Disclosed are a novel monofunctional polyethylene glycol (PEG) and derivatives thereof. More particularly, one terminal of each of the monofunctional polyethylene glycol and derivatives thereof is modified with a siloxy group. The novel monofunctional polyethylene glycol (PEG) offers an alternative to methoxy polyethylene glycol.

Provided herein are polymeric α-hydroxy aldehyde or α-hydroxy ketone reagents which can be conjugated to amine-containing compounds to form stable conjugates in a single-step reaction. In selected embodiments, the polymeric reagent itself incorporates an internal proton-abstracting (basic) functional group, to promote more efficient reaction. The substituent is appropriately situated, via a linker if necessary, to position the group for proton abstraction, preferably providing a 4- or 5-bond spacing between the abstracting atom and the hydrogen atom on the α-carbon. Also provided are methods of using the reagents and stable, solubilized conjugates of the reagents with biologically active compounds. In preferred embodiments, the polymeric component of the reagent or conjugate is a polyethylene glycol.

The present invention relates to the use of at least one tetrafunctional non-ionic amphiphilic block copolymer as a vehicle for capped or uncapped mRNA for intracellular delivery for gene therapy.

This disclosure provides improved lipid-based compositions, including lipid nanoparticle compositions, and methods of use thereof for delivering agents in vivo including nucleic acids and proteins. These compositions are not subject to accelerated blood clearance and they have an improved toxicity profile in vivo.

An anti-static agent containing a polyether compound having a cationic group is provided. According to the present invention, an anti-static agent can be provided which has excellent compatibility with a resin material and a rubber material as well as excellent anti-static properties.

The present invention relates to a composition comprising an amino acid-modified polymer, a carboxypolysaccharide, and may further include a metal ion for anti-adhesion and vector application. More specifically, the invention relates to a thermosensitive composition having enhanced mechanical and improved water-erosion resistant properties for efficiently preventing tissue adhesions and can serve as a vector with bio-compatible, bio-degradable/absorbable, and in-vivo sustainable properties.

Synthetic amino acid-modified polymers and methods of making the same and using the same are disclosed. The synthetic amino acid-modified polymers possess distinct thermosensitive, improved water-erosion resistant, and enhanced mechanical properties, and are suitable of reducing or preventing formation of postoperative tissue adhesions. Additionally, the amino acid-modified polymers can also be used as a vector to deliver pharmaceutically active agents.

Processes for producing a fluorinated ether compound are provided by which fluorinated ether compound capable of imparting excellent water/oil repellency, to a substrate surface or a hard coat layer can be easily produced in high yield. A process comprising reacting R.sup.f(CF.sub.2).sub.a—CF.sub.2OC(═O)R.sup.f4 or R.sup.f(CF.sub.2).sub.a—C(═O)X.sup.1 with HN(—R.sup.1CH═CH.sub.2).sub.2 to obtain R.sup.f(CF.sub.2).sub.a—C(═O)N(—R.sup.1CH.sub.2═CH.sub.2).sub.2 and a process comprising obtaining the above product and reacting the product with HSiR.sup.2.sub.nL.sub.3−n to obtain R.sup.f(CF.sub.2).sub.a—C(═O)N(—R.sup.1CH.sub.2CH.sub.2SiR.sup.2.sub.nL.sub.3−n).sub.2 wherein R.sup.f is a linear polyfluoroalkyl group having at least two carbon atoms and at least one etheric oxygen atom between carbon atoms, R.sup.f4 is a C.sub.1-30 perfluoroalkyl group or the like, X.sup.1 is a halogen atom, R.sup.1 is an alkylene group, a is an integer of from 1 to 5, R.sup.2 is a monovalent hydrocarbon group, L is a hydrolyzable group, and n is an integer of from 0 to 2.

A method simply produces a narrowly distributed and high-purity polyalkylene glycol derivative having an amino group at an end without using a heavy metal catalyst. A method for producing a polyalkylene glycol derivative having an amino group at the end by reacting a compound represented by the general formula (V) with an alkylene oxide, then reacting a reaction product with an electrophile represented by the general formula (I), and deprotecting the obtained product without using a heavy metal:
R.sub.A.sup.3O(R.sub.A.sup.4O).sub.k−1R.sub.A.sup.4O.sup.−M.sup.+  (V) wherein R.sub.A.sup.3 represents a linear, branched, or cyclic hydrocarbon group having 1 to 20 carbon atoms; R.sub.A.sup.4 represents an alkylene group having 2 to 8 carbon atoms; k represents an integer of 2 to 5; and M represents an alkali metal; ##STR00001## wherein R.sub.A.sup.1a and R.sub.A.sup.1b each independently represent a protective group of the amino group, or one of R.sub.A.sup.1a and R.sub.A.sup.1b represents H and the other represents a protective group of the amino group, or R.sub.A.sup.1a and R.sub.A.sup.1b bind to each other to form a cyclic protective group, and the protective group is deprotectable without using a heavy metal; R.sub.A.sup.2 represents a linear, branched, or cyclic hydrocarbon group having 1 to 6 carbon atoms; and X represents a leaving group.

Processes for producing a fluorinated ether compound are provided by which fluorinated ether compound capable of imparting excellent water/oil repellency, to a substrate surface or a hard coat layer can be easily produced in high yield. A process comprising reacting R.sup.f(CF.sub.2).sub.a—CF.sub.2OC(═O)R.sup.f4 or R.sup.f(CF.sub.2).sub.a—C(═O)X.sup.1 with HN(—R.sup.1CH═CH.sub.2).sub.2 to obtain R.sup.f(CF.sub.2).sub.a—C(═O)N(—R.sup.1CH.sub.2═CH.sub.2).sub.2 and a process comprising obtaining the above product and reacting the product with HSiR.sup.2.sub.nL.sub.3-n to obtain R.sup.f(CF.sub.2).sub.a—C(═O)N(—R.sup.1CH.sub.2CH.sub.2SiR.sup.2.sub.nL.sub.3-n).sub.2 wherein R.sup.f is a linear polyfluoroalkyl group having at least two carbon atoms and at least one etheric oxygen atom between carbon atoms, R.sup.f4 is a C.sub.1-30 perfluoroalkyl group or the like, X.sup.1 is a halogen atom, R.sup.1 is an alkylene group, a is an integer of from 1 to 5, R.sup.2 is a monovalent hydrocarbon group, L is a hydrolyzable group, and n is an integer of from 0 to 2.