IPC분류정보
국가/구분 |
United States(US) Patent
등록
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국제특허분류(IPC7판) |
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출원번호 |
US-0299536
(1999-04-26)
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발명자
/ 주소 |
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출원인 / 주소 |
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대리인 / 주소 |
Renner, Kenner, Greive, Bobak, Taylor & Weber
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인용정보 |
피인용 횟수 :
21 인용 특허 :
39 |
초록
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A dry formulation for an integrated marking material for concrete and asphalt application comprises a cementitious mixture including a hydraulic or cementitious binder, a redispersible polymeric cement modifier, a retroreflective agent filler, and optionally, a reflective agent filler. The formulati
A dry formulation for an integrated marking material for concrete and asphalt application comprises a cementitious mixture including a hydraulic or cementitious binder, a redispersible polymeric cement modifier, a retroreflective agent filler, and optionally, a reflective agent filler. The formulation preferably includes a pigment, aggregate, a dispersant, a plasticizer, and/or a water reducer. The formulation optionally includes at least one admixture selected from an accelerator, an air entrainer, a defoamer, fibers, an inert filler, a natural clay, a pozzolanic filler, a retarder, a rheology modifier, a shrinkage compensating agent, a synthetic clay, a suspending agent, and a thickening agent. The marking material, when applied, has broadcast onto and embedded into its surface, additional retroreflective agents.
대표청구항
▼
A dry formulation for an integrated marking material for concrete and asphalt application comprises a cementitious mixture including a hydraulic or cementitious binder, a redispersible polymeric cement modifier, a retroreflective agent filler, and optionally, a reflective agent filler. The formulati
A dry formulation for an integrated marking material for concrete and asphalt application comprises a cementitious mixture including a hydraulic or cementitious binder, a redispersible polymeric cement modifier, a retroreflective agent filler, and optionally, a reflective agent filler. The formulation preferably includes a pigment, aggregate, a dispersant, a plasticizer, and/or a water reducer. The formulation optionally includes at least one admixture selected from an accelerator, an air entrainer, a defoamer, fibers, an inert filler, a natural clay, a pozzolanic filler, a retarder, a rheology modifier, a shrinkage compensating agent, a synthetic clay, a suspending agent, and a thickening agent. The marking material, when applied, has broadcast onto and embedded into its surface, additional retroreflective agents. h independently 1,4-phenylene, 1,4-phenylene in which one or more CH groups are replaced by N, 1,4-cyclohexylene 1,4-cyclohexylene in which one or two non-adjacent CH2groups are replaced in each case by O or S, 1,4-cyclohexenylene, 1,4-bicyclo(2,2,2)octylene, piperidine-1,4-diyl, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl, or 1,2,3,4-tetrahydro-naphthalene-2,6-diyl, wherein all these groups are unsubstituted, or mono- or polysubstituted with F, Cl, CN, OH, NO2,alkyl, alkoxy or alkanoyl groups having 1 to 7 C atoms, alkyl, alkoxy or alkanoyl groups having 1 to 7 C atoms wherein one or more H atoms is replaced in each case by F or Cl, or combinations thereof; m1 and m2 are each independently 0, 1 or 2, with m1+m21and L2are each independently F, Cl, CN, OH, NO2,or an alkyl, alkoxy or alkanoyl group having 1 to 7 C atoms, or an alkyl, alkoxy or alkanoyl group having 1 to 7 C atoms, wherein one or more H atoms is replaced in each case by F or Cl; r is in each case independently 0, 1, 2, 3 or 4; and R is H, CN, halogen or a straight-chain or branched alkyl radical with up to 25 C atoms which is unsubstituted, or mono- or polysubstituted by halogen or CN, and optionally one or more non-adjacent CH2groups to be replaced, in each case independently from one another, by --O--, --S--, --NH--, --N(CH3)--, --CO--, --COO--, --OCO--, --OCO--O--, --S--CO--, --CO--S-- or --C≡C-- in such a manner that oxygen atoms are not linked directly to one another, or alternatively R has one of the meanings of P--(Sp--X)n--; with the provisos that: a) when P is CH2=CW--COO--or and m1+m2 is 0, then R is P--(Sp--X)n--, at least one r is different from 0, or both; b) when P is CH2=CW--COO--and one of --(A1--Z1)m1-- and --(A2--Z2)m2-- is substituted or unsubstituted phenylene and the other is a single bond, then R is P--(Sp--X)n,n is 1, or both; and c) when m1+m2 is 2, then neither A1nor A2are cyclohexylene; d) when P is CH2=CW--COO--,m1+m2 is 0, R is P--(Sp--X)n,both n are 1, and both r are 1, then at least one of L1and L2is not F. 2. A polymerizable mesogenic tolane according to claim 1, wherein one or both of --(A1--Z1)m1-- and --(Z2--A2)m2-- are, independently of each other, selected from formulae IIa-IIf and their mirror images, which are linked via Z to the tolane group in formula I, wherein Z is --COO--, --OCO--, --CH2CH2--, --OCH2--, --CH2O--, --CH=CH--, --CH=CH--COO--, --OCO--CH=CH--, --C≡C--, or a single bond, L in each case independently is halogen, CN, OH, NO2or an alkyl, alkoxy or alkanoyl group having 1 to 7 C atoms, wherein one or more H atoms may be, in each case, replaced by F or Cl, and r is 0, 1, 2, 3 or 4. 3. A polymerizable mesogenic tolane according to claim 1, wherein m1 is 1 and m2 is 0. 4. A polymerizable mesogenic tolane according to claim 2, wherein m1 is 1 and m2 is 0. 5. A polymerizable mesogenic tolane according to claim 1, wherein P is an acryl, methacryl, vinyl or epoxy group. 6. A polymerizable mesogenic tolane according to claim 2, wherein P is an acryl, methacryl, vinyl or epoxy group. 7. A polymerizable mesogenic tolane according to claim 3, wherein P is an acryl, methacryl, vinyl or epoxy group. 8. A polymerizable mesogenic tolane according to claim 1, wherein R is P--(Sp--X)n--. 9. A polymerizable mesogenic tolane according to claim 8, wherein the two P--(Sp--X)n-- groups are different from one another. 10. A polymerizable mesogenic tolane according to claim 1, wherein n is 1 and Sp is alkylene with 1 to 12 C atoms. 11. A polymerizable tolane according to claim 1, wherein R is a chiral group of formula III having up to 25 C atoms wherein X is --O--, --S--, --CO--, --COO--, --OCO--, --OCOO-- or a single bond, Q1is an alkylene or alkylene-oxy group with 1 to 10 C atoms or a single bond, Q2is an alkyl or alkoxy group with 1 to 10 C atoms which may be unsubstituted, mono- or polysubstituted by halogen or CN, it being also possible for one or more non-adjacent CH2groups to be replaced, in each case independently from one another, by --C≡C--, --O--, --S--, --NH--, --N(CH3)--, --CO--, --COO--, --OCO--, --OCO--O--, --S--CO-- or --CO--S-- in such a manner that oxygen atoms are not linked directly to one another, and Q3is halogen, a cyano group or an alkyl or alkoxy group with 1 to 4 C atoms which is different from Q2. 12. A polymerizable liquid crystal composition comprising at least two polymerizable components, wherein at least one of said components is a compound according to claim 1. 13. A composition according to claim 12, wherein said composition contains at least one polymerizable mesogenic compound having two or more polymerizable terminal groups. 14. A linear or crosslinked polymer obtainable by polymerization of at least one compound according to claim 1. 15. A linear or crosslinked polymer obtainable by polymerization of a composition according to claim 12. 16. In a liquid crystal display, the improvement wherein said display contains one or more tolanes according to claim 1. 17. In a liquid crystal display, the improvement wherein said display contains one or more polymers according to claim 14. 18. In an optical element containing a mesogenic material, the improvement wherein one or more tolanes according to claim 1 form at least a part of said mesogenic material. 19. In an optical element containing a mesogenic material, the improvement wherein a composition according to claim 12 forms at least a part of said mesogenic material. 20. In an optical element containing a mesogenic material, the improvement wherein said mesogenic material contains at least one polymer according to claim 14. 21. A polymerizable mesogenic tolane of formula I wherein P is CH2=CW--COO--,WCH=CH--O--, or CH2=CH-Phenyl-(O)k--; W is H, CH3,or Cl, k is 0 or 1; Sp is a spacer group having 1 to 25 C atoms; X is --O--, --S--, --CO--, --COO--, --OCO--, --CO--NH--, --NH--CO--, --CH2CH2--, OCH2--, --CH2O, --SCH2--, --CH2S--, --CH=CH--, --CH=CH--COO--, --OCO--CH=CH--, --C≡C--, or a single bond; n is 0 or 1, Z1and Z2are each independently --COO--, --OCO--, --CH2CH2--, --OCH2--, --CH2O--, --CH=CH--, --CH=CH--COO--, --OCO--CH=CH--, --C≡C--, or a single bond; A1and A2are each independently 1,4-phenylene, 1,4-phenylene in which one or more CH groups are replaced in each case by N, 1,4-cyclohexylene, 1,4-cyclohexylene in which one or two nonadjacent CH2groups are replaced in each case by O or S, 1,4-cyclohexenylene, 1,4-bicyclo(2,2,2)octylene, piperidine-1,4-diyl, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl, or 1,2,3,4-tetrahydronaphthalene-2,6-diyl, wherein all these groups are unsubstituted, or mono- or polysubstituted with F, Cl, CN, OH, NO2,alkyl, alkoxy or alkanoyl groups having 1 to 7 C atoms, alkyl, alkoxy or alkanoyl group having 1 to 7 C atoms wherein one or more H atoms is replaced in each case by F or Cl, or combinations thereof, m1 is 1; m2 is o; L1and L2are each independently F, Cl, CN, OH, NO2,or an alkyl, alkoxy or alkanoyl group having 1 to 7 C atoms, or an alkyl, alkoxy, or alkanoyl group having 1 to 7 C atoms, wherein one or more H atoms is replaced in each case by F or Cl, r is in each case independently 0, 1, 2, 3 or 4, and R is H, CN, halogen, or a straight- chain or branched alkyl radical with up to 25 C atoms which is unsubstituted, or mono- or polysubstituted by halogen or CN, and optionally one or more non-adjacent CH2groups is replaced, in each case independently from one another, by --O--, --S--, --NH--, --N(CH3)--, --CO--, --COO--, --OCO--, --OCO--O--, --S--CO--, --CO--S-- or --C≡C-- in such a manner that oxygen atoms are not linked directly to one another, or alternatively R has one of the meanings of P--(Sp--X)n--, with the proviso that: when P is CH2=CW--COO--and one of --(A1--Z1)m1-- and --(A2--Z2)m2-- is substituted or umsubstituted phenylene and the other is a single bond, then R is P--(Sp--X)n--, n is 1, or both. 22. A polymerizable mesogenic tolane of formula I wherein P is CH2=CW--COO--,WCH=CH--O--, or CH2=CH-Phenyl-(O)k--, W is H, CH3,or Cl, k is 0 or 1; Sp is a spacer group having 1 to 25 atoms; X is --O--, --S--, --CO--, --COO--, --OCO--, --CO--NH--, --NH--CO--, --CH2CH2--, OCH2--, --CH2O, --SCH2--, --CH2S--, --CH=CH--, --CH=CH--COO--, --OCO--CH=CH--, --C≡C--, or a single bond; n is 0 or 1, Z1and Z2are each independently --COO--, --OCO--, --CH2CH2--, --OCH2--, --CH2O--, --CH=CH--, --CH=CH--COO--, --OCO--CH=CH--, --C≡C--, or a single bond; A1and A2are each independently 1,4-phenylene, 1,4-phenylene in which one or more CH groups are replaced in each case by N, 1,4-cyclohexylene, 1,4-cyclohexylene in which one or two nonadjacent CH2groups are replaced in each case by O or S, 1,4-cyclohexenylene, 1,4-bicyclo(2,2,2)octylene, piperidine-1,4-diyl, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl, or 1,2,3,4-tetrahydronaphthalene-2,6-diyl, wherein all these groups are unsubstituted, or mono- or polysubstituted with F, Cl, CN, OH, NO2,alkyl, alkoxy or alkanoyl groups having 1 to 7 C atoms, alkyl, alkoxy or alkanoyl group having 1 to 7 C atoms wherein one or more H atoms is replaced in each case by F or Cl, or combinations thereof, m1 and m2 are each independently 0, 1 or 2, and m1+m21and L2are each independently F, Cl, CN, OH, NO2,or an alkyl, alkoxy or alkanoyl group having 1 to 7 C atoms, or an alkyl, alkoxy, or alkanoyl group having 1 to 7 C atoms, wherein one or more H atoms is replaced in each case by F or Cl, r is in each case independently 0, 1, 2, 3 or 4, and R is a chiral group of formula III having up to 25 C atoms wherein X is --O--, --S--, --CO--, --COO--, --OCO--, --OCOO-- or a single bond, Q1is an alkylene or alkylene-oxy group with 1 to 10 C atoms or a single bond, Q2is an alkyl or alkoxy group with 1 to 10 C atoms which may be unsubstituted, mono- or polysubstituted by halogen or CN, it being also possible for one or more non-adjacent CH2groups to be replaced, in each case independently from one another, by --C≡C--, --O--, --S--, --NH--, --N(CH3)--, --CO--, --COO--, --OCO--, --OCO--O--, --S--CO-- or --CO--S-- in such a manner that oxygen atoms are not linked directly to one another, and Q3is halogen, a cyano group or an alkyl or alkoxy group with 1 to 4 C atoms which is different from Q2, with the provisos that: a) when P is CH2=CW--COO--or and m1+m2 is 0, then, at least one r is different from 0; b) when P is CH2=CW--COO--and one of --(A1--Z1)m1-- and --(A2--Z2)m2-- is substituted or unsubstituted phenylene and the other is a single bond, then, n is 1; and c) when m1+m2 is 2, then A1and A2are not both cyclohexylene. 23. A polymerizable mesogenic tolane
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