PATENT CLAIM ANALYSIS

Application Number: 16191369
Application Type: Utility
Filing Date: 2018-11
Publication Date: 2019-03
Patent Classification: ["524", "555000"]

Abstract:
Micro-nano materials, products obtained by covalently modifying the surfaces of micro/nano materials with hydrophilic materials, and methods for making the same. The micro/nano materials on the surfaces have carboxyl groups or/and pro-carboxyl groups which are converted into their active esters. The products are covalently modified by forming amide bonds between the active esters on the surfaces and the modification agents; where the modification agents are hydrophilic compounds and/or hydrophilic polymers bearing primary and/or secondary aliphatic amines. Monomers bearing carboxyl groups and/or pro-carboxyl groups are used to produce an adequate number of carboxyl groups and/or pro-carboxyl groups on the surface of a polymer material to be modified. The carboxyl groups and/or pro-carboxyl groups are converted into active esters. A reasonably-sized modification agent bearing primary and/or secondary amines, zwitterions and hydrophilic linear spacer arms is used to form amide bonds and obtain a covalently modified surface layer.

Claim (Index 7):
The method of  claim 1 , wherein the A type modification agent further comprises an A3 subtype modification agent, an A4 subtype modification agent, an A5 subtype modification agent and an A6 subtype modification agent; wherein\n the A3 subtype modification agent has an amphoteric ion pair and at least two primary aliphatic amines and/or secondary aliphatic amines which react with the active ester, or only one primary aliphatic amine or one secondary aliphatic amine which reacts with the active ester and at least one carboxyl group or one pro-carboxyl group; the A4 subtype modification agent has an amphoteric ion pair, and only one primary aliphatic amine or secondary aliphatic amine which reacts with the active ester, but does not contain the carboxyl group or the pro-carboxyl group suitable for subsequent modification to form the next modification layer; unless the last layer of covalent modification is to be realized, the A4 subtype modification agent is not used alone and is not mixed with the A2 subtype modification agent and the B3 subtype modification agent in any ratio in step b; the A5 subtype modification agent is an anionic subtype modification agent, the A6 subtype modification agent is a cationic subtype modification agent; the A5 subtype modification agent comprises one or more sulfonic acid anions and/or phosphate anions; the A5 subtype modification agent containing one primary aliphatic amine or secondary aliphatic amine is classified into A5-1; the A5 subtype modification agent containing at least two primary aliphatic amines and/or secondary aliphatic amines is classified into A5-2; the A6 subtype modification agent contains one or more of quaternary ammonium cations or tertiary amine cations; the A6 subtype modification agent containing one primary aliphatic amine or secondary aliphatic amine is classified into A6-1; the A6 subtype modification agent containing at least two primary aliphatic amines and/or secondary aliphatic amines is classified into A6-2; the A5 subtype modification agent and the A6 subtype modification agent are combined for covalent modification of the micro/nano material bearing active ester on the surface to obtain an ion pair-modified layer; in step b, the A3 subtype modification agent is used alone, or mixed with one or all of the A1 subtype modification agent, the A2 subtype modification agent, the A4 subtype modification agent, the B1 subtype modification agent, the B2 subtype modification agent and the B3 subtype modification agent in any ratio; unless the modification is to be completed, the ratio of the sum of the molar amount of the A1 subtype modification agent, the A3 subtype modification agent, the B1 subtype modification agent and the B2 subtype modification agent in a mixture modification agent is greater than 10%; in step b, the A4 subtype modification agent is mixed with one or all of the A1 subtype modification agent, the A3 subtype modification agent, the B1 subtype modification agent, the B2 subtype modification agent and the B4 subtype modification agent in any ratio; unless the modification is to be completed, the ratio of the sum of the molar amount of the A1 subtype modification agent, the A3 subtype modification agent, the B1 subtype modification agent, the B2 subtype modification agent and the B4 subtype modification agent in the mixture modification agent is greater than 10%; in step b, the A5 subtype modification agent and the A6 subtype modification agent are used in combination, and in the mixture of the modification agents, sulfonic acid anions or/and phosphate anions from the A5 subtype modification agent and quaternary ammonium and tertiary amine cations from the A6 subtype modification agent are equivalent in molar amount; in step b1, with any of the modification agents and mixtures thereof in any ratio, if the active ester on the surface of the micro/nano material is derived from CDI or TPG derivatives, the micro/nano material and the modification agents are suspended for reaction in an inert organic solvent or a neutral aqueous solution or in a mixed solvent thereof for modification reaction of 10 minutes or more; or else, the micro/nano material to be modified and the modification agents are suspended for reaction in an inert organic solvent for modification reaction of 10 minutes or more; in step b1, unless the A2 subtype modification agent or the B3 subtype modification agent is used alone or a mixture thereof in any ratio are used, in an inert organic solvent, one of the active esters of haloacetic acid, O-Ts glycolic acid, N-bromoacetyl-6-aminocaproate, N-trifluoroacetylglycine, glycidyl-succinic acid monoester, 4-butyraldehyde acid and S-acetyl thioglycolate, or a mixture thereof in any ratio, is used to react with the primary aliphatic amine and the secondary aliphatic amine on the surface of a modified material to block the amine group on the surface thereof and synchronously obtain the pro-carboxyl group; the molar amount of the active esters are in more than 10% excess to reactive aliphatic amine group on the surface of the modified micro/nano material, to produce halogenated hydrocarbons, O-Ts esters, epoxy groups, trifluoroacetamide groups, aldehyde groups and acetyl protected sulfhydryl groups generated on the surface as the pro-carboxyl groups; in step b2, when the A1 subtype modification agent or/and the A2 subtype modification agent are used in the previous covalent modification step, one of the active esters of haloacetic acid, N-bromoacetyl-6-aminocaproate, O-Ts glycolic acid, glycidyl-succinic acid monoester, N-trifluoroacetylglycine, 4-butyraldehyde acid and S-acetyl thioglycolate, or a mixture thereof in any ratio, is used to block the primary aliphatic amine and the secondary aliphatic amine remaining on the surface of the modified material, and then 1,3-propyl sulfonyl ester which is in more than 10% excess to the molar amount of the dialkyl-substituted tertiary amine on the surface of the modified material is used in an inert organic solvent to convert an dialkyl tertiary amine from the A1 subtype modification agent and the A2 subtype modification agent into a zwitterion in the modification layer, with the quaternary ammonium adjacent to the sulfonic acid; and then the carboxyl group and the pro-carboxyl group on the surface of the covalently modified product are converted into the active esters; in step b2, when the A1 subtype modification agent or the A2 subtype modification agent is not used in the previous covalent modification step, one of the active esters of haloacetic acid, N-bromoacetyl-6-aminocaproic acid, O-Ts hydroxyacetic acid, glycidyl-succinic acid monoester, N-trifluoroacetylglycine, 4-butyraldehyde and S-acetylmercaptoacetic acid, or a mixture thereof in any ratio, is used to block the primary aliphatic amine and the secondary aliphatic amine remaining on the surface of the modified product to obtain a pro-carboxyl group; and the carboxyl group and the pro-carboxyl group on the surface of the covalently modified product are then converted into active esters; wherein in step b2, the active ester on the surface of the covalently modified product reacts with a long linear amino acid to obtain a carboxyl group, or reacts with a linear polyamine containing multiple primary aliphatic amines to obtain an aliphatic amine group for reacting with a material containing a pro-carboxyl group and an active ester to regain pro-carboxyl groups or for reacting with a cyclic anhydride to regain pro-carboxyl group, a linking arm is thus inserted between the surface carboxyl groups or pro-carboxyl groups and the covalently modified product, and then the carboxyl group or pro-carboxyl group derived on the surface of the covalently modified product are further converted to active esters; in step c, in the previous covalent modification step, when the B1 subtype modification agent having the aliphatic amine group on one end and the carboxyl group on the other end is used alone, carboxyl group is directly obtained on the surface of the modification layer; when one of the B2 subtype modification agent and the B4 subtype modification agent or a mixture thereof in any ratio is used alone, in an inert organic solvent, one of active esters of haloacetic acid ester, O-Ts hydroxyacetic acid ester, N-bromoacetyl-6-aminocaproic acid ester, glycidyl-succinic acid ester, N-trifluoroacetylglycine ester, 4-butyraldehyde acid ester, S-acetylmercaptoacetic acid ester and disulfide-selective modification group corresponding material, or a mixture thereof in any ratio, is used to react with the primary aliphatic amine and the secondary aliphatic amine remaining on the surface of the modified material; and the molar amount of the active esters is in more than 10% excess to the molar amount of the reactive amine groups on the surface of the modified micro/nanomaterial, and one of the corresponding hydrocarbon, O-Ts ester, epoxy, trifluoroacetamide, aldehyde, protecting thiol and disulfide-selective modification group, or a mixture thereof, is generated; wherein in step c, in the previous covalent modification step, the A2 subtype modification agent is used alone to directly obtain the cationic surface functional group of the alkyl-substituted tertiary amine, an excess of 1,3-propyl sultone is further used to convert the alkyl tertiary amine on the surface of the A2 subtype modification agent into amphoteric ions, with the quaternary ammonium adjacent to the sulfonic acid, to directly obtain a zwitterionic surface functional group; the B3 subtype modification agent is used alone, to directly obtain a neutral and inert hydrophilic surface functional group; and wherein in step c, the carboxyl group or the pro-carboxyl group on the surface of the covalently modified product is converted into an active ester, to react with a long linear amino acid to re-obtain a carboxyl group, or to react with a linear polyamine containing multiple primary aliphatic amines to obtain an aliphatic amine group, for reacting with a material containing a pro-carboxyl group and an active ester to regain a pro-carboxyl group or reacting with a cyclic acid anhydride to regain a carboxyl group or reacting with an active ester containing other functional groups to obtain other forms of surface functional groups, thereby inserting a linking arm between the resulting surface functional groups and the covalently modified product.

Metadata:
- Claim Count in Document: 15.0
- Percentile: 98.0
- Lexical Diversity: 2.09459
- Patent Class: 524.0
- Transitional Phrase Type: none
- Component Type: 0
- Foreign Priority: True
- Related Applications: ['13751295', '14639035', '14114813', '15398288', '15398254']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.8168017604790866
- 35 USC 102 Novelty (BERT): 0.4816056359312751
- Combined Prediction Score: 0.7832821480243054
- Mean Citation Score: 181.042228
- Max Citation Score: 186.06807
- Similarity Product: 124.25243263742924

Labels:
- Claim Label 101: 1
- Claim Label 102: 1
- Claim Label 103: 0
- Claim Label 112: 1
- Combined Label: 1
- Label 101 Adjusted: 1

Dataset: test