Renwick Meeting of the Joint Food and Agriculture Organization of the United Nations/World Health Organization Expert Committee on Food Additives . 2009

机译：呋喃 - 取代的脂族碳氢化合物，醇，醛，酮，羧酸和相关酯，硫化物，二硫化物和醚（addencum）
5. Selective surface chemistry of bifunctional carboxylic acid, aldehyde and alcohol on silicon(100)2x1: Exploring competition between alkyl, alkenyl, carboxyl, hydroxyl, and carbonyl groups in surface functionalization [D] . Ebrahimi, Maryam 2009

机译：硅（100）2x1上双官能羧酸，醛和醇的选择性表面化学：探索表面官能化中烷基，烯基，羧基，羟基和羰基之间的竞争
6. KetoABNO/NOx Co-Catalytic Aerobic Oxidation of Aldehydes to Carboxylic Acids and Access to α-Chiral Carboxylic Acids via Sequential Asymmetric Hydroformylation/Oxidation [O] . Kelsey C. Miles, M. Leigh Abrams, Clark R. Landis, -1

机译：酮的KetoABNO / NOx共催化有氧氧化为羧酸并通过不对称加氢甲酰化/氧化反应获得α-手性羧酸
7. EFSA Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids (CEF); Scientific Opinion on Flavouring Group Evaluation 10, Revision 3 (FGE.10Rev3): Aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones from chemical groups 9, 13 and 30 [O] . Larsen John Christian, Nørby Karin Kristiane, Beltoft Vibe Meister, 2012

机译：EFsa食品接触材料，酶，调味剂和加工助剂专家组（CEF）;关于调味组评价的科学观点10，修订版3（FGE.10Rev3）：脂肪族伯和仲饱和和不饱和醇，醛，缩醛，羧酸和含有额外氧化官能团的酯和来自化学基团9,13和30的内酯
8. Reactivity of Carboxylic Acid and Ester Groups in the Functionalized Interfacial Region of 'Polyethylene Carboxylic Acid' (PE-CO2H) and Derivatives: Differentiation of the Functional Groups into Shallow and Deep Subsets Based on a [R] . Whitesides, G. M. 1986

机译：“聚乙烯羧酸”（pE-CO2H）及其衍生物功能化界面区中羧酸和酯基的反应性：基于a的官能团向浅，深子集的分化

Target-Specific Capture of Environmentally Relevant Gaseous Aldehydes and Carboxylic Acids with Functional Nanoparticles

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